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Stonington Vacation Rentals

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    Travelers to Stonington are booking August dates now. Secure your vacation rental today, and have the perfect trip.
    All 84 Rentals in Stonington
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    6 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    BLACK SWAN - Stonington1 / 29
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    FIFIELD POINT GUEST COTTAGE - Stonington1 / 25
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    About this property
    Ocean Boulevard is a beautiful contemporary home with dramatic views of Stonington’s thorofare. The home's unique position gives you the distant sights of three light houses and views of Isle au Haut and many islands in between. The home's elevation provides western exposure for phenomenal sunsets....
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    Stonington, Deer Isle
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Lasky Cottage is a captivating seasonal home perched above the rocky shoreline of the rugged Maine coast. The cottage is one of the originals designed by famous local artist and home designer Emily Muir. Enjoy complete privacy and sweeping westerly views of Crockett Cove and beyond to the Penobscot...
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    Stonington, Deer Isle
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    The Gray House is located on Fifield Point on beautiful and bustling Burnt Cove. Perched just feet away from the ocean, you will have easy access to Penobscot Bay and the islands. The house has a ramp and float, which is used by a number of local lobstermen and pleasure boaters but you're welcome...
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    Stonington, Deer Isle
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    Welcome to Hattie's Cottage. This bright, classic home on Indian Point Road, overlooks the Deer Island Thorofare and the islands beyond. Hattie's is just a short walk to the village of Stonington and the Lobster Co-Op were you can grab lobster fresh off the boat. Hattie's Cottage is a two bedroom,...
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    Stonington, Deer Isle 04681
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Muir Point is a superb oceanfront home in Stonington. Enjoy being on forty-five acres of gorgeous forest and oceanfront. This property consists of multiple pocket beaches with sandy bottoms and trail walks through the woods. A beautiful contemporary home graces the middle section of this pristine...
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    Stonington, Deer Isle
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    West Harbor Nest is an oceanfront apartment located on West Main Street in the village of Stonington. Enjoy views of Stonington's working waterfront from the kitchen and one of the bedrooms in this little nest. You'll also have the convenience of being in-town, among all of the schooners,...
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    Stonington, Deer Isle 04681
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    FUCHS COTTAGE - Stonington1 / 21
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Ocean Views
    • Satellite TV
    • Waterfront
    • Wi-Fi
    • Central Heating
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Fuchs Cottage. This gracious Victorian home, on a secluded, six-acre hillside in Stonington, enjoys views of the Deer Isle Thorofare and the islands of the Western Bay beyond. Take a walk along the path to the shore, go for a stroll through Stonington village where you'll find excellent...
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    Stonington, Deer Isle 04681
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Welcome to the Seabreeze House, a five-bedroom house divided into two separate living quarters. Enjoy the views of Stonington Harbor from this in-town home. The Seabreeze House is conveniently located on North Seabreeze Avenue and is just steps from the village of Stonington and The Isle Au Haut...
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    Stonington, Deer Isle
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    Pet friendly
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    Pleasant View is a bright and cheery New Englander style house located on a quiet cul-de-sac in the heart of Stonington village. Enjoy views of Stonington harbor, a clean and fresh space with all the conveniences of home and an artist/writing retreat with views of the thoroughfare and islands...
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    Stonington, Deer Isle
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Stonington Harbor Condo is a bright and airy third-floor condo with panoramic views of Stonington Harbor and some of the islands beyond. The condo is conveniently located within the hustle and bustle of town, but elevated high above Main Street to allow for optimal views and privacy. Housed within...
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    Stonington, Deer Isle 04681
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    The Butler Cottage is a treasured summer cottage, located on the water edge of Hatch Cove, in the beautiful Oceanville section of Stonington. With the ocean as a front yard, there is never a lack of breathtaking scenery, whether it is the working or pleasure boats on the water, the sun rising in...
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    Stonington, Deer Isle
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
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    Pet friendly
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    About this property
    Tarnavik is a cherished family home at the end of a private drive on Indian Point Road in Stonington. Enjoy a spacious, oceanfront cottage with all the conveniences of home including wireless internet, satellite television and telephone. Tarnavik was built in the early 1970s and has been added and...
