Cottage Connection of Maine, Inc.
 
 

Exclusive Vacation Home and Cottage Rentals in Maine

Bailey Island, Maine

Cottage Features Price
Anchor Here CottagesNew listing for Bailey Island! Rent these cottages separately or together for one large group. Combined, "Anchor Here" is a three unit complex offering three plus bedrooms that can accomodate ten people. These cottages boast amazing westerly views of Casco Bay by day and stunning sunsets at night. Located at the water's edge, these units share a dock and float and beach area. Mooring available by request. Common laundry area is also shared among these cottages. Short drive to Land's End and Brunswick areas.

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Waterfront $3000-$5499
Nautical NestNew Bailey Island Listing! "Nautical Nest" cottage is one of the two larger units that make up "Anchor Here Cottages". Situated at the water's edge, this cottage offers amazing westerly views of Casco Bay by day and stunning sunsets at night. Brand new construction and design by Maine Coastal Decorating, this one bedroom plus loft is comfortably furnished and well appointed. Shared dock and float, beach area, and laundry facilites. This cottage can be paired with "Sand Castle" and "Sea Scent" cottages for two families or one large family traveling together. Only a short drive to Land's End and Brunswick areas.

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Waterfront $1500-$1999
Sand CastleNew Bailey Island Listing! "Sand Castle" cottage is the smallest of the three units that make up "Anchor Here Cottages". Situated at the water's edge, this cottage offers amazing westerly views of Casco Bay by day and stunning sunsets at night. Brand new construction and design by Maine Coastal Decorating, this one bedroom loft is comfortably furnished and well appointed. Shared dock and float, beach area, and laundry facilites. This cottage can be paired with "Sea Scent" and "Nautical Nest" cottages for two families or one large family traveling together. Only a short drive to Land's End and Brunswick areas.

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Waterfront $1000-$1499
Sea ScentNew Bailey Island Listing! "Sea Scent" cottage is one of the two larger units that make up "Anchor Here Cottages". Situated at the water's edge, this cottage offers amazing westerly views of Casco Bay by day and stunning sunsets at night. Brand new construction and design by Maine Coastal Decorating, this one bedroom plus loft is comfortably furnished and well appointed. Shared dock and float, beach area, and laundry facilites. This cottage can be paired with "Sand Castle" and "Nautical Nest" cottages for two families or one large family traveling together. Only a short drive to Land's End and Brunswick areas.

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Waterfront $1500-$1999

Bath, Maine

Cottage Features Price
QuintessenceA quintessential Maine coast retreat. This post and beam three bedroom cottage is located on Dam Cove in Bath, Maine. Quiet and private, this property offers waterfront views to the south with woods surrounding the other three sides. Enjoy the views from one of two open air decks. Take the path to the rocky water's edge. This cottage is conveniently situated a short drive to area shopping, dining, and the nearby cinema. TV is for VCR or DVD only.

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Waterfront $1500-$1999

Boothbay, Maine

Cottage Features Price
Barter's BivouacNew Listing on Barter's Island! Newly completed saltbox cottage overlooking the Sheepscot River in Boothbay. This bright and cheery home offers three bedrooms and two baths ideal for three couples traveling together. Easy water access offers the perfect spot to put in a canoe or kayak right from the cottage. Westerly views offer stunning sunsets over the river at dusk. This home is only minutes from Knickercane Park and Coastal Botanical Gardens. Ten minutes to downtown Boothbay Harbor.

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Waterfront, Pets Negotiable $1500-$1999
DayBreakAttention kayakers, canoeists, or nature lovers, this two story year around home on Twin Cove (off Cross River) provides the perfect spot to begin your vacation. This private, two bedroom, and two bath cottage is ideal for two couples traveling together. Launch your kayak or canoe from the float at the cove’s edge (tidal)or just explore the nearly 250 feet of salt water river that this home boasts. Only a short drive to downtown Boothbay Harbor. Hiking Trails also nearby.

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Waterfront, Pets Negotiable $1000-$1499
Highland HideawayHighland Hideaway is a uniquely special place, offering privacy and tranquility. Stylish and comfortable, this remarkable two-story home is located in the Highland Ridge area of Boothbay. There is even Ping Pong table for added enjoyment.

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Wooded, Pets Negotiable $1500-$1999
Pleasant Cove CottageThis stunning waterfront timber frame home is situated on a four acre natural paradise overlooking the beautiful waters of Pleasant Cove. Featuring more than 300 feet of tidal shorefront, this new home incorporates the best of both worlds: traditional Maine craftsman ship and the latest in modern conveniences. During the day, a winding path takes you down to the water's edge for kayaking or swimming in sun-warmed tidal waters. Keep your camera ready-a real moose has been spotted and bald eagles are known to fly overhead. Staying in touch with the real world? Wireless internet is available with this cottage. In the evening, gather the whole gang around the roaring fireplace for a game of cards, cribbage, toasting marshmallows, or just listen to the crackling wood as you sip hot cocoa. The only caution: Once you come to this lovely coveside retreat you may never want to leave.

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Waterfront $1500-$1999

Boothbay Harbor, Maine

Cottage Features Price
Appalachee Bay View CottageSteps away from both the ocean and a fresh water lake! You decide if you want to put the cottage kayak in at the lake or ocean. Wonderful views of Linekin Bay from large open deck and living room with French doors. This cottage is airy and bright, with a contemporary feel and very comfortable furnishings. Two bedrooms with en suite baths make it ideal for two couples vacationing together or a family. Living has a sleep sofa and futon for additional sleeping. All on one level, it can be paired with the adjacent one-bedroom, Appalachee Lake View Loft. Internet access available for 2008.

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Waterviews, Pets Allowed $1500-$1999
Appalachee Lake View LoftSit out on your deck and enjoy the scent of pine trees while viewing fresh water Appalachee Lake, only steps away. Swim or put the cottage kayak in the lake or in the ocean at the Association Dock and Float, a two minute walk away. This one-bedroom cottage is bright and cheerful in its decor. In addition to the queen bed in the bedroom, you have a sleep sofa in the living room. This cottage can be paired with Appalachee Bay View (next door). Internet access available for 2008.

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Lakefront, Pets Allowed $500-$999
Bayberry CottageThis cute-as-a-button, one-bedroom log cabin, is nestled in the woods of the Sprucewold Community. You are only a mile from the center of Harbor activities and a short walk to the beach and salt water dock and float on Linekin Bay. Return after a full day of activities and relax in front of this cottage's native stone fireplace. There is a mooring available for your own boat.

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Self Catering, Pets Negotiable $500-$999
Brig o'DoonThis charming, historic, modernized, and recently renovated, log cabin faces east on Linekin Bay just a ¾ mile walk to town. You are invited to watch the water activity from the open deck, screened porch, or private dock/float where kayaks, a canoe, and a rowboat are kept. Walk the old Indian trail along your shore or bike through the woods. The beautifully landscaped property has abundant native plantings/wildflowers and an herb garden. While full of handmade sturdy and comfortable Maine furniture and Scottish accessories, there remains a vintage 1930’s feeling throughout the interior of Brig o'Doon. Six skylights brighten the interior and a beautiful stone fireplace is the centerpiece of the Great Room. A loft above the Great Room is accessed by a spiral staircase. Quickly warming the kitchen on those cool Maine mornings is a new Vermont Castings gas stove. This cottage has many extras, including an ice cream maker, lobster feast amenities, audio/visual library, picnic table, antique Victrola, and a Bose stereo system. Thirty-seven steps from parking to cabin. High Speed Internet and linen included as part of this package.

