Beautiful, pet friendly, spacious seaside home on the ocean in East Boothbay with deep water dock and float and a wrap-around porch. Gorgeous sunset views!

Instant Quote

Guests 16
Bedrooms 8
Bathrooms 3
Allows Pets Yes


NOTE: For groups of 12 and under, see Note Tab for special pricing in the Off Seasons..

Sailing, swimming, kayaking, fishing, boating –right from your own dock & float. Captain’s Quarters is for anyone who loves the ocean! Located on the east side of Linekin Bay, just across from Cabbage Island, this comfortable three-story home in East Boothbay is the real deal.  This house was featured in the made for PBS television series, Getting Away Together.  We have a link to it here on this page or go to 

This home was built in the late 1800s as an Inn for the Eastern Steamship company. It features a spectacular wrap-around porch on three sides with beautiful sunset views over Linekin Bay and Cabbage Island.  People also love to gather in the kitchen which has an island in the middle and several bar stools for eating or just "gathering together" to cook and talk and enjoy time with each other.

This is the perfect home-base for sailors, boaters, fishermen, photographers, walking and nature enthusiasts. An excellent area for fishing; blue fish, mackerel, stripers and sea bass have all been caught in Linekin Bay. Enjoy day sailing in and around the Boothbay peninsula as part of our famous rocky coast line.   Explore Linekin Bay with the two tandem kayaks that are provided by the owners for a couple hours or for entire days!  Walk from the house to the Burley Loop.  This land was donated to the Boothbay Region Land Trust by the neighbors.  It is a lovely and gentle trail.  We are so lucky to have the East Boothbay General Store a mile away for morning coffee and great food.  We especially enjoy the Blueberry Gorgonzola Pizza they offer.  Delicious!  Lobstermans' Wharf is a great place to sit and eat out on the deck and watch the boat traffic and the boat builders next door.  But the very best thing about Captain’s Quarters is being with friends and family to eat great food, especially lobster, relax, have fun and reconnect. This is summer in Maine at it's finest! 

Extending out into Linekin Bay, the low tide depth of the float is 10’.  Bring your kayaks and boats.   Adirondack chairs on the dock are perfect for morning coffee or evening cocktails or just to enjoy the cool afternoon breezes. Be sure to bring your camera!  Captain's Quarters looks directly out at Seal Rocks which at low tide is covered by sun-bathing seals. Osprey, eagles, loons, herons, cormorants, and seals are just some of the animals that frequent this diverse natural habitat. Swim, sunbathe or fish from the float. Two deep water moorings are also available, ask for details. Bring your own boat, or rent one.  Boating in Maine requires that you read charts and be aware of the tide changes.  In Maine, we have 9 foot tides.  If you happen to be down at the dock and a lobsterman comes by to pull his traps, wave him in and you may be able to buy lobster right from the boat. 

The grounds cascade in tiers from above the house down to the water. Small vignettes of flowers, flowering bushes and seating arrangements create beautiful gathering spots as well as private reading areas. Humming birds, butterflies and dragonflies are here throughout the entire season, as are many nesting birds. A gas BBQ and cook-out area with picnic tables are great for outdoor grilling and provide the perfect venue for an old fashioned lobster bake. Croquet, horseshoes and badminton games are available. There is a swing set for small children!

An enclosed porch wraps around three sides of the house with glass and screen windows letting in sunshine, sea breezes and amazing views! White wicker furniture with nautical-inspired cushions lead from one seating arrangement to the next. Dining tables, a foosball and Ping-Pong table along with games, puzzles, a reading library and DVD’s will provide hours of endless entertainment. In the evening, warm lighting and salty air lend a festive ambiance for music, games, storytelling and gathering together..

Overlooking Cabbage Island and Linekin Bay, Captain's Quarters is rich in history and began life as an Inn in service to the steamships traveling the coast of Maine and later became a Sea Captain`s home. Come see how the current Captain and his family have brought this gracious lady into a modern world without destroying the charm and character of the house.

On the first floor you will enjoy the well-equipped kitchen, formal dining room, large living room and 3/4 bathroom (shower). The large spacious kitchen is well equipped for preparing big meals with two coffee makers, two refrigerators and an additional freezer plus an island for socializing, the kitchen is large enough for folks to ‘hang out’ while preparations are under way. The living room has a gorgeous fireplace and several furniture groupings offering plenty of space for conversations and indoor activities such as puzzles, board games and Wi-Fi. Mementos from the current owners as well as historic pieces from over a century of visitors, this cottage welcomes you to come right in and make your own memories!

The second floor has four bedrooms and a full bathroom.

The Lilac Room has a king bed, gracious lilac wall paper and soothing.  This room is for morning people with views over the terrace and lawn.

The Nautical Room has a Queen bed and just enough nautical touches to have you dreaming of adventures on the high seas. Lace curtains frame views of Linekin Bay and Cabbage Island.

The Butterfly Room has two Single Beds. Hand-painted butterflies flitter about the walls of the room creating a soothing oasis of whimsical magic with beautiful touches adding to the charm.

