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Deer Isle Vacation Rentals

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    Travelers to Deer Isle are booking June dates now. Secure your vacation rental today, and have the perfect trip.
    All 139 Rentals in Deer Isle
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    FIFIELD POINT GUEST COTTAGE - Stonington1 / 25
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    FUCHS COTTAGE - Stonington1 / 21
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    BLACK SWAN - Stonington1 / 29
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    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...
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    Stonington, Deer Isle
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Reviewed 5 days ago
    Fully remodeled, newly refurbished spacious house on a secluded large treed property projecting into a tidal estuary. Large sunny deck made it seem like a tree house. Incredibly...
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    Osprey Point Retreat is a beautiful, contemporary home in a relaxing, quiet neighborhood in scenic Deer Isle. Enjoy watching the tides come and go from the wrap-around deck or from many rooms in the house. Osprey Point Retreat is spacious and well equipped. The home is pet- and child-friendly,...
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    Deer Isle, DownEast and Acadia Maine
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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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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    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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    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 6 Quick View
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    • Grill
    • Wi-Fi
    • Central Heating
    • Washer
    • Waterfront
    • Satellite TV
    • Ocean Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cove's End is a gorgeous, cove-side home on a private drive overlooking quiet Long Cove. Cove's End is beautifully furnished and pleasantly situated with long views of the cove. See clam diggers working, watch birds come and go in the cove, or paddle around in one of the four kayaks available for...
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    Deer Isle, DownEast and Acadia Maine 120
    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
    Changing Tides is a inspiring, secluded oceanfront log cabin in Deer Isle. Enjoy being off-the-beaten path as you watch the tides roll in and out, while soaking in all the beauty and peace our little island has to offer. Changing Tides has a grandfathered building site sitting just above the...
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    Deer Isle, DownEast and Acadia Maine
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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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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    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, 1 Bathroom, Sleeps 7 Quick View
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    • DVD Player
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    Pet friendly
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    Smoking allowed
    About this property
    Welcome to Picnic Cove. This contemporary home is located in the center of the desirable Merchants Point. Enjoy beautiful views of Long Cove, while vacationing in this private home in Deer Isle. Sunbathe on the wrap around deck, relax away from the pests in the screened porch, take a swim from the...
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    Deer Isle, DownEast and Acadia Maine
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 7
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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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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About this property
    Cottage at Lily Pond is a secluded family retreat just outside of Deer Isle Village. Enjoy access to Deer Isle's lovely Lily Pond while relaxing in a private location. Cottage at Lily Pond is newly constructed and enjoys great acreage for guests whom like to hike, bike, bird watch or just enjoy a...
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    Deer Isle, DownEast and Acadia Maine
    Rental Home - 3 Bedrooms, 3 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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    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, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
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    • Private Yard
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    Pet friendly
    Kid friendly
    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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    Location Information
    Stonington, Deer Isle 04681
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    4 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Step back in time in this 1890 cape. The property is an entire point of land (Parker Point) with 830 feet of deep water frontage as well as two private beaches. The house faces west and enjoys an incredible panoramic view of East Penobscot Bay all the way to the Camden Hills. Yachts, schooners and...
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    Deer Isle, DownEast and Acadia Maine
    Rental Home - 4 Bedrooms, 1 Bathroom, Sleeps 8
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    STINSON POINT RETREAT - Deer Isle1 / 30
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Reviewed July 25, 2016
    We stayed in this amazing property in July for 7 nights and it was perfect for our family of 8 (including 2 children). Honestly, the photos don't do this property justice. The...
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    Stinson Point Retreat is a luxurious, oceanfront property located just feet from Barred Island Preserve in a wonderfully quiet and serene setting. Enjoy beachcombing, swimming, boating, hiking and even biking from this picturesque location in Deer Isle. Stinson Point Retreat has a desirable,...
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    Sunset, Deer Isle
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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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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    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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    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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    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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    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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    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...