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Waterfront, Pets Negotiable $2000-$2499
Churchill's HavenNewly constructed year around home in the Sprucewold Association of Boothbay Harbor. This three bedroom two bath home is only a five minute walk to the Sprucewold Beach and fifteen walk to the downtown area for activities and dining. Enjoy the peace and tranquility that this cottage has to offer away from hustle and bustle of city life. Wi-Fi Internet is available with this home.

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Wooded, Pets Negotiable $1000-$1499
Cliff House This classic Maine summer cottage, while part of the Juniper Point summer colony, provides you with a sense of privacy. Perched at the entrance to Townsend Gut, this cottage brings the world of boating in Maine right before your eyes. In addition to enjoying views from inside, you have two deck levels to enjoy outside. Combine this cottage with Osprey for a family reunion. All are within walking distance of each other. This cottage would also work well with any other cottages in this section of the Harbor for multiple family get togethers. This cottage has heat so would be a good choice for the off season (May, June, September, October). First floor provides two bedrooms, one full and one half bath. The other two bedrooms and 3/4 bath are in the second floor loft.

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Waterfront, Pets Negotiable $1500-$1999
GarravaleThis year round house has 500' of waterfront on 1 acre at the head of one mile long West Harbor Pond. Lovely water views from every room. Private dock and float with kayak, canoe and fishing gear provided. Great for swimming, kayaking and freshwater fishing. Less than a mile to saltwater coves, lobster wharfs and close to town. Large rear open air deck with deck furniture and BBQ grill.

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Lakefront, Pets Negotiable $1500-$1999
Grey LedgeMake this cottage the resting spot for your Maine vacation. This is a one-story summer cottage. This lovely cottage was built in the 1920’s and has been lovingly cared for and used by family members since. Now they would like to share this experience with you. Views of Moffet Cove are yours to enjoy. Recently remodeled bathroom and master bedroom. This is truly a quaint little getaway that all will enjoy.

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Waterviews, Pets Negotiable $1000-$1499
Gulls, TheThe Gulls is located on a quiet salt water cove just north of Boothbay Harbor. Bring your boat or kayak to enjoy the Boothbay Region even more. You are just a short distance from the Oven's Mouth Preserve (one of our Land Trust properties)by water or land. Mosey on down to Indiantown Island (another Land Trust property only available by boat) or a little further through Townsend Gut and into Boothbay Harbor. Lots of beautiful scenery, islands, boats and birds to enjoy along the way. Back River to the Sheepscot provides some of the most beautiful scenery in our area. The Trevett Country Store is just a short drive and has one of the best Lobster Rolls in the area. The Barter's Island Swing Bridge is one of the few remaining hand operated bridges in the State of Maine. The Maine Botanical Gardens are within a mile of this cottage as well. A not to be missed attraction. Take in the breathtaking sunset views from the open air deck that this cottage boasts. Your cottage is privately situated yet only a short drive to town and all its activities. Let this bright and cheery cottage provide you with the much needed vacation you deserve.

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Waterfront, Pets Negotiable $1000-$1499
Harbor WatchCome in and sit a spell. This one-floor log home is sequestered among whispering pines and offers privacy and tranquility, yet is only a short walk from town. Enjoy limited views of Mill Cove and outer Harbor from the screened porch and living room. Tastefully decorated and comfortably furnished. You have access to the Association Dock and Float on Mill Cove.

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In Town, Pets Negotiable $1000-$1499
John's CottageThis classic Maine summer cottage has been in the family for generations and is stuffed with happy growing up memories. Come and share them and add your own. Enjoy the view from your picture window and screened in porch overlooking Mouse and Squirrel Islands. In addition to a large lawn for croquet or Frisbee, this property boasts 100 feet of shoreline with a small shared beach. Open-stud walls on the second floor make this truly a Maine cottage. John’s and Three Seas (next door) make a great spot for a family reunion or get together. Four bedrooms and bath (shower only) on the second floor; one bedroom and a bath(tub only) on the first floor. Guests may use the nearby Association dock, float, beach, and tennis courts for a small weekly fee. Linen included as part of this package. Wi-Fi available with this home.

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Waterfront $2500-$2999
Juniper LodgeVacation in a cottage steeped in local history. This cottage in its early life was the area General Store. In a later life it was known as Juniper Lodge. While this cottage has most modern amenities such as a washer, dryer, dishwasher, and TV, it still retains the open-stud wall and bead boarding that was popular at the time it was built. This cottage has fostered and encouraged writers, artists and musicians. Rock on the covered front porch or walk to the Association beach, dock/float or tennis courts which you may use for a fee. You are close to town and only a short walk down the street brings you to the Aquarium. Enjoy a small view of the ocean from the living room, enclosed porch or third floor bedroom.

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Waterviews, Pets Negotiable $1500-$1999
La CabinitaThis 'Little Cabin', nestled in the woods, has a large, open, wrap around deck with stairs at one end and a ramp at the other. Large, open living/dining area has a woodstove and piano. In addition to three bedrooms, there is small den, perfect as a temporary office. Sliding glass doors open onto the shaded deck. Peaceful, quiet and unpretentious. La Cabinita provides the opportunity to enjoy watching birds, walking and spotting the deer that roam through the area. You are only a short drive to town (about a mile). This cottage is one-level living.

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Self Catering, Pets Negotiable $500-$999
Lake's EdgeThis warm and welcoming cottage, sitting on the edge of West Harbor Pond, offers two decks from which to enjoy the tranquility of this setting. Two bedrooms, open living room, kitchen and dining area, and a full bath on the main floor; open sitting and sleeping area and shower bath on lower level. Walk out to lakeside terrace area from lower level. The colors and furnishings in this cottage invite you to sit, relax and visit with family and friends.

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Lakefront, Pets Negotiable $1500-$1999
Lazy DaysPicture yourself sitting on the dock at the water's edge eating lobster, basking in the sun, or watching a fabulous sunset over the ocean. Lazy Days is located a short distance from town, with both outer Harbor and ocean views. This unique family cottage provides lots of space inside and out. Offering a shared pebbly beach as well as a spacious, flowering yard. Kayaking and canoeing are popular from this cottage. Internet hookup is also available. Your family and friends will look forward to coming back to this cottage at the edge of the sea time and time again.

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Waterfront, Pets Allowed $1500-$1999
Lily PadThis sunny, year-round, cottage overlooks West Harbor Pond with access to a dock across the street. Loft master bedroom suite has a half bath, a bedroom with a queen, and a sleep sofa in the sitting area which offers views of the pond while you curl up with a book. First floor offers a bedroom with a queen bed and another sleep sofa in a den area off the living room. Open kitchen, dining, and living area with sliders to the deck. Relax and enjoy the sunrise with a cup of coffee from inside or out on the deck. A moderately sized yard for children to play.

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Lakefront, Pets Negotiable $1000-$1499
Live LobsterPurchase Live Lobster from right outside your cottage! Just let our office know in advance. This home overlooks a working lobster dock offering stunning views of the Sheepscot River and Indian Town Island in West Boothbay Harbor. Featured in "Home" magazine in July/August 2000 this bright and cheery one bedroom, two level home provides the perfect spot to relax while watching the boats working up and down the river. Mooring upon request. Only a five minute drive into downtown Boothbay Harbor.

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Waterfront, Pets Negotiable $1000-$1499
Maine StayThis year-round home, built in 1900 by the Allen family, is a classic, two-story, gray clapboard house with a covered front porch. Sitting about 75 feet from the Bay, it is located about a mile from the Harbor and a half mile from Barrett Park. Cozy and decorated in the Old New England style with one bath on first floor; bedrooms and additional bath on the second floor.

