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Deer Isle Villas

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    All 109 Rentals in Deer Isle
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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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...
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    Stonington, Deer Isle 4681
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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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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    Sunset, Deer Isle 4627
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Park Place is a cozy, rustic cabin nestled in private wooded setting. It is located on a peaceful cove that opens to Southwest Harbor and multiple islands, coves, inlets and ample areas to explore. It is centrally situated between both Deer Isle Village and the downtown Stonington area, offering...
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    Sunset, Deer Isle 04627
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    This cozy post and beam cottage sits in a secluded, wooded area on beautiful Deep Cove in Deer isle, Maine. With its easy access to the shore, and surrounding woodlands, guests can enjoy relaxing on the deck and watching the seabirds, exploring tidal pools at low tide and kayaking during higher...
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    Stonington, Deer Isle 04627
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    New for 2018! Little Cove will not disappoint with 360 degree deep water ocean views and the mountains of Acadia National Park in the background. Located on the tip of Plumb Point in Deer Isle, Maine, this property includes 400' of private shore. Swim, investigate tide pools, and boat in your own...
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    Stonington, Deer Isle 04627
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Shangri-La sits on the waters edge, looking out onto Billings Cove and the Freese Islands. Offering upper and Lower Decks. Beautiful views of the ocean. Four bedrooms, spacious living room. Game room with table tennis, pool table and air hockey. Access to private beach area with two kayaks on site....
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    Sunset, Deer Isle 04627
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Ocean Breeze is a classic, well-maintained home in the village of Stonington. The home is nicely situated on a hillside overlooking the bustling waterfront. Enjoy watching lobster men bring in their daily catch and schooners coming in to port from this village locale. Ocean Breeze is a two bedroom...
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    Stonington, Deer Isle 04681
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    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 04627
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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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 04681
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Welcome to Becks Camp – this treasured family cottage overlooks Pressey Cove and Penobscot Bay. If you are thinking about a vacation in Mid-Coast Maine then this property is a great one. A nice yard, a wrap around deck with many comfortable furnishings as well as a gas grill and a spacious,...
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    Sunset, Deer Isle 04627
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 6
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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 04681
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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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 04681
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Enjoy comfort and Maine charm while vacationing in this renovated and updated, two bedroom, one bath cottage . The large, wrap-around deck enjoys distant views of Stonington Harbor (and the islands!) and views of the hillside village of Stonington. Main Street is just a five-minute walk from the...
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    Stonington, Deer Isle 04681
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    STINSON POINT RETREAT - Deer Isle1 / 30
    (1)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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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 04627
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    Spacious Shore House Overlooking Penobscot Bay1 / 8
    (7)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Ocean Views
    • Waterfront
    • Central Heating
    • Porch
    • Private Garden
    • Internet Access
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    Pet friendly
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    Smoking allowed
    About this property
    Property consists of 1.6 acres of private land with large house overlooking Penobscot Bay. The Bay side of the house faces a lawn which leads to stairs that descend to the shore. Beds: 1 King Bed, 1 Queen Bed, 1 Double Bed
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    Deer Isle, DownEast and Acadia Maine 04627
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    190 Davis Farm Road is a wonderful ensemble of oceanfront retreats at the end of a dead end road in a private, picturesque seaside setting. This lovely family compound includes a main house, a boat house with apartment, a seaside cottage, and a media room above the homeowners private wood shop. 190...
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    Deer Isle, DownEast and Acadia Maine 04627
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    West Harbor Nest is an oceanfront apartment located on West Main Street in the village of Stonington. Enjoy views of Stonington's working waterfront from the kitchen and one of the bedrooms in this little nest. You'll also have the convenience of being in-town, among all of the schooners,...
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    Stonington, Deer Isle 04681
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    The Half House is a quintessential Maine summer cottage located in the desirable Sand Beach section of Stonington. Enjoy dramatic, elevated views of the Penobscot Bay from this beautiful seaside setting. Half House has western exposure so sunsets from this location are some of the best around. The...
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    Stonington, Deer Isle 04681
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    CABIN ON PRESSEY COVE - Deer Isle1 / 10
    (1)Very good
    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 04627
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Rockmere is a classic home nicely perched just above the high tide line in the desirable Sand Beach section of Stonington. Enjoy superb water frontage in this rustic and charming seaside cottage. Rockmere is located just a mile from the village of Stonington and only a short walk to the popular...
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    Stonington, Deer Isle 04681
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 5
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    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Big Yella is a historic ocean view home in Deer Isle Village. This classic home dominates the hillside and enjoys views of Northwest Harbor. The home has a central island location making it easy to head to Stonington or Sedgwick. Big Yella is a six bedroom, three and a half bathroom home. The home...
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    Deer Isle, DownEast and Acadia Maine 04627
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Elsmere is a contemporary oceanfront home with deep-water ocean frontage on the Penobscot Bay. Enjoy watching the tides gently rise and fall from this elevated site in one of Stonington’s most sought after areas. Elsmere is perfectly perched above the rugged Maine coast line and provides large and...
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    Stonington, Deer Isle 04681
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    The Brown House is a classic home located in the heart of Main Street in Stonington Village. Enjoy a lovely oceanfront deck with sweeping views of the thoroughfare and beyond to the outlying islands. Enjoy morning coffee and afternoon wine on the beautiful seaside deck while taking in the sights...
