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Stonington Holiday Homes

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    Travellers to Stonington are booking June dates now. Secure your holiday rental today, and have the perfect trip.
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    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    About this property
    Black Swan is a well-maintained, in-town home with panoramic views of Stonington’s thoroughfare. Enjoy the changing scenery of the working waterfront throughout the day, as lobster boats, sailboats, schooners and other vessels work the waterways. Black Swan is a ranch style home with all the living... View all property information
    Location Information
    Stonington, Deer Isle
    5 of 5 bubbles Reviewed 18 September 2016
    Perfect base for our Maine travels! In Stonington for a family wedding, a comfortable,sparkling clean home that is well equipped with everything we needed. Perfect private...
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    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... View all property information
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    Stonington, Deer Isle
    1 / 21
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    About this property
    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... View all property information
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    Stonington, Deer Isle
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    4 of 5 bubbles (1) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    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... View all property information
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    Stonington, Deer Isle
    4 of 5 bubbles Reviewed 6 November 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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    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.... View all property information
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    Stonington, Deer Isle
    1 / 10
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    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,... View all property information
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    Stonington, Deer Isle 04681
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    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... View all property information
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    Stonington, Deer Isle 04681
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    1 / 18
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    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... View all property information
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    Stonington, Deer Isle
    1 / 13
    6 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Large former captain's home in the village of Stonington. Perfectly situated on the water to take in all of the hustle and bustle of Stonington's Harbor and just steps to the conveniences of Main Street. The Harbor View House is ideal for large families or groups, providing an affordable option for... View all property information
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    Stonington, Deer Isle
    1 / 15
    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... View all property information
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    Stonington, Deer Isle
    1 / 17
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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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... View all property information
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    Stonington, Deer Isle
    1 / 21
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    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... View all property information
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    Stonington, Deer Isle 04681
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    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... View all property information
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    Stonington, Deer Isle 04681
    1 / 11
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Private Garden
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    About this property
    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... View all property information
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    Stonington, Deer Isle 04681
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    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... View all property information
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    Stonington, Deer Isle
    1 / 14
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    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... View all property information
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    Stonington, Deer Isle
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    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    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... View all property information
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    Stonington, Deer Isle 04681
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    1 / 9
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    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... View all property information
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    Stonington, Deer Isle
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    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    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... View all property information
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    Stonington, Deer Isle 04681
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    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    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... View all property information
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    Stonington, Deer Isle 04681
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    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... View all property information
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    Stonington, Deer Isle 04681
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    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    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... View all property information
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    Stonington, Deer Isle
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    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Privately situated at the end of a winding wooded lane, The Cottage is nestled at the edge of 100 acre wooded setting, along the granite ledges of Spruce Harbor. Floor to ceiling multi-paned windows adorn the south side of the home, opening to expansive ocean views. Skylights shimmer light... View all property information
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    Stonington, Deer Isle 04681
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    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    Strategically built on granite ledge to capture stunning views over Crockett Cove, this Emily Muir designed house blends rustic warmth and contemporary intrigue in a breathtaking setting. Cathedral beamed ceilings add an airy feel, uniquely colored panels and built-ins engender contemporary flair,... View all property information
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    Stonington, Deer Isle 04681
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    4 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    About this property
    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... View all property information
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    Stonington, Deer Isle
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    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... View all property information
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    Stonington, Deer Isle
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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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... View all property information
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    Stonington, Deer Isle 04681
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    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... View all property information
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    Stonington, Deer Isle 04681
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    4 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    • Satellite TV
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    About this property
    Quiet, secluded large family waterfront home nestled in the trees. Beautifully built in stone and wood. Bright and sunny. Ideal Maine get-away. Perfect for kayak excursions, and quiet relaxed time, but also close to Stonington. - Wonderful spaces to relax at the home: cozy indoor window seat... View all property information
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    Stonington, Deer Isle 04681
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    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... View all property information
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    Stonington, Deer Isle 04681
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    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... View all property information
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    Stonington, Deer Isle
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    4 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    About this property
    Spectacular modern home, all natural wood, original features and paint, designed by Emily Muir. Floor to ceiling windows on two sides, with front deck overhanging waters of Crockett Cove. Stunning views of Rabbit Island, the "Falls " tidal rapids and Penobscot Bay provide ever-changing scenery.... View all property information
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    Stonington, Deer Isle 04681
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    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... View all property information
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    Stonington, Deer Isle
    1 / 8
    5 of 5 bubbles (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 3 | Quick View
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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... View all property information
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    Stonington, Deer Isle 04681
    5 of 5 bubbles Reviewed 28 April 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...