The Bird Room has One Single Bed and one Double Bed. Hand-painted art depicts life size images of local birds and their habitat. Civil War era furniture and appointments add beauty to this incredible room.

There is a full bathroom and four bedrooms located on the third floor. Each bedroom has two Single Beds.

The Garden Room, with two single beds, is complete with a white picket fence around the hand-painted garden circling the room. Little bunnies, birds, lady bugs and more make delightful roommates!

The Harry Potter Room, with two single beds, is a wizard’s delight with all manner of secret magic paraphernalia. Should the need to look up a potion recipe arise, a set of the books is on hand!

The Red, White & Blue Room, with two single beds, is replete with red and blue roses on the walls and carpet with white blankets making this room the perfect haven for the patriot in your group.

The Soldier’s Room, with two single beds and tin soldiers marching wall paper will inspire child-hood nostalgia you will want to share with your grandkids!

On the second floor:

The Lilac Room with a King Bed
The Nautical Room with a Queen Bed
The Butterfly Room with Two Single Beds
The Bird Room with a Double Bed and a Single Bed

On the third floor:  
The Red, White and Blue Room with two single beds
The Garden Room with two single beds
The Harry Potter Room with two single beds
The Soldier Room with two single beds

The first floor has a 3/4 (shower only) Bathroom
The second floor has a full bathroom
The third floor has a full bathroom

Captain’s Quarters is available Friday to Friday by the week. We welcome multi-week bookings. This home is pet friendly. Linens are provided at no additional charge. Wi-Fi included with this cottage.

Peruse our web site for local vendors, eateries and activities. Replete with all things vacation; if you can think of it, our site most likely covers it! Be sure to reach out to us if you need any help creating the perfect vacation!

Vacation Rentals. Privately Owned. Professionally Managed. Trusted since 1993.
Cottage Connection was one of the first vacation rental companies in the Mid-coast region of Maine. Jeff and Audrey Miller, who own three vacation rental homes themselves had an aha moment when they realized they could not find anyone who ‘got it’ to manage their rentals for them. Since 1993 they have been trusted by homeowners and vacationers to “connect” each family with the perfect cottage for their vacation. As Audrey puts it; “The home they stay in becomes a personality, a part of their lore, when a family connects with the right cottage. Whether they want a rustic cabin in the woods or a high-end ocean bungalow, the right setting sets the tone for the entire vacation.” Learn more about how Cottage Connection can help make your vacation perfect!

The Boothbay Peninsula is a beautiful region rich in culture, history, all things nautical and of course it’s own unique niche in nature. The area offers ample opportunities for biking, kayaking, canoeing, fishing, charters and guided cruises, spas, a championship golf course and country club, mini-golf, bowling, museums, antique hunting, hiking and walking trails. We have the Maine State Aquarium, the Coastal Maine Botanical Gardens and the Boothbay Region Land Trust with its 30+ miles of pet friendly trails in protected areas. For a more comprehensive list of local offerings Click Here!

East Boothbay is an area that stretches from Boothbay Harbor out to Ocean Point. There are several little seaside communities that are part of East Boothbay. Rich in boat building history, East Boothbay in renowned the world over for the ship yards of the region. With many seasonal seaside cottages and homes, there are a few brave souls who call East Boothbay home year-round! Restaurants include Lobsterman’s Wharf, Ocean Point Inn and East Boothbay General Store. A full service Marina is located behind the Post Office. Great walking trails and of course incredible ocean views abound in this unique part of the Boothbay Peninsula.


Pet Friendly (well-behaved dogs with permission)
Linens (sheets & towels) are included for your stay
Shared Dock and Float
Open Deck
Screened and Glass Porch
Wood Burning Fireplace
Gas Grill
CD Player
DVD Player
Ironing Board
TV, Cable