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    Stonington, Deer Isle 04681
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    East Cottage is a lovely, efficient space sitting high above the village of Stonington. East Cottage enjoys grand views of the Deer Island Thoroughfare and beyond to the many islands speckling the harbor. Enjoy being in the village and around many galleries, restaurants and novelty shops at this...
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    Stonington, Deer Isle 04681
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    BURNT COVE LOFT - Stonington1 / 12
    (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 04681
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Get back to the basics in this lovely, rustic cottage located just feet down the road from beautiful Sand Beach in Stonington. This one-bedroom cottage is small and simple. Enjoy views of the pasture and cove while relaxing on the covered porch. The porch is equipped with a small table and three...
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    Stonington, Deer Isle 04681
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Take a step back in to time when visiting this classic Victorian, poised high above the picturesque sights of Stonington’s thoroughfare. Sunrise Cottage eastern views of open ocean makes for a spectacular light show over the bay when the sun rises as well as an otherwise peaceful setting to watch...
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    Stonington, Deer Isle 04681
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Garden
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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
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Water’s Edge is a classic farmhouse overlooking the island of Stonington – the home has a unique position at the end of Deer Isle as you pass over to Stonington. Water's Edge has a couple hundred feet of shore frontage which makes it great for kayaking or other water activities. Water’s Edge is a...
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    Stonington, Deer Isle 04627
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Allen Cove Cottage is a bright, airy home located off West Main Street in Stonington. Enjoy views of Allen Cove and Moose Island from this convenient, in-town location which leaves you just a short walk away from the village's restaurants, galleries and novelty shops. Watch pleasure boaters,...
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    Stonington, Deer Isle 04681
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Welcome to Nanmark (formerly known as the Crow's Nest). This waterview home is perched just above town and has one of Stonington's most spectacular views. This home is one of the most painted and photographed around. (Even gracing the cover of Downeast Magazine a time or two!) Nanmark's location is...
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    Stonington, Deer Isle 04681
    Holiday Rental House - 5 Bedrooms, 3 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
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    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 04681
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    PLEASANT VIEW - Stonington1 / 19
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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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 04681
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Welcome to Aquarian Adjourn - a very well kept and magnificent oceanfront home overlooking Stonington’s busy working waterfront. Watch the ever changing scenery of the thoroughfare from most any window in this lovely village home. Aquarian Adjourn has so many thoughtful touches to make its...
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    Stonington, Deer Isle 04681
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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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
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Kramer Cottage is perched on a hill and overlooks Long Cove and beyond to Sawyers Island. The property extends to the water where guests can access the gravely beach area by a set of stairs. Enjoy beautiful water frontage as well as access to the family’s private island, Sawyer’s Island, when...
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    Location Information
    Deer Isle, DownEast and Acadia Maine 04627
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    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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    Location Information
    Stonington, Deer Isle 04681
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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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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    Location Information
    Stonington, Deer Isle 04681
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    PRETTY PENNY - Stonington1 / 16
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pretty Penny is a beautiful home located just on the outskirts of Stonington Village. Delight in the sunny, southwest exposures of Penobscot Bay and beyond to Isle au Haut. There are numerous unique features that make Pretty Penny a great place to relax. Enjoy gorgeous weather on the deck, in the...
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    Location Information
    Stonington, Deer Isle 04681
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Warren Point Cottages are a trio of cabins that come together to create one enchanted lodging. The cottages were built in the 1960s and have been lovingly maintained by one family for years. The property consists of seven acres of woods and ocean frontage. A kayak launch site, a tent platform on...
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    Location Information
    Deer Isle, DownEast and Acadia Maine 04627
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    Beautiful Weekly Island Rental Home1 / 25
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Cable/satellite TV
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    NOTE: This is a weekly rental only. And we rent from Saturday to Saturday. Discover these uniquely located and beautifully finished cottage's nestled in the woods. Dry Cove Cottages is situated in a grassy clearing surrounded by towering alders and fir trees, located in the quiet,...
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    Location Information
    Deer Isle, DownEast and Acadia Maine 04627
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    LASKY COTTAGE - Stonington1 / 21
    (1)Terrible
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Lasky Cottage is a captivating seasonal home perched above the rocky shoreline of the rugged Maine coast. The cottage is one of the originals designed by famous local artist and home designer Emily Muir. Enjoy complete privacy and sweeping westerly views of Crockett Cove and beyond to the Penobscot...
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    Location Information
    Stonington, Deer Isle 04681
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Welcome to Apple Island Cottage. Enjoy new construction, top of the line furnishings and a glorious tidal oceanfront setting in this two-bedroom cottage on Fish Creek road in Deer Isle. Apple Island Cottage is wonderfully equipped for any person or family. The cottage is all on one floor with the...
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    Location Information
    Deer Isle, DownEast and Acadia Maine 04627
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Brand new house located at the top of the hill (just up the street from the historic Stonington Opera House) in downtown Stonington, Maine. Spend your vacation relaxing on the beautiful deck watching the lobsterboats in the harbor; go to the local beach and kayak; and hike on the many trails...
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    Location Information
    Stonington, Deer Isle 04681
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Dear Cove is a log cabin just feet from the shorelines of Long Cove in Deer Isle. The cottage enjoys an open concept floor plan as well as a convenient central island location. Sneak over to Deer Isle village for a nice dinner at Whales Rib Tavern or slide down to Stonington village to catch a show...
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    Location Information
    Sunset, Deer Isle 04627
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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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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    Location Information
    Stonington, Deer Isle 04681
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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