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Waterfront, Pets Negotiable $1000-$1499
Mary's Little CabinMary and her family invite you to vacation in their family cabin in Sprucewold. This charming two-bedroom cottage is comfortably furnished and immaculate. With a fireplace in the living area and a screened porch, you are all set to relax, read, play games, watch TV or a movie. You will have privileges for the Sprucewold Association beach, dock and float, just a short distance away. This part of Boothbay Harbor is great for walking and talking with all the summer visitors. Mary's Little Cabin is only about a mile from the Harbor and all its activities. This cottage is all on one floor.

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Self Catering, Pets Negotiable $1000-$1499
Our CottageThis one-story, two-bedroom cottage is perfect for falling in love with the Maine coast. Picture windows provide spectacular southerly views of Linekin Bay from the living area and master bedroom. This cottage, with its nautical theme, has been nicely renovated, blending New England antiques with comfortable modern furnishings. French doors from the living area open to the stone terrace. Your shared dock and float are only steps away.

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Waterfront, Pets Negotiable $1500-$1999
OverlookSit on the covered front porch of this large Maine family cottage in the Village of Bayville and enjoy views of the water through the trees. A typical summer cottage, with open-studded walls throughout, takes you back to a simpler time. Kitchen and dining room on main level, in addition to the living room, with its wonderful old-fashioned fireplace and large windows. One bedroom and both baths on the first floor; additional bedrooms on second floor.

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Waterviews, Pets Negotiable $1000-$1499
Rockinghorse CondoLight and airy condominium situated right on Boothbay Harbor. A close-up view of the Windjammers, Fourth of July fireworks and boat watching are yours at this cottage. Within walking distance of many fine seafood restaurants. Level entry access to this condo. Available by the month only.

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In Town $3000-$5499
SaltaireAs the name implies, the “salt air” is all around you at this cottage. Wake up to warm sunrises in this cottage located on the shores of Linekin Bay. This one-floor, three-bedroom cottage affords wonderful views of the Bay, has its own private deep water mooring, dock and float, and access to the Appalachee Association fresh water beach and other amenities just a short walk up the driveway. A covered porch provides a spot for relaxing and enjoying the views.

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Waterfront $1500-$1999
Samoset CottageThis lovely one-story ranch is private yet very close to town. It has a wonderful sunroom with sliding glass doors and a living room with a fireplace that is inviting and comfortable. Tie your boat up to the half tide dock and float, sit in the sunroom or yard and enjoy the views of Indian Island Preserve.

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Waterfront, Pets Negotiable $1500-$1999
Signal Point 10New Signal Point Listing for 2008! Located just a short walk from the busy downtown area, this modern (all new furniture) three floor unit provides wonderful views of Mill Cove, offering both an open deck and patio to enjoy all the water activity. This is just the right spot for people who want to be close to the downtown area without having to drive. Short walk to all the town's eateries and boutiques. Free parking!

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Waterfront $1500-$1999
Signal Point 15Located just a short walk from the busy downtown area, this modern, tastefully furnished, first floor unit provides wonderful views of Mill Cove, a fully equipped state-of-the-art kitchen, a sunken living room, and an open patio. This is just the right spot for people who want to be close to downtown area without having to drive.

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In Town $1500-$1999
Spruce Point Condo 7ESpruce Point Condominium now availabe for the 2008 summer season! This two bedroom unit is located in the heart of the Spruce Point community with rights to all the amenities the association has to offer. This "gardenview" unit is only a short walk to all Spruce Point amenities. Amenities include two swimming pools, one saltwater, hot tub, putting green and tennis courts. Call now to book as this property is sure to book fast!

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In Town $1500-$1999
Three SeasVacation on popular McKown Point within walking distance of the Aquarium, in this one-story, two-bedroom family cottage. Sit on the sun porch to eat, drink or play games as you gaze across the lawn to Mouse Island or walk to the water's edge and enjoy your shared private beach. This cottage is part of a family compound and can be paired with John’s Cottage for a larger family group. Guests may use Association dock, float, beach, and tennis courts for a small weekly fee. This cottage is all one level. Wi-Fi available with this home.

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Waterviews, Pets Negotiable $1000-$1499

Damariscotta, Maine

Cottage Features Price
AbenakiThis delightful cottage is perched over the Damariscotta River, named after the Indian tribe that harvested oysters nearby. A canopied deck provides a shady spot from which to enjoy the area boat traffic and river views. A walk across the bridge brings you into Damariscotta with its wonderful shops and restaurants. This cottage provides easy access to Route 1 to explore up and down the coast. Kayak from your own private dock and float. The Damariscotta River flows into the ocean about ten miles downstream. Water views from each room. This cottage has been furnished with comfort in mind. Small beach just to the side of the dock and float. Not suitable for small children.

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Waterfront, Pets Negotiable $1000-$1499

Dresden, Maine

Cottage Features Price
Eagle's DelightThis two-acre, peaceful cottage sits on the Kennebec River in Dresden, Maine only 10 miles from Bath and its restaurants, shops, and museums. This year around home encompasses a bird sanctuary with views that look out to Swan Island. Enjoy the westerly sunset views that are legendary from the large open air deck that this cottage boasts. Quiet and secluded, this cottage truly provides a great escape from the hustle and bustle of it all.

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Self Catering $1000-$1499

East Boothbay, Maine

Cottage Features Price
Bay View CottageForget the fast lane--Relax! This one-story cottage is in a tranquil setting that welcomes you like family. Great yard and plenty of space to enjoy croquet, play volleyball, or just relax on the wrap around deck and enjoy the salty smell of the ocean. This cottage is just a short drive to Ocean Point and Grime's Cove Beach areas with rights to the community center and tennis courts (for a fee). Only a ten minute drive to downtown Boothbay Harbor. High-speed internet available.

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Waterviews, Pets Negotiable $1500-$1999
Bide AwhileSeasonal apartment available weekly or long term until November. Convenient location just outside of Boothbay Harbor for summertime employees. Located in East Boothbay, this one bedroom cottage does offer waterviews and laundry facilities. Please call the Cottage Connection office for pricing.

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Waterviews, Pets Negotiable $500-$999
Bufflehead By the SeaSome things belong together--and this cottage needs you to complete its mission of creating a memorable Maine vacation. From this two story bungalow, overlooking Grimes Cove and the Atlantic, see if you can find the "Buffleheads" for which the cottage is named. Sit inside in front of the classic Maine granite and fieldstone fireplace or outside on one of the open decks. The yard with this cottage offers ample space for children to run and play. Only a few skips to the water, this is simply a great spot to walk, swim, kayak or just sit back and enjoy the views. Linens are included with this cottage.

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Waterviews, Pets Negotiable $2000-$2499
Captains QuartersTake a step back in time as you enter this three-story Victorian which began life as an Inn in service to the steamships traveling the coast of Maine and later became a Captain's home. Families return time and time again to this home away from home, overlooking Cabbage Island in Linekin Bay. This is the perfect spot for your family reunion. Spectacular sunsets are yours to enjoy from the spacious three-sided, screened/glassed, wrap-around porch. With its Ping Pong table, Foosball game and comfortable wicker furnishings, this porch is the spot where everyone congregates. The second and third floors have four bedrooms and one bath each; first floor provides a 3/4 bath, gourmet kitchen, formal dining room, large living room with a fireplace and several furniture groupings provide plenty of space for indoor activities. There is a mooring and aluminum rowboat available for your use. The yard is spacious with a swing set for children, a terrace area with picnic tables and adirondack chairs from which to enjoy the beautiful views, or a cook-out; multi-level grounds slope to the water. Explore the Bay with the two Tandem Kayaks that are provided by the owners. Wi-Fi included with this cottage.

