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Deer Isle House Rentals

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    Travellers to Deer Isle are booking August dates now. Secure your holiday rental today, and have the perfect trip.
    150 Matching Rentals in Deer IsleView all 155 rentals
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    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    CAMPRENE - Stonington1 / 11
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    About this property
    Ocean Boulevard is a beautiful contemporary home with dramatic views of Stonington’s thorofare. The home's unique position gives you the distant sights of three light houses and views of Isle au Haut and many islands in between. The home's elevation provides western exposure for phenomenal sunsets....
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    04681, Stonington, Deer Isle
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    SEA CLIFF COTTAGE - Stonington1 / 12
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
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    Reviewed 2 weeks ago
    Wow, coming up the driveway through the forest prepares you for what a gorgeous home, views and incredible property surrounding the cottage. The cottage was perfect, we loved it...
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    About this property
    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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    04681, Stonington, Deer Isle
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    FIFIELD POINT GUEST COTTAGE - Stonington1 / 25
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Reviewed 12 February 2017
    What a lovely home! Floor-to-vaulted-ceilings-windows light the spacious living areas. Walk across the lawn of this peaceful location to the floating dock.
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    About this property
    Fifield Point Guest House is a bright and clean home with ocean frontage on Burnt Cove in Stonington. Enjoy easy access to the cove from the dock, which makes launching your kayaks quick and easy. The cottage has a convenient location, just a couple miles from Stonington village and less than a...
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    04681, Stonington, Deer Isle
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, 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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    Reviewed 6 November 2016
    We stayed here for 3 nights this past spring on our mini trip to Stonington. The location is very convenient and the views are amazing. This is a top of the line rental with...
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    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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    04681, Stonington, Deer Isle
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    BLACK SWAN - Stonington1 / 29
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Reviewed 17 September 2016
    Perfect base for our Maine travels! In Stonington for a family wedding, a comfortable,sparkling clean home that is well equipped with everything we needed. Perfect private...
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    About this property
    Black Swan is a well-maintained, in-town home with panoramic views of Stonington’s thoroughfare. Enjoy the changing scenery of the working waterfront throughout the day, as lobster boats, sailboats, schooners and other vessels work the waterways. Black Swan is a ranch style home with all the living...
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    04681, Stonington, Deer Isle
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Grill
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    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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    04627, Deer Isle, DownEast and Acadia Maine
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 7
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    About this property
    Sam's Cottage is a cherished family home located on the scenic Indian Point Road in Stonington. With sweeping views of the Deer Isle Thorofare, vacationers are able to watch picturesque schooners, lobster vessels and pleasure boaters come and go. Enjoy being a short walk from the villages and many...
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    04681, Stonington, Deer Isle
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
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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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    04681, Stonington, Deer Isle
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
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    About this property
    At Peace Downeast is a beautiful oceanfront home in the scenic, quiet, and private Plumb Point neighborhood. Enjoy four acres of forest, a small and sandy pocket beach, deep water dock and a well-built post and beam home in this amazing setting. At Peace Downeast is a two bedroom, two and a half...
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    04627, Sunset, Deer Isle
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    West Harbor Nest is an oceanfront apartment located on West Main Street in the village of Stonington. Enjoy views of Stonington's working waterfront from the kitchen and one of the bedrooms in this little nest. You'll also have the convenience of being in-town, among all of the schooners,...
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    04681, Stonington, Deer Isle
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    GRAY HOUSE - Stonington1 / 14
    (2)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Reviewed 4 October 2017
    We are enjoying our visit at the Grey House. Beautiful setting with the benefit of witnessing a true Maine fishing town. The house is comfortable but can use an update of the...
    Reviewed 12 September 2017
    We really enjoyed our stay at the Gray house. The accommodations we comfortable and convenient to nearby Stonington village. The view was beautiful as we enjoyed several...
