Island Waterfront House, Family Getaway, Boating, Stargazing, Kayaking, The Perfect Island Vacation

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Guests 10
Bedrooms 4
Bathrooms 3


A LUCKY CAST With its deep water dock and float stretching out into the Sheepscot River, you will love all things salt-water when staying at A Lucky Cast on Westport Island! Kayaking and canoeing, floating with the tide, practicing your cast or simply relaxing and enjoying the sights, A Lucky Cast is a lucky find! Views of Barters Island and more are yours from the dock, lawn, decks and house. Away from city lights, stargazing on Westport Island is truly amazing. The owners of A Lucky Cast have created the perfect spot for their telescope on the top floor of the house for you to enjoy the night sky.

SO MUCH TO SEE, SO MUCH TO DO! Like most salt-water tidal rivers, the aquatic life is bountiful around Westport Island. You will enjoy bird-watching even if that is not your norm. Expect to see egrets, herons, loons, osprey, eagles and more. Also seals, porpoise and otters have been known to frequent the area.  Did you say lobster for dinner? Of course, you can get out in the water yourself. Sailing, kayaking, rowing and more are easy to do from your private dock & float. This is the perfect home for an active family. Just getting up and down the many steps leading from the house to the water is a better workout than most gym equipment offer. But the effort is absolutely worth it! The owners have generously provided the home with four kayaks for your use.

THE HOUSE A Lucky Cast is truly beautiful inside and out. You will enjoy the magical gardens on this property as much as the stunning views and private dock & float.

The main floor has the large living room with stuffed leather couches, hardwood floors, flat screen TV, gorgeous wood furniture and a built-in fireplace with wooden mantle and raised hearth. The room’s floor to ceiling windows let light; from the sun, from the stars and the moon, fill the room. You will love this gourmet kitchen with professional-grade range and oven, custom tiled backslashes, glass-front cabinets, warm wood floors, and even more windows. The kitchen opens to the dining area making meal prep an inclusive and social event. A small reading area is perfect for catching up with your favorite author. Entry to the screened porch makes cocktails and appetizers, outdoor dining and morning coffee easy and enjoyable. Large sliders lead from the main floor's open layout to the open-air deck with more incredible views of the river, dock & float down below. A Queen Bedroom, laundry room and 3/4 bathroom with shower are also located on the main floor.

The second floor has a large family room with plenty of space for children and teens to relax and enjoy their activities while the adults congregate downstairs. The family room has toys and games as well as another flat screen TV. An upstairs balcony houses the library, floor-to-ceiling windows and a telescope perfect for star gazing. The Master Bedroom Suite opens to a private Juliette deck with seating for two and a breath-taking view! Romantically appointed, this room is a sweet treasure in this house of sweet surprises. An en-suite bathroom and plenty of closet space make this room perfect.
rounding out the second floor are one bedroom with a queen bed, a fourth bedroom with a set of bunk beds and also a full bath.

First Floor: One Queen Bedroom. Second Floor: The Master Bedroom with Queen Bed & En-suite bath, One Queen Bedroom, One Bedroom with Bunk Beds (Two Single Beds). The Family Room has a Fold out Sleep Sofa.

WHAT ELSE WILL YOU NEED? 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.

WHY BOOK WITH COTTAGE CONNECTION? 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!

BOOTHBAY REGION 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, antiquing, 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!

WESTPORT ISLAND Westport Island is 14.2 square miles and has a population of just under 750 people and nestled in the Sheepscot, a tidal salt-water river. Accessible via bridge from Wiscasset, or via boat from just about anywhere, it is just off Route One which affords easy access to mid-coast Maine while still giving a sense of remote, peaceful tranquility. Still referred to by the locals as Jeremy Squam, the island has a rich nautical history and a deep love of the sea’s bounty. The distinguished eatery Squire Tarbox Inn and Restaurant offers fresh locally grown foods, expertly prepared. Also close by is the MacNamara Foundation where you can watch, or join, artists at work using various mediums. Within an easy drive, or scenic boat ride, are Wiscasset, Damariscotta, Boothbay and more! You can also make easy trips to the Maine Maritime Museum in Bath, Popham Beach and Reid State Park.


Pet Friendly Home
Linens (sheets & towels) provided for your stay (picked up by cleaners after your departure)
Private deep water dock & float on the Sheepscot River overlooking Barters Island
4 Kayaks
Screened porch with great seating
Open deck with lounge chairs
Gas Grill
Double Hammock
Wood Fireplace
Telescope for stargazing
Cable, TV
Gas Range
Ice Maker and Water built-in on Refrigerator
Drip Coffee Maker
Washer & Dryer
Iron & Ironing Board



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Write a Review
Palm beach gardens, US
Reviewed: Sep 16, 2016
Property Manager
Everyone was friendly and accomodating above what is typically seen in the industry.
Property was excellent.
Lutz, US
Reviewed: Sep 1, 2016
Property Manager
The view near the water. Hummingbirds. Felt like home here
Nyack, US
Reviewed: Jul 22, 2016
Property Manager
Gloverdale, US
Reviewed: Feb 5, 2016
Property Manager
Malvern, US
Reviewed: Dec 19, 2015
Property Manager
Always always a good experience.
Avon, US
Reviewed: Dec 15, 2015
Property Manager
wonderful place for a family


Linens (sheets & towels) are provided.  The cleaners will pick them up once you have departed.

Though kayaks are provided -four of them- we highly recommend that you bring your own PFA's (personal flotation devices) that are fitted to you.  Do not own your own, then local vendors can help you out and also offer kayak lessons and guided tours -we can refer you to local vendors

Check-In Day:   FRIDAYS from June 24-Sept 5, 2016 (Prime Season Weeks)

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

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

Town/Body of water: Sheepscot Saltwater River

Type of Waterfront:  Deep frontage

Swimming Area Rating for this property is a…,   4

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, may be difficult to access the waterfront also. 
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: 4
Bed Sizes: 3 Queens, 2 Twins (in stacked bunk beds) and one sleeper sofa in Bonus Room over garage

# of Bathrooms: 3
Bathroom Type: 2 full bathrooms (tub/shower combined) and one shower only

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.


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