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Waterfront, Pets Negotiable $6500-$7999
ClearviewTo take advantage of the ocean views, this cottage was built with the main living area on the second floor and the master bedroom suite on the third floor. The first floor has three bedrooms and a full bath. Clearview faces south and overlooks the Atlantic. The second floor living area includes the kitchen and living areas, and a screened/glassed porch with comfortable furnishings and wonderful ocean views. Pick up a book or magazine, curl up on the window seat, or sit in the rockers to enjoy spectacular ocean views from the third floor master bedroom suite. Walk to nearby Grimes Cove Beach for swimming.

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Waterviews, Pets Negotiable $1500-$1999
Coastal DreamsDon't miss out on this vacation delight for both short and long term stays all year round. This special cottage has a cozy cabin feel accentuated by modern upgrades, while offering stunning views of Linekin Bay. It's expansive wrap around deck is great for sunbathing, boat watching, or star gazing. Surrounded by a large lawn, this property is a great spot for croquet and all other kinds of play. Within a short drive to scenic Ocean Point, this truly is a Coastal Dream!

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Waterviews, Pets Negotiable $1500-$1999
Cove's Head CottageAttention people watchers. . . check out Cove's Head Cottage. A modern, one-level ranch, on a raised foundation, offers the sights and sounds of the Maine coast. With a nature walk and Grimes Cove Beach right next door, you can watch people, divers, boating, and swimming without leaving home. Sliding glass doors, in both the living room and master bedroom, give you access to the narrow deck, from which you can enjoy the views of Ram Island and its lighthouse. Launch your boat or kayak from the boat ramp at the beach so you can explore this great area from the water.

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Waterfront, Pets Negotiable $1500-$1999
Coveside on Linekin BayNewly constructed, stylish new cottage on Linekin Bay in East Boothbay. Seventy-Five strides from parking area to cottage door. This sunny and bright bungalow boasts cathedral ceilings and skylight. Take in the spectacular westerly sunset views from the open air deck. Semi-private dock and float with swim ladder is great for boating and swimming in the bay. Just a few minutes drive to scenic Ocean Point. A convenient 5 minute drive to the heart of downtown Boothbay Harbor. Let Coveside on Linekin Bay make all your vacation dreams come true.

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Waterfront $1500-$1999
Dash InnYou won’t want to "dash" anywhere after you arrive at this incredible coveside retreat. The wall of windows draws the outside in. The main level of this modified cape offers open concept living as well as two bedrooms and a full bath. The walk-out lower level has the master suite consisting of a family/sitting room with fireplace, bedroom, and full bath with a jetted tub and separate shower. Sliders open onto a fieldstone terrace at the water's edge. Enjoy all the wildflowers surrounding this cottage. Stone steps provide easy entry into this quiet cove for canoeing, kayaking or swimming. The Association dock and float are a short distance away on Little River. This cottage has it all - even air conditioning! Newly renovated kitchen and many recent improvements. Bring your laptop: Wi-Fi included.

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Waterfront, Pets Negotiable $2000-$2499
Farnham Point Log CabinCome enjoy this gorgeous slice of unspoiled Maine coast! This adorable family cabin has been a get-away for generations of sailors. It sits on a quiet, private point of land with multiple, rocky beaches and deep water dockage. Look out over undeveloped Farnham Cove as you settle down in the sun for a peaceful book or a bird watch while the kids explore. Later watch a perfect sunset as you roast marshmallows in our beautiful stone fireplace. The cabin interior is rustic, wood paneled with high, open rafters and an open living/dining space.

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Waterfront $1000-$1499
Haven, TheFacing Negro Island and perched on a hill facing southwest, this classic Maine cottage offers a spectacular view of the islands – as far as the eye can see. Thomas Wolfe edited his proofs for “Look Homeward Angel” while staying in this cottage, formerly owned by Dr. A. Power Davies, another noted author. Wolfe's letters to his mother, which are now included in his writings, concerned his Ocean Point stay. Maybe you too will be inspired by your stay here. One bedroom on first floor; two bedrooms and bath on second floor.

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Waterviews, Pets Negotiable $1500-$1999
Kings RansomThe owner of this small, cozy two-bedroom cottage, tucked along the rocky coast of Maine at the mouth of the Damariscotta River and Atlantic Ocean (an area busy with boat traffic), would like to invite you to come stay awhile. All on one level and comfortably furnished with an open floor plan. Views of Inner Heron Island and open ocean are through the sliding glass doors,large picture window, or from the deck.

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Waterfront $1000-$1499
Linekin Log CabinThis classic log cabin, with its own deepwater dock and float, faces west and overlooks Linekin Bay. Included for the renter's use are 2 kayaks and a rowboat. This log cabin welcomes you with patches of day lilies and other wild flowers. Enjoy the views while dining from a screened porch or curl up in front of the inviting fireplace on those cool spring/fall nights. This is one of our few cottages with an outside shower as well as a full inside bathroom. All on one floor.

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Waterfront, Pets Negotiable $1500-$1999
Little River CottageTake a walk to the nearby lobster pound and pick out your dinner. Bring it back, cooked or to cook, and enjoy it out on the deck as you enjoy the beautiful views. Little River Cottage is located in the King Philip's Trail area of East Boothbay between Little River,the Damariscotta River and the Atlantic Ocean. This area is quiet and peaceful, lots of beautiful scenery to enjoy as you walk around the loop (about 2 miles). Sit on the rock out at the point and watch the whales or seals, enjoy the sailboats as they tack back and forth. Bring your kayak, canoe or boat. There is mooring available at the nearby Association Dock. This cottge is one floor living.

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Waterfront, Pets Negotiable $1500-$1999
Ocean Point of ViewPicture yourself relaxing in an old fashioned rocker on the covered porch of this wonderful Maine summer cottage. Read a book; listen to the ocean as it breaks over the rocks just below you. Enjoy the ever changing ocean as the sun rises and sets before you. Walk down to the water's edge or swim from nearby Grimes Cove Beach. Partake in activities at the Ocean Point Colony Trust; play tennis (for a fee) at the Association Courts just a short walk from this cottage. Water views from almost every room. Enjoy the sun, a storm or fog from the sunroom. Linen included as part of this package.

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Waterfront, Pets Negotiable $2500-$2999
Ocean SprayCustomed designed Maine shingled cottage with three levels of living. This wonderful cottage has all Southern Heart Pine floors made from beams out of an old church. A screened and glassed porch on the main living area invites you to curl up with a book, snooze, or just gaze out at the ever changing ocean waters. With 250 feet of ocean frontage you have a wealth of tidal pools, rocks and crashing surf to enjoy. Master suite is on the first floor and has both a jetted tub and separate shower. Two bedrooms, second bath and sitting room are on the second floor and the family room and third bathroom are on the lower walkout basement level. Linen included as part of this package. This house is for sale!

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Waterfront $3000-$5499
On the RocksWalk to East Boothbay from this double cottage or access the water for swimming or kayaking. With the common rooms in the center and bedrooms and baths at either end, this cottage is ideal for an extended family or two couples traveling together. This cottage is all one level.

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Waterfront, Pets Negotiable $1500-$1999
Paddleboat Landing Unique, authentic summer cottage sitting on a bluff overlooking Linekin Bay. This cottage is built on two levels to accommodate the natural sloping landscape. Stairs will take you down to a small beach at low tide. A covered porch on the water side allows you to enjoy the views of Linekin Bay while you relax or watch the children playing. Recently updated interiors make it light and bright.