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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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    04681, Stonington, Deer Isle
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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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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    04681, Stonington, Deer Isle
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    Waterhouse Cottage is a quality designed, cedar shingled cottage, located in a private wooded setting of Potato Cove on the much-desired shores of Eggemoggin Reach. It boast sweeping views across the Reach, looking west to the Deer Isle Bridge, and east towards Benjamin River. The interior...
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    4627, Sunset, Deer Isle
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    About this property
    Spectacular modern home, all natural wood, original features and paint, designed by Emily Muir. Floor to ceiling windows on two sides, with front deck overhanging waters of Crockett Cove. Stunning views of Rabbit Island, the 'Falls ' tidal rapids and Penobscot Bay provide ever-changing scenery....
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    4681, Stonington, Deer Isle
    Holiday Rental House - 4 Bedrooms, 1 Bathroom, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Air Conditioning
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    Pet friendly
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    About this property
    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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    04627, Sunset, Deer Isle
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    About this property
    Cottage on the Shore rests in one of Deer Isle's most picturesque settings on family land owned for generations. The setting offers lush, wooded privacy, an outstanding beachfront, and views across the bay to spruce clad islands and the hills of Camden in the distance. It would be near impossible...
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    4627, Sunset, Deer Isle
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 6
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    Spacious Shore House Overlooking Penobscot Bay1 / 8
    (6)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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    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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    04627, Deer Isle, DownEast and Acadia Maine
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Stunning newly built contemporary on Web Cove, just a 5-10 minutes ride in to downtown Stonington. Beautiful, peaceful and private setting. Home is a fabulously unique design, with soaring ceilings, catwalks, skylights -and much more. Quality amenities and decor throughout. The floor plan is...
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    4681, Stonington, Deer Isle
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    HARBOR VIEW HOUSE - Stonington1 / 20
    (1)Very good
    6 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    Reviewed 3 weeks ago
    An easy find in Stonington,Maine on a quiet road in town .Even though it was in walking distance of the Isle Au Haut Ferry (which will have a review later)not much noise.This is...
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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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    04681, Stonington, Deer Isle
    Holiday Rental House - 6 Bedrooms, 2 Bathrooms, Sleeps 12
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    4 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    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: cosy indoor window seat...
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    04681, Stonington, Deer Isle
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 11
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    Spectacular views of Penobscot Bay. Waterfront property located next to Sand Beach in Stonington. Waterfront, Washer & Dryer, Hot water baseboard heat, Telephone, Hi-Speed Internet. Enjoy the additional amenities the accommodation offers to make your trip as convenient and enjoyable as possible....
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    4681, Stonington, Deer Isle
    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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    With outstanding beachfront on East Penobscot Bay, this striking, privately situated, 8.7 acre, natural-styled contemporary house faces due west and enjoys excellent views across the bay to Camden Hills in the distance - including breathtaking sunsets. Attractive landscaping surrounds the home,...
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    04627, Sunset, Deer Isle
    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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    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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    04681, Stonington, Deer Isle
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    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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    4627, Sunset, Deer Isle
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    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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    4681, Stonington, Deer Isle
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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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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    4681, Stonington, Deer Isle
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Heron Watch is a gorgeous privately situated waterfront home positioned at the head of a tidal cove featuring expansive views over the cove that opens into to Mount Desert Island. With over 2 1/2 acres, the ranch-style home sits on well-manicured lawns surrounded by woods to explore. This is a...
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    4627, Sunset, Deer Isle
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Overlooking Northwest Harbor on Deer Isle, this oceanfront estate has 4 bedrooms and 2 full/split bathrooms. The setting for this very private cottage is unparalleled, on more than five acres with over 300 feet of shoreline and expansive gardens. This charming home was built by Richard Myrick as...
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    04627, Sunset, Deer Isle
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Waterfront! Secluded. Premier oceanfront 6 acre, 5 story post & beam estate with soaring beamed ceilings and westerly views overlooking Penobscot Bay and across to the mountains of Camden. SUNDAY TO SUNDAY RENTAL Over 5000 sq ft exclusive oceanfront estate with gourmet eat-in kitchen with...