House is also Accessible by Boat
Moorings available for additional fee

Discover Area



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Write a Review
Rome, US
Reviewed: Sep 20, 2016
Property Manager
Very grateful that your team arranged a suitable replacement, when the original property we reserved became unusable just a week before our scheduled vacation.
We should have stayed longer, because there is a lot more to see and do along Maine's coast.
new durham, US
Reviewed: Aug 14, 2016
Property Manager
Lucy did most of the coordinating. She helped us as we made our choice among different options. We were able to come to Boothbay well in advance of our gathering, and were given a tour of "Captain's Quarters", so that we could get the layout in advance - even decide who would sleep in which bedrooms. When we had trouble figuring out the TV and DVD player, we called in and were walked through the process right away.
First of all, the place was spic and span when we arrived - that makes such a good first impression. The house is very comfortable, and can handle many guests. The bedrooms are upstairs, our of traffic. The kitchen is well-equipped and supported cooking dinner for up to 16 people. The kitchen was also perfect for impromptu breakfasts - having two ten cup coffee makers is a big plus. We looked at several properties before choosing "Captain's Quarters", and the decisive feature was the veranda - 60 feet of open view on Linekin Bay, plenty of comfy wicker seating, and a place to fit everyone in case of inclement weather (which fortunately we did not have). Finally, lots to see and do in the mid-coast area. And we could bring our cat!
Westfield, US
Reviewed: Aug 3, 2016
Property Manager
No problems, very friendly.
It was lovely. We did not want to go home.
Arlington, US
Reviewed: Feb 18, 2016
Property Manager
They were very nice and informative during check-in.
columbia, US
Reviewed: Dec 16, 2015
Property Manager
Excellent and soo friendly.
Fun, fun, fun!
Bel Air, US
Reviewed: Dec 14, 2015
Property Manager
Cottage Connections and the homeowners made our vacation stress free. Any suggestions for future guests? Relax! Yo're in great hands!
We had a wonderful time. The house has 8 generously sized bedrooms. Plenty to do in the area. Loved the big porch for our family gatherings, entertainment and meals. The big yard was a Hugh plus for us. The ages of our family ranged from 3-70 years of age and the house and grounds suited all ages. A large family vacation with family coming from 5 states. Shopping, kayaking, swimming, tours, meals out, visiting with family, and TOTALLY relaxing.
Tampa , US
Reviewed: Dec 11, 2015
Property Manager
What was your reason for visiting - 50th anniversary family get together What activities did you participate in while visiting? (ex. shopping, spa, golf) - we did it all
we enjoyed it--it was perfect and just what we anticipated.
Reviewed: Aug 18, 2014
Property Manager
We chose Cottage Connection because they had the size house and mooring requirements we needed.
The best part of our rental experience was lots of space for 11 people!
Reviewed: Aug 1, 2014
Property Manager
We worked with Cottage Connection because they had a large enough house to accommodate our family. Your staff were wonderful and we had relatives in another rental and you were great to them.
Everything was in order and we all had plenty of room inside and out. The house was awesome and accommodated everyone so well - LOTS of space - even when it rained. It was so nice at how happy and please everyone in our group was with house and its location.
Reviewed: Jun 20, 2014
Property Manager
We chose Cottage Connection because they were in the right location and large enough (the house) to accommodate us all. We thought your service was excellent. We have had our family reunions all over the country and this was the best. We are definitely going to recommend you to friends and family, as you just work very well for large groups. The biggest and best surprise was how easily everything flowed for our multigenerational reunion. We ranged in age from 6 months to 73 years and we all had a blast!
Great home, very nice amenities, activities for all ages. Room enough for us all to be together or to find our own space!


Check-In Days:

Sundays: May - June; September - October (our Shoulder Season)

Fridays from June 24-Sept 5, 2016 (our Prime Season)

Check-In Time: BEGINS 4:00 PM during prime season

Check-Out Time:  no later than 10:00 AM

Town/Body of water:  East Boothbay / Linekin Bay

Type of Waterfront: Bays are usually a recess in the coastline that open directly into the ocean.  Linekin Bay empties into the Atlantic Ocean.  This home has a dock/float on Linekin Bay.
Swimming Area Rating for this property is a…,   1

5 – very easy water access, sandy or pebble beach, great for all ages!
4 – Easy water access, may be a pebble beach or grassy shoreline. Still good for all ages, but young children may want water shoes.
3 – Somewhat easy water access with a rocky shoreline, or rocky bottom, not suitable for young children, but fine for older children/adults, water shoes recommended.
2 – Water access only for agile young adults or adults, rocky shoreline or bottom, may be a hill down to the water or subject to strong currents.
1 – Swimming off dock only due to a seawall or rocky/wooded shoreline, owner has provided a swim ladder to make getting in and out of water easier. 
0 – not a waterfront property.

Privacy rating for this property is a…,   4

5 – very private, secluded location, lots of protection from trees, cannot see any neighbors from the house, not close to any roads, long driveway.
4 – Private location, protection from trees, neighbors a comfortable distance away, not close to any roads.
3 – Still in a quiet location, but one neighbor close by, little protection from trees, may be close to a road.
2 – Semi-quiet location, neighbors close by, may have road noise.
1 – in-town home, little or no privacy.

# of Bedrooms:  8
Bed Sizes:. King, Queen, Double, eleven Singles

# of Bathrooms:  3
Bathroom Type: 2 Full Bathrooms (shower / tub combination) and 1 Shower only


***Check in for the shoulder season (May/June & Sept/October) will be on Sundays ***

This house is available for smaller groups up to 12 people for $4999/wk plus taxes and fees.  In other seasons (Spring or Fall), arrival dates may be flexible, speak to the reservationist.  

Smoking AND/OR Fireworks Are Prohibited on EVERY Property

We represent a wide variety of quality vacation rentals throughout the Mid Coast Region of Maine. Individually and privately owned, each vacation rental reflects the taste of its property owners. Every effort has been made to ensure that the descriptions and amenities listed above are accurate. However, occasionally changes are made by the owners to furnishings, amenities and equipment. Once a change that has occurred is brought to our attention, we will update that webpage. If you have any specific questions not addressed above or are in search of specific criteria, please contact us. 207-633-6545

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