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Waterfront $1500-$1999
Phillips' CottageThis is a charming and cozy old Maine seacoast bungalow. This is a great spot for the artist or writer, or simply for those who want to relax with a book or beverage. Enjoy the lazy days of summer from a chair on the flat ledge facing the water, from the enclosed porch which boasts a sleep hammock, or from the open air deck. Feel the tranquility in your own waterfront spot. New Deck! This cottage is all one level.

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Waterfront, Pets Negotiable $1000-$1499
Quiet HarborWhen the alarm clocks, deadlines and traffic have you wanting some peace and quiet, come to Quiet Harbor. Located in East Boothbay, just minutes from Ocean Point or Glen Cove, is this one-bedroom former caretaker’s cottage. Great for one or two people. Very private; access to a shared dock and float and small pebble beach. This cottage is all on one level.

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Waterfront, Pets Negotiable $500-$999
Quiet SpotClassic, old Maine waterfront cottage on Linekin Bay with beautiful 180 degree westerly views--perfect for sunsets. With open studded walls and a charm all its own, this summer cottage exemplifies New England seacoast living. While the living room has a beach stone fireplace to enjoy the indoors, the sunny screened/glass porch and breakfast room both look out over the glistening water of Linekin Bay. Two bedrooms and bath on the main level; separate bedroom area and bath (with shower) on the lower level accessible from outside.

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Waterfront, Pets Negotiable $1000-$1499
Rivermist CottageForget the fast lane and find total relaxation at this unique cottage. Sheltered by tall oaks and pines, Rivermist offers the perfect retreat for your entire family and an atmosphere of warm welcome is created by cozy rooms and casual furnishings. The lower level bedroom, shower bath, and family room tend to be damp and might aggrevate some allergy conditions. This level is accessible from outside. Two bedrooms and bath on the main floor and two bedrooms and bath on the second floor. The Association beach is a short walk away.

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Waterfront, Pets Negotiable $1500-$1999
Rockledge CottageContemporary style open floor plan cottage sits on the edge of the Damariscotta River with island and ocean views. This one-story, year round, cape style cottage has a sleeping loft with a queen bed and half bath accessed by a spiral staircase from the living/dining area. Main Floor has open living, dining, kitchen, small bedroom with trundle bed, washer and dryer. Full bath is on main floor. Sliders to the deck from the living room. Nice side and back yard for play. King Phillips Trail area provides good walking and biking. Local lobster pound just a short distance away (1/2 mile). In addition to the ammenities listed, this cottage provides fans (ceiling and others), puzzles and games, and has a turntable with older albums.

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Waterfront, Pets Negotiable $1000-$1499
Sand DollarCome to a place where the ocean joins family and friends for fun and relaxation. This four season home, part of the Ocean Point Community, is located about ½ block from Grimes Cove Beach. Ocean Point is a great area for walking, bicycling and relaxing. This cottage has four airy bedrooms, some with skylights and two with access to the second floor deck. With both a living room and family room (with fireplace) there is plenty of space for everyone. All bedrooms and one bath on second floor; one bathroom on first floor. In addition to the open deck on the second floor, there is a covered deck on the main floor.

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Waterviews $1500-$1999
Sea Girt EstateSpecial times and special people are always part of a great family reunion and Sea Girt provides that special place for all of you to meet. Main cottage has open deck, enclosed porch, 4 bedrooms and 2 ½ baths (one bedroom and bath on the main floor). Guest cottage has 2 bedrooms and bath on the lower (level entry) as well as an open living room/kitchenette on the upper level (also level entry) and open deck. The main cottage provides fabulous views of Linekin Bay; the guest cottage provides some views also. Private deep water dock and float with swim ladder and mooring are available with this cottage. Ask us about renting just the large house. Linen included as part of this package.

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Waterfront, Pets Negotiable $3000-$5499
Sea HutEver wondered what it might be like to live on a boat? Sea Hut, sitting atop pilings with the sound of water lapping beneath you, is as close as it gets. This cute-as-a-button one-bedroom, air conditioned, sea shanty awaits your call. Come aboard and sit on the deck to enjoy views of Little River, lobster boats or pleasure craft bobbing at their moorings. Bring your boat and make arrangements with the Marina next door for a mooring or dock space.This cottage is all one level.

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Waterfront, Pets Negotiable $1000-$1499
Sea LedgeThis simple open stud-walled family cottage looks towards the mouth of the Damariscotta River and open ocean where the surf crashes over the ledges when they are exposed by the falling tides. A narrow road runs between the cottage and the shore but is not visible from the cottage. This cottage is all on one level.

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Waterviews, Pets Negotiable $500-$999
SeayreViews, views, and more views--is what this cottage is all about. Located on the tip of Ocean Point, this rustic, two-story, three-bedroom 1920’s cottage, with its open stud walls, offers spectacular open ocean views of islands and lighthouses. Enclosed porch across the front allows you to enjoy the views from inside or out and in any weather. There is a ½ bath on the first floor; bedrooms and shower bath are on the second floor.

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Waterfront, Pets Negotiable $1500-$1999
Sundown CottageThis lovely, well maintained and cared for Ocean Point cottage is exceptionally neat and clean. As part of the Ocean Point Community, you have access to the Tennis Courts (for a fee) and Casino activities. Grimes Cove Beach is just a short distance away. Sit around the fireplace or on the porch for a game of cards or to do puzzles. This one-story cottage offers three bedrooms, two baths, and both an open deck and screened porch.

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Waterviews $1500-$1999
Te-KiaEnjoy wonderful unobstructed ocean views from your living room, dining area or open deck. Walk across the narrow road to play on the rocks or dangle your toes in the brisk Atlantic. Very well maintained and comfortably furnished cottage just waiting for your arrival. This cottage is all one level.

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Waterviews, Pets Negotiable $1500-$1999
The VillaThe Villa is a 115 year old summer home located in Ocean Point, East Boothbay, 6 miles from Boothbay Harbor. It overlooks Linekin Bay to the West and North; the Atlantic Ocean to the South and provides a 180 degree views of the Gulf of Maine from the shore line only 150 feet away. Five charming bedrooms with ocean views through floor to ceiling windows. In the evening you may enjoy breathtaking sunsets. Part of the Ocean Point Colony Trust, guests at this cottage may enjoy the activities at the community center, three tennis courts (for a fee), docking facilities and beach. Walking, jogging and biking along the shore are memorable experiences where the spruce meet the sea. Ocean Point, as it exists today with many of its original 19th century cottages, remains primarily residential and is the only location in the region where one may drive to walk along the ocean. Come stay awhile. Linen included as part of this package.

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Waterviews $2000-$2499
Victoria HouseComing to Grandmother's House? This wonderful Victorian is for you. Comfortably furnished and well equipped, just waiting for you and your family to visit. All bedrooms and full bath on second floor; half bath on the first floor. Yard is a great spot to play croquet or soak up the sun. The East Boothbay Boat Ramp is nearby for launching your boat. Swimming at Grimes Cove Beach is a short drive from this cottage. Only a short walk to the East Boothbay General Store.

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Waterviews, Pets Negotiable $1000-$1499

Edgecomb, Maine

Cottage Features Price
Ann's BoathouseBuilt in the late 1800's as a working boathouse, this delightful two-story one bedroom cottage overlooks the Sheepscot River in Edgecomb, Maine. Watch the osprey, eagles, blue heron, seals, and loons abound from your own open air deck or shared dock and float. Take in the saltwater air while listening to the soothing sounds of water lapping underneath your feet. Views of Historic Fort Edgecomb are only a short walk away. This cottage offers easy access to coastal Route 1 for day trips. Only ten minutes to downtown Boothbay Harbor.

