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Stonington Vacation Rentals

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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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    GRAY HOUSE - Stonington1 / 14
    (1)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    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...
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    Stonington, Deer Isle
    Rental Home - 6 Bedrooms, 2 Bathrooms, Sleeps 12
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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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    About this property
    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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    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, 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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    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,...
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    Stonington, Deer Isle 04681
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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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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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    About this property
    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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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
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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...
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    Stonington, Deer Isle 04681
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    FISHERMAN`S LOFT - Stonington1 / 19
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    Pet friendly
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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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    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...
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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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    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...
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    Stonington, Deer Isle 04681
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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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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    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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    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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    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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    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...
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    Stonington, Deer Isle
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    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...
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    Stonington, Deer Isle
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    House at the Point1 / 8
    (2)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Reviewed 4 weeks ago
    Right at "the point" of Stonington the pictures shown here do depict just how gorgeous the views are from this cottage. The nearby nature preserve is a lovely walk...
    Reviewed September 5, 2017
    This was a dream come true to stay right on the rocky coast of Maine, within walking distance of a market (a mile) and a couple of miles from the heart of a fishing village...
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    About this property
    Natural styled cottage only 50 ft from beautiful, bold, deep water ocean. The location is completely private and quiet. The views are stunning. Perfect for the true adventurer who doesn`t mind roughing it a bit. There is no electricity and no phone. Gas appliances and normal bath and shower fed...
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    Stonington, Deer Isle 04681
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    PRETTY PENNY - Stonington1 / 13
    (1)Excellent
    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
    Reviewed August 22, 2017
    We love coming to Stonington. I attend a watercolor workshop every year. I enjoy the breathtaking scenery that always inspires me to paint some of my favorite pieces. The pretty...
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    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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    Stonington, Deer Isle 04681
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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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...
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    Stonington, Deer Isle
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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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...
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    Stonington, Deer Isle 04681
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Catbird Seat1 / 8
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 3 Quick View
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    • Waterfront
    • Washer
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    Pet friendly
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    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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    Stonington, Deer Isle 04681
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 3
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Waterfront
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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 a 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...
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    Stonington, Deer Isle 04681
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    • Private Yard
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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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    Stonington, Deer Isle
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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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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    BURNT COVE LOFT - Stonington1 / 8
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    About this property
    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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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    About this property
    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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    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    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...
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    Stonington, Deer Isle 04681
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    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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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    This homey farmhouse is situated on a narrow, wooded peninsula just an 8 minute drive from downtown Stonington. Enjoy it's outstanding shoreline and beachfront, and both eastern and western views of the Island Sea Thoroughfare, Camden Hills and nearby islands. Soft green grasses and pasture are...
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    Stonington, Deer Isle 04681
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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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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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Stonington, Deer Isle 04681
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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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...
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    Stonington, Deer Isle
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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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...
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    Stonington, Deer Isle
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Plotts House1 / 8
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Internet Access
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    Pet friendly
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    Reviewed August 19, 2013
    We stayed here for the first two weeks of August 2013 with our family. The home was comfortable, well equipped and delightfully decorated. It met all our needs perfectly. We...
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    About this property
    Plotts House is a well located, fully remodeled older village home just a few minutes walk to downtown Stonington and harbor. It is nestled on a neighborhood hillside with expansive views overlooking the ocean thoroughfare, where a variety of seafaring vessels traverse these waters which connect...
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    Stonington, Deer Isle 04681
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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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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    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...
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    Stonington, Deer Isle 04681
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Lachman Cottage is one of the treasured natural-styled contemporary homes designed by revered artist Emily Muir. True to her style, Lachman Cottage is built in union with the natural surroundings. Situated securely on rocky outcrops above the water, it has a 'nest-like' vantage above the scenic...
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    Stonington, Deer Isle 04681
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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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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    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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    Harborside Cottage1 / 8
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Reviewed January 14, 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...
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    Relax cove side (literally) in this cozy cottage with close up views of Stonington Harbor, distant islands, and the active harbor vista of lobster boats, schooners and kayakers just outside your windows. Light-filled, open plan with cathedral ceilings, simple yet efficient kitchen that opens to...
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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 4 Quick View
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    Post & Beam construction, built in 2002. Front porch with gas grill. 200 yard walk to the beach.Wolfhound Cottage sits at the end of a dead end road surrounded with moss covered boulders and tall, wind blown, spruce trees. This is classic Maine forest with the added bonus of a 110 acre,...
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    Stonington, Deer Isle 04681
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    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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    Stonington, Deer Isle 04681
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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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...
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    Stonington, Deer Isle 04681
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 14
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    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...
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    Stonington, Deer Isle 04681
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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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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    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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    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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    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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    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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