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    Stonington, Deer Isle
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    CAMPRENE - Stonington1 / 11
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Reviewed September 25, 2016
    This cottage is a great get-away. It is cozy and quaint with serene surroundings. It is built on the rock boulders of the harbor's shore. You can hear the ebb and flow of...
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    Camprene is an oceanfront cottage overlooking Stonington’s working waterfront. This precious family cottage is perched on the rugged coast line and gives the feeling that you are on a boat. Camprene has amazing views and is comfortably equipped making this little cottage a sweet retreat. Camprene...
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    Stonington, Deer Isle
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 3
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    FISHERMAN`S LOFT - Stonington1 / 19
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Reviewed November 6, 2016
    We stayed here for 3 nights this past spring on our mini trip to Stonington. The location is very convenient and the views are amazing. This is a top of the line rental with...
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    Fisherman’s Loft is a bright and newly remodeled apartment located above the Fisherman’s Friend Restaurant in Stonington. Enjoy a unique prospective on Stonington village and panoramic views of the thoroughfare from almost any window. Fisherman’s Loft is two bedrooms and two bathrooms and is...
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    Stonington, Deer Isle
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Insmere is a beautiful in-town home with great views of the harbor and off-street parking. The home is very tastefully decorated and nicely equipped to accommodate travelers. Enjoy being in Stonington’s quaint and scenic village where you are just a short stroll to The Opera House for an evening...
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    Stonington, Deer Isle 04681
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
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    Pet friendly
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    Cove View Apartment is located on the hillside, overlooking busy Allen Cove in Stonington. You'll have a birds eye view of Moose Island and all the happenings of the marina across the bay. You can enjoy the beauty of the Maine coast from the deck of the apartment. Whether you prefer to lounge in...
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    Stonington, Deer Isle 04681
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Welcome to The Coffee Loft, a stylish compact apartment in the quaint village of Stonington. Enjoy being amidst the restaurants, shops and galleries that the town has to offer. The Coffee Loft is located above 44 North Café, Stonington’s outlet for small batch, fair trade, organic coffee as well as...
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    Stonington, Deer Isle 04681
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
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    • Private Yard
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    Pet friendly
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    Smoking allowed
    About this property
    Sam's Cottage is a cherished family home located on the scenic Indian Point Road in Stonington. With sweeping views of the Deer Isle Thorofare, vacationers are able to watch picturesque schooners, lobster vessels and pleasure boaters come and go. Enjoy being a short walk from the villages and many...
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    Stonington, Deer Isle 04681
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    BURNT COVE LOFT - Stonington1 / 8
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    The Burnt Cove Loft is a lovely one-bedroom apartment overlooking scenic Burnt Cove. This busy little cove is home to many pleasure boats as well as working lobster vessels. Across the cove, you can watch the lobstermen unload their daily catch. Just across the road, there is easy access to the...
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    Stonington, Deer Isle
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 3
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
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    Pet friendly
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    West Cottage is a bright and clean efficiency cottage sitting high above the village of Stonington. West Cottage enjoys grand views of the Deer Island Thoroughfare and beyond to the many islands speckling the harbor. Enjoy being in the village and around many galleries, restaurants and novelty...
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    Stonington, Deer Isle 04681
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Get back to the basics in this lovely, rustic cottage located just feet down the road from beautiful Sand Beach in Stonington. This one-bedroom cottage is small and simple. Enjoy views of the pasture and cove while relaxing on the covered porch. The porch is equipped with a small table and three...
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    Stonington, Deer Isle
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    The Landing is a sweet, efficient one-bedroom apartment located half a mile from Stonington village. Enjoy a clean, nautical themed space in an affordable price range. The Landing is the perfect place to spend a week or two soaking up some fresh, salty Maine air. The Landing has one bedroom with a...
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    Stonington, Deer Isle
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    4 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Osprey's Echo is a gorgeous, newly constructed home with wonderful ocean frontage on Webb Cove. Enjoy complete privacy in this marvelous locale. Osprey's Echo earned its name from the osprey that nest around the cove and fly about each afternoon looking for a fresh catch. Osprey's Echo is just a...