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Waterfront, Pets Negotiable $500-$999
Clark's CottageThis two bedroom, one level cottage is perched on the water's edge with views overlooking the Sheepscot River, Wiscasset Village, and Fort Edgecomb. Western exposure offers magnificent sunsets at dusk. This house can be paired with Heron Landing, just next door, for one large family or two families traveling together. Only minutes to Route 1 for day trips along the coast. Wi-Fi included with this home. Fifteen minutes to downtown Boothbay Harbor.

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Waterfront $1500-$1999
Emerald/ ProvenceUnwind in this wooded and private hideaway surrounded by tall trees. A perfect place to relax and lose yourself in nature's beauty. A simple and uncomplicated approach to easy living. These two cozy cottages work together for two small families to share a vacation, yet each family has their own private space. Both cottages have two bedrooms. The larger has a full bath and the smaller a shower bath.

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Wooded, Pets Negotiable $1000-$1499
Heron LandingThis cottage is recently renovated! Launch your canoes and kayaks from or tie up your pleasure boats at Heron Landing's new private dock and float on the Sheepscot River. You will find wonderful upgrades throughout the cottage. Watch for the heron as they fly by to their nesting spot or enjoy lovely sunsets and views from the heated, sun room/enclosed porch of this two-bedroom cottage in Edgecomb. Just a short drive from Boothbay Harbor, Wiscasset, Rockland, Camden, or Freeport. Several comfortably furnished sitting areas invite you relax as you watch the boating activity pass before you. In addition to to two bedrooms, there is a fully-equipped kitchen, dining room (with water views), and a full bath. Located on a quiet road, with a nice yard, Heron Landing is a wonderful spot for a family vacation. Room for the children or adults to play. Enjoy!

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Waterfront $1000-$1499
High Head LodgeThese two modern log cabins are located in the Boothbay Region where the protected Cross River and Back Rivers join the Sheepscot River and on to ocean or inland waterways. This elevated private 17 acre site is situated at the dead end of a private road offering commanding panoramic views of all three rivers. Centrally located to Boothbay Harbor, Damariscotta, and Wiscasset Village. This cottage offers easy access to boating, hiking, unique shopping, and a large variety of restaurants. At the end of the day relax at your very own private peaceful retreat by the sea. Great spot for an extended family. Linen included as part of this package.

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Waterfront, Pets Negotiable $3000-$5499
LaMarjolaineSpend your vacation lazing on the deck as you watch the river traffic go by. Convenient to Route l and about 10 minutes from Boothbay Harbor, this three-bedroom, two-bath cottage is very comfortably furnished and well equipped. It has just about everything you could want, including a dock, float and small beach area. Located in a private setting at the end of a quiet road, La Marjolaine is just waiting for you and your family to come and create some lasting memories.

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Waterfront $1500-$1999
Little EddyLittle Eddy is situated on a quiet cove of the Sheepscot River in Edgecomb. Open floor plan with a wrap around deck invites you to sit and relax. The Sheepscot is a large, busy, saltwater river(tidal)that flows south to the Atlantic. It is possible to put your kayak in and enjoy this beautiful area from the water here at the cottage; there are also other boat landings in the area for launchings. Comfortable furnishings invite you to curl up and read a book - bring your own or enjoy some of the owners' favorites. While located in a quiet residential area, Little Eddy's close proximity to Route 1 allows for easy access up and down the coast. You are about a ten minute drive from Boothbay Harbor or Wiscasset.

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Self Catering, Pets Negotiable $1000-$1499
Somewhere in TimeThis 1898 authentic Maine cottage features spectacular water views, an original wrap-around porch, cool breezes, and sunsets that you will be talking about for years. In the same family since 1910, "Somewhere in Time" is for anyone interested in period furniture, antiques, and the unique furnishings that this cottage has to offer. This cottage features a private dock and float and is located only minutes from Route 1 and historic Boothbay Harbor. This one of a kind cottage is full of vacation memories just waiting for you to make them happen.

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Waterfront, Pets Negotiable $1000-$1499

Georgetown, Maine

Cottage Features Price
Rascohegan CottageThis two plus acre property sits right on open Atlantic Ocean with views looking out towards Southport Island and Cuckhold Lightouse. This 1,200 square foot house, built in 1968, features picture windows and a big second story deck to enjoy the views. This "upside down" house with cathedral ceilings and second floor living quarters provides sleeping on the ground floor. Fall asleep to the crashing surf all around you. Hugh rock ledges, surrounding the property, invite you to bring a book and sit in the sun. Reid State Park, known for its sandy beaches and sand dunes (rare in mid-coast Maine)is within walking distance to your cottage! Twenty minute drive to the Bath/Brunswick area.

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Waterfront, Pets Negotiable $1500-$1999

Phippsburg, Maine

Cottage Features Price
Casco Bay CottageExclusive Casco Bay Summer Resort Area! Come and spend your vacation at this beautiful cottage and enjoy coastal living. This cottage is located in a working fishing village with great views of Casco Bay and the open ocean on three sides. This five bedroom one and a half bath home is just a short walk to Cat Cove where one can swim, collect shells, fish, or kayak (kayak available with this cottage). A large yard, professional landscaping, and picturesque coastal views are only a few of the many amenities that this cottage boasts. Casco Bay cottage is minutes from Popham Beach, Sebasco Resorts with golfing and beautiful hiking trails throughout the area. This home guarantees you a beautiful Maine experience and vacation to remember.

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Waterviews, Pets Negotiable $2500-$2999

Southport, Maine

Cottage Features Price
A Stone's ThrowNewly updated and renovated classic Maine summer cottage, just feet from the water's edge. While sitting on the covered porch enjoy watching the lobstermen pulling up their daily catch. Large, sunny front deck is the perfect spot for the family to congregate after a busy summer's day. A short walk to the local lobster pound for the day's freshest catch or next door to the Lawnmere Inn for the best in fine dining. This cottage can be paired with "Buttercup Boathouse" for one large family or two families traveling together.

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Waterfront, Pets Negotiable $1500-$1999
Barnacles CottageThere is a repeating dream you've been having and now it's coming true. This classic Maine summer cottage has the perfect setting: rocky coastline, open ocean, and a small private beach. What more could you ask for? This cottage features hand hewn beams and wide boards circa 1790. Located on Southport Island, a short drive from the Harbor, Barnacles Cottage offers spectacular views of lower Mark Island from its open deck.

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Waterfront, Pets Negotiable $1500-$1999
Beach HouseNew Capitol Island Listing! The Beach House is everything the name implies, located directly across the street from the Capitol Island Beach. Known once as the Capitol Island Restaurant, this older cape can accomodate six with three bedrooms and full bath upstairs and one half bath downstairs. Take in the views of the Atlantic from one of the two covered porches that this cottage boasts. In addition to the beach, island activites for the children include a basketball court, playground, and tennis courts for a fee. For the adults, the association dock and public boat ramp are found nearby. Relish a slice of island life for your next vacation.

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Waterfront, Pets Negotiable $1500-$1999
Buttercup BoathouseCheck out the photos of this newly remodeled one story boathouse. Country nautical describes the decor. Lighting in this cottage comes from a local, well known pottery. The newly redone living/dining area has comfortable furnishings, an entertainment center, and more. Dine while watching the boats and water activities in the cove. One level living with a deck off the main living area providing an outside spot to read, relax or enjoy nature. You have a private dock and float so bring your own boat or kayak and enjoy the waters. Located on a quiet cove off Townsend Gut, about two and a half miles from Boothbay Harbor.