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    Stonington, Deer Isle
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    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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    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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    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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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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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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    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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    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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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Cabin on Pressey Cove is a simple one room cabin in a fun oceanfront setting. Enjoy tidal ocean frontage, which offers beach at low tide and beautiful ocean water at high tide. Cabin on Pressey Cove has the basic needs that one would want but not too many extra frills. The cabin enjoys a private...
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    Sunset, Deer Isle
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    This delightful little cape sits on 7 acres of perhaps one of the areas most valuable and most admired parcels, with nearly 280 degrees of surrounding ocean views. Overlooking the causeway, causeway beach, Deer Isle bridge, multiple islands, Eggemoggin Reach, and adjacent to 20 acres of Island...
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    Deer Isle, DownEast and Acadia Maine 04627
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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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 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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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    This adorable, well kept/immaculate camp exudes old charm. It sits at the waters edge on Greenlaw Cove, in a peacefull and sereen setting. The gabled ceilings, sun room and open plan allow for a spacious feel. A deck runs along the front of the camp, allowing for relaxation in the open sun right...
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    Deer Isle, DownEast and Acadia Maine 04627
    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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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Dorsey Cottage is situated on a quiet cove that is just off the popular sailing lanes of Eggemoggin Reach (a mile wide body of water separating Deer Isle from the mainland). This picturesque cove wraps around two sides of the home, and provides for more expanded views northeast looking out across...
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    Deer Isle, DownEast and Acadia Maine 04627
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    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,...
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    Stonington, Deer Isle 04681
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    About this property
    This stylish contemporary cottage is nestled within a private wooded setting - and offers complete peace and privacy. Sweeping banks of windows capture the outside beauty, and bring in the shimmering sunlight whispering through the spruce-clad forrest. Lofty ceiling heights add to an open and airy...
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    Deer Isle, DownEast and Acadia Maine 04627
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    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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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    Privately situated cottage on 3+ acres with steps leading down to the 300 feet of shore frontage and beach. Excellent views of water and surrounding spruce woods. Cathedral ceilings add to the light, open and cheery feel. Enjoy the well equipped kitchen, with fresh herb & flower gardens growning...
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    Deer Isle, DownEast and Acadia Maine 04627
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    This adorably simple cottage was built in the 1920s, and still retains much of the original wicker and rattan furniture, hooked rugs, and chintz curtains, and other charming period pieces. Lounge on the Adirondack chairs in front of cottage, taking in spectacular views of Penobscot Bay and superb...
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    Deer Isle, DownEast and Acadia Maine 04627
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Oceanville Retreat is located at the end of a 7/10 mile long drive to a granite lined shorefront, tucked away in a quiet and private setting. Situated only 100 feet from the sea with southern exposure, it has direct views of Isle au Haut from the spacious deck, which runs along the entire waterside...
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    Stonington, Deer Isle
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Plotts House1 / 8
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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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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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    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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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Crockett Cove Cottage is situated on the serene shores of Crockett Cove. The cove is one of the areas larger inlets, traversing deep within past rocky islands and granite outcrops. Its graceful tidal flows are perfect for kayaking and exploring these ever changing waters, easy for pulling up to...
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    Deer Isle, DownEast and Acadia Maine 04627
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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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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    Lighthouse Point Estate1 / 8
    (1)Very good
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About this property
    Over 5000 sq ft exclusive oceanfront estate with gourmet eat-in kitchen with fireplace (subzero appliances, granite countertops, 6 burner Garland Stove, fully stocked with quality items, kitchen desk, dumbwaiter), great room with cathedral ceilings and fireplace, dining area, professional level...
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    Deer Isle, DownEast and Acadia Maine 04627
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    Reachview Estate1 / 8
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    About this property
    Reachview Estate is located on the northeastern portion of the large portion of Deer Isle, gracing the shores of the well known sailing waters of Eggemoggin Reach. Eggemoggin Reach is a breathtakingly picturesque body of water - 10 miles long and 1 mile wide, connecting East Penobscot Bay with...
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    Location Information
    Deer Isle, DownEast and Acadia Maine 04627
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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