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    Stonington, Deer Isle
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Private Yard
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    Charming and romantic carriage house located among gardens and woods in the village of Stonington. Enjoy morning coffee on either of the two decks. Walk to the beach, theater, restaurants, shops and the harbor. Kitchen utensils, linens and towels included. Canoe available for your use on...
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    Stonington, Deer Isle 04681
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 3
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    The Half House is a quintessential Maine summer cottage located in the desirable Sand Beach section of Stonington. Enjoy dramatic, elevated views of the Penobscot Bay from this beautiful seaside setting. Half House has western exposure so sunsets from this location are some of the best around. The...
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    Stonington, Deer Isle
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Sea Cliff Cottage is a delightful cottage perched high above the ocean's edge. Watch the sail boats, lobster vessels, and variety of pleasure boats go about the bay from your perch way above. Sea Cliff is privately located and is comfortably furnished. Enjoy one-level living at Sea Cliff Cottage....
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    Stonington, Deer Isle
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Rockmere is a classic home nicely perched just above the high tide line in the desirable Sand Beach section of Stonington. Enjoy superb water frontage in this rustic and charming seaside cottage. Rockmere is located just a mile from the village of Stonington and only a short walk to the popular...
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    Stonington, Deer Isle
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 5
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Piscean Path is an adorable oceanfront cottage nestled on the shore of Stonington’s quaint seaside village. Enjoy the changing scenery of the harbor - from the hustle and bustle of the lobster boat fleet to the various schooners that come to Stonington to port. The harbor is always changing which...
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    Stonington, Deer Isle
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Ocean Views
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    Morning Mist Cottage is a delightful in-town home with views of Stonington Harbor and the Deer Isle thoroughfare. The cottage is well maintained and beautifully decorated with a great mix of modern and antique pieces, exuding Maine charm. Morning Mist Cottage is located within walking distance to...
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    Stonington, Deer Isle 04681
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Welcome to Aquarian Adjourn - a very well kept and magnificent oceanfront home overlooking Stonington’s busy working waterfront. Watch the ever changing scenery of the thoroughfare from most any window in this lovely village home. Aquarian Adjourn has so many thoughtful touches to make its...
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    Stonington, Deer Isle 04681
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Elsmere is a contemporary oceanfront home with deep-water ocean frontage on the Penobscot Bay. Enjoy watching the tides gently rise and fall from this elevated site in one of Stonington’s most sought after areas. Elsmere is perfectly perched above the rugged Maine coast line and provides large and...
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    Stonington, Deer Isle 04681
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Water’s Edge is a classic farmhouse overlooking the island of Stonington – the home has a unique position at the end of Deer Isle as you pass over to Stonington. Water's Edge has a couple hundred feet of shore frontage which makes it great for kayaking or other water activities. Water’s Edge is a...
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    Stonington, Deer Isle
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Whaleback is a beloved family cottage nestled just above the rocky coast line in Stonington. Whaleback consists of a two-bedroom cottage and an open concept boat house with sleeping for six in both places combined. The cottages are located in Oceanville, a quiet, desirable section of Stonington....
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    Stonington, Deer Isle
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Webb Cove Cottage is a duo of sweet little cottages placed in a beautiful meadow and surrounded by water on three sides. The cottages were built in the 1970s and have been a one-family retreat for 35 years. This property is treasured and well-maintained which shows in many areas around this 19 acre...
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    Stonington, Deer Isle
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Blue Arches is an oceanfront contemporary home privately situated in Stonington on beautiful Deer Isle, Maine. A haven of peace and quiet with unique architectural features, Blue Arches presents hardwood cherry flooring, built-in cabinetry, conservatory dining and a fire-placed living room with...
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    Stonington, Deer Isle 04681
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Take a step back in to time when visiting this classic Victorian, poised high above the picturesque sights of Stonington’s thoroughfare. Grandpa’s Cottage eastern views of open ocean makes for a spectacular sunrise over the bay and an otherwise peaceful setting to watch the tides change. Grandpa’s...
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    Stonington, Deer Isle
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Allen Cove Cottage is a bright, airy home located off West Main Street in Stonington. Enjoy views of Allen Cove and Moose Island from this convenient, in-town location which leaves you just a short walk away from the village's restaurants, galleries and novelty shops. Watch pleasure boaters,...