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Waterfront, Pets Allowed $1000-$1499
Cottage by the SeaComfortably furnished and well-equipped, this contemporary cape will provide you and your family a vacation to treasure. Main living floor has master bedroom and both baths. The combination living/dining area has sliders to side decks and picture windows offering ocean views. The back yard is peppered with mature trees and naturalized landscaping. Only about 20 feet separate you from your own small private beach on the ocean. The lower level, walkout basement has two bedrooms and a family room with sliders to the back yard. The Association dock and float are a short walk from the cottage.

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Waterfront $1500-$1999
CrosstreesThis snug little cottage is situated on 10 acres of Southport Island with limited views of Deckers Cove. Conveniently located only a short walk to the local lobster pound, specialty foods store, and a short drive to Hendrick's Head Beach for swimming. Walk to one of the two bridges close by for fishing. Featuring a stone fireplace for those chilly nights. Access to all that Southport has to offer at a reasonable rate.

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Self Catering, Pets Negotiable $500-$999
DocksideYou can't get any closer to the water than Dockside. This lovely Southport cottage sits directly on the water's edge of Townsend Gut and has incredible views of the busy waterway and little harbor. Relax on the deck with your coffee as you watch the sun rise. Enjoy watching fishermen and lobstermen return with their catch and then take a short stroll to Robinson's Wharf or the Lawnmere Inn to sample their wares. Bring your boat or use the dock and float for fishing, canoeing and kayaking. The dock and float are semi-private and shared only with Dockside's guest cottage, Shiloh at Dockside, which is also available for rent. This bright and sunny cottage was renovated in 1998 and features upscale furnishings and appliances, hardwood floors, floor to ceiling windows overlooking the water, and beautiful perennial gardens. The master bedroom on the 1st floor has a 3/4 bathroom with shower. The 2nd floor has two bedrooms and a full bathroom. There is also a den/playroom with a flatscreen TV, skylights, and futon. Although Dockside is quite close to the road, you won't feel it. There is brand new fencing along the road and almost all the windows overlook the water. High-speed internet is available.

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Waterfront $3000-$5499
Doc's PlaceFeast your eyes on the majestic Atlantic from this contemporary cottage. Whether you are an ocean enthusiast with an unquenchable thirst to see, hear and smell the crashing surf, to find that next tidal pool, or someone who prefers to curl up with a good book beside a crackling fire, made in the custom-designed stone fireplace with sunken seating--Doc's Place is for you. This secluded retreat offers one floor living with a spectacular ocean view through its wall to wall, floor to ceiling windows, deck and screened porch.

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Waterfront $1500-$1999
DriftwoodEnter and feel the warmth of family presence as you take in the charm and beauty of this wonderful example of a classic Maine summer cottage that has been in the family for generations. Make your own memories here--sit on the screened porch and sip your morning coffee, watch the early morning smoky fog recede and the sun begin to glisten on the ocean as the water laps the rocks right beneath you. Enjoy the sights, sounds and smells of the Atlantic. The main floor has a half bath; all bedrooms and full bath are on the second floor. Ocean views from almost every room. Linen included as part of this package.

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Waterfront $2000-$2499
Ferry LandingSlow down and allow yourself time for the simpler pleasures in life. This historic cottage, located at the end of Landing Road on Southport Island, was the island's original ferry landing. Nicely decorated by the owner-artist, this three-bedroom cottage features a spacious living room with views right on Townsend Gut. Wave to passers-by on this busy waterway. The wide-open deck, puts you directly over the water, with an attached private dock and float (restriction on boat size). One bedroom and 3/4 bath on first floor; two bedrooms and full bath on second floor. This cottage is lovingly loaned to you by this family so you too can relax and watch the boats go by. Linen included as part of this package.

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Waterfront, Pets Negotiable $3000-$5499
Hartwell HouseSituated on Southport Island, Hartwell House overlooks Westport Island on the Sheepscot River. This antique cape provided a lucious lawn that extends to the water's edge. Enjoy the beauty of the coast on your own dock and float. This rental is perfect for a large family or two small families looking for a little rest and relaxation.

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Waterfront, Pets Negotiable $2000-$2499
Journey's EndRelax on the deck at Journey's End, encircled by the water, or take a stroll through the large, lush surroundings to the private beach. Private and boasting wonderful westerly views and watercolor sunsets, this is the ideal setting for painters, photographers and other artisans. Cosy Harbor (or "Cozy Harbor"--depends on the local you talk to) is only a short walk away.

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Waterfront, Pets Negotiable $1500-$1999
Ledge, TheA charming summer cottage that is as good as it gets! Sit on one of the decks facing Cuckholds Lighthouse to enjoy great views of the Atlantic Ocean and nearby islands. This cottage boasts a gourmet kitchen with custom cabinets and is artfully decorated throughout. Nicely landscaped with a small pebbled beach at low tide. Come sit on the rocks and experience Maine’s rocky coast at its best. This cottage is all one level. Linen included as part of this package.

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Waterfront $2000-$2499
Newagen Cove CottageWe welcome this cottage back! Newagen Cove Cottage is a three-bedroom cottage with a guest house (called Camp David) on Southport Island in the village of Cape Newagen. Built in 1928, this two-story, 2,500 square foot home is light and bright with lots of windows, a living room with cathedral ceiling and panoramic views. With 200+ feet on a beautiful and serene salt marsh that is fed by the tides, opens out to the ocean and includes tidal pools and a freshwater stream, your views will be constantly changing. Enjoy the ease of the open-concept living room, kitchen and dining room. Sit in the sunroom with deepset windows, skylights and Italian tile floors drinking tea, playing board games, or just reading a good book. The basement includes a laundry area with a washer and dryer. Stone patios and landscaped gardens provide opportunities to enjoy the sunshine all day long and spectacular sunsets. Even though this house sits close to the road, it is remarkably quiet and private. The separate guest house (Camp David) has a bath, kitchenette and is heated with a Vermont Castings gas fireplace. This property has many extras, including fishing poles and bicycles. A 5-minute walk will bring you to the harbor with a view of Margaret Hamilton's (best known as the Wicked Witch of the West in "The Wizard of OZ") house. Bring your own kayak or rent one locally. Internet service is provided with this cottage. Linen is included as part of this package.

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Waterfront, Pets Negotiable $2000-$2499
Osprey PerchStep back in time to a gentler era, the 1950's, and enjoy a vacation in this old style Maine summer cottage. Traditional in style, this light-filled cottage is generously proportioned with six bedrooms and five bathrooms in the main house and two bedrooms (one with a sleep sofa) and two bathrooms in a separate guest cottage. Meticulously cared for and loved by a family that has vacationed here for over fifty years. Perched on a 50' cliff facing east on Southport Island, this estate sits on 3 acres, with its own private dock and float. This is a perfect get away spot for your family vacation or reunion. Watch for the perching osprey from the screened porch of the main house. Boating, swimming and hiking are all nearby. A short drive to Boothbay Harbor for day boat trips, shopping and children’s activities. Linen included as part of this package.