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    4627, Sunset, Deer Isle
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Meander down to the impressive 730 feet of shorefrontage on this beautifully situated cottage resting on 8.5 private, wooded acres. This charming home boast cathedral, beamed ceiling with massive brick fireplace reaching to its lofty heights. The open livingroom, dining room and kitchen are...
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    4627, Stonington, Deer Isle
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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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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    4627, Sunset, Deer Isle
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Beauty abounds at this amazing property, with 28 acres and 500 ft of shore frontage on the famous sailing lanes of Eggemoggin Reach. It has spectacular views looking across the waters to Naskeag Pt and the multiple islands in between. These popular sailing lanes are traversed by a variety of...
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    4627, Sunset, Deer Isle
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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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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    4627, Sunset, Deer Isle
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    About this property
    Wonderful vacation hide-away home sitting oceanside in lush wooded setting at edge of Southeast Harbor. Beautiful shorefront and outstanding views over the bay. All on one level this Emily Muir designed cottage has a cathedral beamed ceiling in the living and dining areas, an efficient galley...
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    4681, Stonington, Deer Isle
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    Privately situated at the end of a winding wooded lane, The Cottage is nestled at the edge of 100 acre wooded setting, along the granite ledges of Spruce Harbor. Floor to ceiling multi-paned windows adorn the south side of the home, opening to expansive ocean views. Skylights shimmer light...
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    4681, Stonington, Deer Isle
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    A lovely family home on Greenlaw Cove. Nice open floor plan, with pine walls adding warmth and coziness. Sliding glass door open to wrap-around deck, all overlooking Greenlaw Cove. Two nice bedrooms (queen and full) and 2 bathrooms are on the main floor. Spacious upper floor for added sleeping...
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    4627, Sunset, Deer Isle
    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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    Outstanding property! New post and beam cottage sits on 6 acres of woodland, nestled in amongst trees with ocean views. When you visit Heron Cove Cottage you will have that warm and cozy feeling of downeast Maine. A great spot to launch kayaks, watch wildlife, and listen to birds singing as the...
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    4627, Sunset, Deer Isle
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    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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    4681, Stonington, Deer Isle
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Sweet Pea Cottage is a charming cottage located just up the hill and around the corner from downtown Stonington - just outside the typical tourist area. It comes with two kayaks located at the owners other property located right on Stonington Harbor, just a few minutes away. Sweet Pea Cottage is...
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    4681, Stonington, Deer Isle
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    5 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Owner Direct: For this property, please email Barbara at barbwescott**********, or call *******-0150. Harbor Heights Cottage is a charming and lovingly remodeled victorian located on Stonington Harbor, in the areas most prime kayaking waters. It is just around the corner from the town center of the...
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    04681, Stonington, Deer Isle
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 9
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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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    04627, Sunset, Deer Isle
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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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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    4627, Sunset, Deer Isle
    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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    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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    4681, Stonington, Deer Isle
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Relax, literally cove side, perched above majestic granite retaining walls providing for elevated and close up views of Stonington Harbor. Enjoy these close at hand views and interesting harbor activities - just outside your windows! Gaze to distant Isle au Haut, channel islands, kayakers and...
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    04681, Stonington, Deer Isle
    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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    Seascape Apartment is a beautiful, up-scale apartment with excellent views of Stonington Harbor and its outlying islands. It has been meticulously renovated, utilizing quality craftsmanship and decor throughout, including custom made cabinets, granite counters, stainless steel appliances, built...
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    04681, Stonington, Deer Isle
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    FUCHS COTTAGE - Stonington1 / 21
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    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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    04681, Stonington, Deer Isle
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Wolfhound Cottage, a beautifully built post & beam cottage, sits at the end of a dirt road surrounded by moss-covered boulders and tall, wind blown, spruce trees - the classic Maine forest. A 110 acre, nature preserve is right next door providing ample walking trails. A short stroll (about 200...
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    4681, Stonington, Deer Isle
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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