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    Stonington, Deer Isle 04681
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    • DVD Player
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    Bay Dream is a beautiful home in the village of Stonington. Bay Dream sits high on top of Granite Street, overlooking Stonington's harbor and the islands beyond. Bay Dream is just steps from many of Stonington's restaurants, galleries, and novelty shops. Bay Dream is a three bedroom, two bath home....
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    Stonington, Deer Isle
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Private Yard
    • Washer
    • Grill
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    • Central Heating
    • Ocean Views
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Tide Watcher 2 is a well-decorated apartment on West Main Street in Stonington’s seaside village. Enjoy watching the boats and tides come and go from this bright and airy in-town location. Tide Watcher 2 is a two bedroom, one bathroom apartment. The space has an attractive backyard as well as two...
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    Location Information
    Stonington, Deer Isle
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Lupine Ledge is a classic home located on desirable Indian Point road in Stonington. Enjoy being within walking distance of the villages restaurants, galleries and novelty shops. Take a day trip to Isle au Haut or just kick back and relax as you enjoy being on island time. Lupine Ledge is a three...
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    Stonington, Deer Isle
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Satellite TV
    • Ocean Views
    • Washer
    • Grill
    • Central Heating
    • Parking
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Pretty Penny is a beautiful home located just on the outskirts of Stonington Village. Delight in the sunny, southwest exposures of Penobscot Bay and beyond to Isle au Haut. There are numerous unique features that make Pretty Penny a great place to relax. Enjoy gorgeous weather on the deck, in the...
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    Location Information
    Stonington, Deer Isle 04681
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Smoking allowed
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    East Cottage is a lovely, efficient space sitting high above the village of Stonington. East Cottage enjoys grand views of the Deer Island Thoroughfare and beyond to the many islands speckling the harbor. Enjoy being in the village and around many galleries, restaurants and novelty shops at this...
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    Stonington, Deer Isle 04681
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Catbird Seat1 / 8
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 3 Quick View
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    • Waterfront
    • Washer
    • Satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 27, 2016
    This adorable cottage perches upon the harbor's edge. The constant symphony of lanyards, gulls and fishing boats never let you forget you are on vacation.Everything is...
    Reviewed July 19, 2015
    The description of this darling property is spot-on! Perfect for a couple, single or 3. (Note: there are 3 twin beds on second floor & steps are very steep- not recommended...
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    About this property
    What a view from this charming little house perched directly on the harbor! Dating from 1858, it has all the quaint older charm, with recent renovations cleverly turning this small cottage in to a little showplace. Space is well utilized, and there is plenty of room for 3. This cottage is suited...
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    Location Information
    Stonington, Deer Isle 04681
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 3
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Brand new house located at the top of the hill (just up the street from the historic Stonington Opera House) in downtown Stonington, Maine. Spend your vacation relaxing on the beautiful deck watching the lobsterboats in the harbor; go to the local beach and kayak; and hike on the many trails...
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    Location Information
    Stonington, Deer Isle 04681
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • DVD Player
    • Washer
    • Internet Access
    • Waterfront
    • Satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This wonderful family home boast a PRIME oceanfront setting. Located on a nearly 100 acre seaside parcel on Buckmaster Neck on Spruce Harbor, the Main House overlooks the Deer Isle Thoroughfare, multiple islands, including Sheep and Saddleback Island, as well as many other nearby islands. It has...
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    Location Information
    Stonington, Deer Isle 04681
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Perched high overlooking Stonington Village activities is the Crows Nest. Hear the call of the seagulls , breathe the aroma of fresh sea air and see peeks of the inner harbor. Enjoy seaside village vacationing at its best in this boat themed vacation apartment on the 2nd floor of a historic...
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    Stonington, Deer Isle 04681
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Tide Watcher 1 is a handicapped-accessible apartment in Stonington’s picturesque village. Watch the boats and the tides come and go from this nicely equipped seaside efficiency apartment. The apartment has tile floors, many new and contemporary furnishings as well as a convenient in-town location....
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    Location Information
    Stonington, Deer Isle
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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