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Waterfront $3000-$5499
Piffi BiffDon't sit home and "pine" for Maine. Piffi Biff is located in the Pine Cliff section of Southport Island, only a couple of miles from Boothbay Harbor. This classic Maine summer cottage has five bedrooms, two and a half bathrooms, a large living room with fireplace, a dining room, a breakfast room with ocean views, kitchen, and a covered wrap around porch from which to enjoy the panoramic ocean and island views. Watch the lobster boats pulling their traps just below your cottage, or enjoy the beautiful sailboats and other boats coming and going from the Harbor. Swim in the ocean if you are brave enough, or drive to the other side of the island and swim at Southport Beach. This cottage can accommodate someone in a wheelchair. There is a small step up into the cottage and a first floor bedroom and shower bath. Combine with other Pine Cliff cottages for extended family. Linen included as part of this package.

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Waterfront, Pets Negotiable $2000-$2499
Pine Cliff DwellerPack your bags and leave your cares behind while you relax on your own oceanfront deck. All the boating activity is right in front of your eyes, everything from multi-million dollar yachts to working lobster boats. Walk onto your own dock and float to buy your lobsters right from the lobsterman as he pulls his traps. The three walls of windows in the dining right give you the sense of being on the water. Comfortable furnishings, wood burning fieldstone fireplace and open floor plan go into making this your vacation spot. One bedroom and bath on the first floor; one bedroom and bath on the second.

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Waterfront $1500-$1999
Plum PointPlum Point is a traditional Maine summer cottage with lots of character and charm. This one story cottage offers warm and cozy interior and lovely furniture and decor that surrounds you inside. An open air deck outside provides you with a peak of Decker Cove. Nestled on a quiet road, this cottage offers a great area for walking on the island. Just a short drive to downtown Boothbay Harbor or Hendrick's Head Beach.

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Self Catering $1000-$1499
Sailor's DelightThis is a beautifully maintained three-season home on a private point overlooking the Sheepscot River and Hendrick’s Head Lighthouse and within walking distance to Southport Beach. Located in a private setting, close to the water, exquisite views and beautiful sunsets complete your vacation dreams. Master suite on the first floor. Linen included as part of this package.

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Waterfront $2500-$2999
SeaBreezeThis cozy "bungalow by the sea" is located just across the road from Hendrick's Head Beach on Southport Island with views of the lighthouse beyond. After a long day of soaking up the sun, dine waterside on the picnic table across the way while watching a spectacular Maine sunset over Sheepscot Bay. An ample lawn provides a great area for play. Just a short walk to the Southport General Store. Only a ten minute drive to downtown Boothbay Harbor.

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Waterfront, Pets Negotiable $1000-$1499
Shiloh at DocksideShiloh at Dockside is the guest cottage to Dockside. This waterfront cottage sits apart from the main house and offers privacy as well as great views of the Townsend Gut. The cottage offers an open living/dining/kitchen area, small bedroom with a double and single bed, and shower bath. There is a dock and float that is shared with the main house. Ask about renting this cozy, adorable cottage separately or with Dockside.

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Waterfront $1000-$1499
Southport Beach CottageLocated at Southport Beach, the area's only sandy public beach, this cottage blends old and new for a light, airy feeling. The living/dining room has spruce floors and a picture window looking out to the sea, Hendrick's Head Lighthouse and Sequin Island. Charming and spacious master bedroom on the second floor has bookshelves, sitting area and two large windows. The inviting fenced back yard has a picnic table, hammock and croquet set to make your stay relaxing and enjoyable. You have your own private beach area across the street complete with chairs in which to sit and relax.

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Waterfront $1500-$1999
Splish SplashNew listing for 2008 features an in-ground pool! Built in 1869 by local farmer Silas Gilman (famous for his rutabagas), this five bedroom home sits on 28+ acres of Southport Island. Quietly situated, this classic Maine farmhouse offers plenty of area for exploration. Watch the wildlife abound in your very own backyard. Gather the family around the pool for sun and fun (maintained weekly). Barbecue pool side as the children play. Adults, take that midnight swim on those hot summer nights. (Towels not included) Only two miles to Hendrick's Head Beach and General Store. Only ten minutes to downtown Boothbay Harbor.

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Wooded, Pets Negotiable $1500-$1999
StarboardWe welcome this cottage back into our program! Situated on the east side of Southport Island on Pig Cove this upscale home offers amazing views of Capitol Island and Atlantic Ocean beyond. Built in the 1930's, this classic Maine summer cottage was remodeled in 1996 and 1997. This well-appointed home offers a gourmet kitchen complete with a Viking Stove and three outside decks in which to choose your view! Jacuzzi tub in master bath. A large yard offers great room for play-don't leave your dog at home as pets are negotiable here. Quiet location, yet only minutes to the downtown Boothbay Harbor.

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Waterfront, Pets Negotiable $3000-$5499
Stone CottageRelax by the side of the sea at this wonderful stone cottage located in a quiet area at the tip of Southport Island. Private setting, cheerfully and comfortably furnished throughout. A separate building contains a large game room -- a great spot for the kids to play ping pong and more. Explore the tide pools for both fun and education. An open deck on the ocean side or the hammock by the water's edge invite you to sit back, relax and admire the ocean's beauty. Linen included as part of this package.

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Waterfront $2000-$2499
Sunshine CottageGlorious sunshine and ocean views welcome your family to the southern tip of Southport Island. Light and bright, inside and out, Sunshine Cottage takes advantage of every bit of sunlight, with outstanding views of open ocean through the expansive windows. Sit on the covered deck and watch the kids scramble on the rocks and explore enchanting tide pools just steps from the cottage. Crisp and cool inside, with a cheerful decor. May be paired with Stone Cottage for a memorable combined family gathering. This cottage is all one level. Linen included as part of this package.

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Waterfront $2000-$2499
The PinesBright and newly furnished one bedroom cottage in the heart of Southport Village offers partial waterviews of the Townsend Gut and Southport swing bridge. Plenty of boating activity surrounds this busy working waterfront. Just a short walk to the local lobster pound for lunch or to pick up the nights lobster feast. Great fishing off the bridge just a short walk from the property. This cottage can be paired with Great Escape or Crosstrees.

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Self Catering, Pets Negotiable $1000-$1499

Topsham, Maine

Cottage Features Price
Highland GreensHighland Greens Cottage belongs to the exclusive Highland Green Resort and Golf Club in Topsham, Maine. Community amenities include a pool, tennis courts, croquet court, fitness center, and pub. Enjoy miles of maintained walking, hiking, and cross-country trails on the grounds. This two plus bedroom cottage is light and bright and was designed with comfort in mind. Flat screen TVs provided in every bedroom. High Speed Internet available with this home. Enjoy your meals prepared in the gourmet kitchen that this cottage boasts. Only minutes from the Topsham and Brunswick shopping centers. Forty-five minutes to Boothbay Harbor.

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Wooded, Pets Negotiable $1500-$1999

Vermont, Maine

Cottage Features Price
Vermont Log CabinThis comfortable, well-equipped, log cabin is sequestered among the whispering woods and offers privacy and tranquility. Sitting high up on a hill, with expansive views of the Hubberton Mountain Range, you can watch wild turkeys and deer as they roam the open fields below the cabin. Located 12 miles north of Rutland, 15 miles south of Middlebury and 30 minutes from Killington, you won’t be lost for things to do. There are nearby golf courses, lakes, and shopping. Spend at day shopping the outlets in nearby Manchester. This clean and well-maintained log cabin invites to you come and put your feet up in front of the toasty fireplace. Six people can sleep comfortably in the two bedrooms and loft. There is privacy-plus on 225 acres and the nearest neighbor over a half mile away. Available May to September. Call us for special seasonal pricing.

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Wooded, Pets Negotiable $1500-$1999

Waldoboro, Maine