    5 of 5 bubbles Reviewed 20 July 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 for...
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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.... View all property information
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    Stonington, Deer Isle
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    The Playhouse is an authentic 1920s rustic log cabin, nestled amongst lush forest, ferns, lilies, green grasses and wildflowers, all bordering panoramic beachfront and sparkling blue ocean waters. Step back in time to this idyllic retreat. An expansive great room accommodates the entire family or... View all property information
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    Stonington, Deer Isle 04681
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    2 Bedrooms, 1 Bathroom, Sleeps 3 | Quick View
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    About this property
    Elegantly furnished two bedroom with commanding water views from its own 2 acre site with its own exclusive 300' of waterfront. Own organic kitchen garden , fire pit on the lawn, tons of wildflowers for picking. well equipped kitchen ( including ice cream maker , gas "wood stove", fire pit,... View all property information
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    Stonington, Deer Isle 04681
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    1 of 5 bubbles (1) Terrible
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Keilty Cottage is one of the popular intown cottages that dot the hillside which provides homes with elevated and impressive views over Stonington Harbor. This newly remodeled 2 level home offers a first floor with open kitchen/dining room with large pine table, a butcher block island, tin... View all property information
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    Stonington, Deer Isle 04681
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    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    About this property
    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... View all property information
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    Stonington, Deer Isle
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    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    About this property
    Wonderful vacation hide-away home sitting oceanside in lush wooded setting at edge of Southeast Harbor. Beautiful shorefront and outstanding views over the bay. All on one level this Emily Muir designed cottage has a cathedral beamed ceiling in the living and dining areas, an efficient galley... View all property information
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    Stonington, Deer Isle 04681
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    This lovely cottage was designed by artist Emily Muir, utilizing a unique combination of rustic and contemporary style and color. It sits high overlooking Crockett Cove, with spruce trees shading the open deck running along the waterside of the home. Large windows take in this private and quiet... View all property information
    Location Information
    Stonington, Deer Isle 04681
    1 / 8
    4 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Washer
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    Contemporary Emily Muir designed house with 300 feet of granite shoreline in the seclusion of 8 acres of woods and boulders, adjacent to Nature Conservancy land with walking trails. Spectacular western views from large living/dining room with floor to ceiling windows and beamed and wooded walls... View all property information
    Location Information
    Stonington, Deer Isle 04681
    1 / 8
    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
    • Child-friendly
    • x
    • ?
    • 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... View all property information
    Location Information
    Stonington, Deer Isle 04681
    1 / 16
    4 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    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... View all property information
    Location Information
    Stonington, Deer Isle
    1 / 18
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • 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... View all property information
    Location Information
    Stonington, Deer Isle
    1 / 20
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    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.... View all property information
    Location Information
    Stonington, Deer Isle
    1 / 8
    5 of 5 bubbles (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Satellite TV
    • Internet Access
    • Parking
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Relax, literally cove side, perched above majestic granite retaining walls providing for elevated and close up views of Stonington Harbor. Enjoy these close at hand views and interesting harbor activities - just outside your windows! Gaze to distant Isle au Haut, channel islands, kayakers and... View all property information
    Location Information
    Stonington, Deer Isle 04681
    5 of 5 bubbles Reviewed 15 January 2017
    Loved our week in this cottage - right on the water, great view, easy walking distance to restaurants and shops in town. The cottage was clean, and all things were provided for a...
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