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Holiday Homes in Stonington

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    Travellers to Stonington are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    All 71 Rentals in Stonington
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    INSMERE - Stonington1 / 15
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    CAMPRENE - Stonington1 / 12
    (2)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    HARBOR VIEW HOUSE - Stonington1 / 20
    (1)Very good
    6 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    SAM`S COTTAGE - Stonington1 / 16
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Reviewed 28 September 2018
    We found a cosy well equipped Cottage which had all you need for a stay more than a week.The Cottage and the Interior was clean and in a style that can be called"gemütlich...
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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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    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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    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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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    About this property
    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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    GRAY HOUSE - Stonington1 / 14
    (3)Average
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Reviewed 18 July 2018
    Joanne and I loved the peace and quiet. The Lobstermen are very respectful. We would like to come back in the future.However the comments I made to the Island Agency has to be...
    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...
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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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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    Enjoy this simple, rustic cabin that sits just 50 feet from the ocean between Burnt Cove and Crockett Cove. This private and quiet deep water setting has stunning panoramic views but is still close to the neighborhood convenience store, hardware store, gas station and village. Perfect area for...
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    4681, Stonington, Deer Isle
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    About this property
    One of the most unique properties in Stonington, Maine. Located within a 5 minute walk to downtown Stonington, this recently constructed craftsman style home is located on gently sloping ledges just 120 feet from shore. Gull's Ledge is the last home on a dead end street that parallels Stonington...
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    04681, Stonington, Deer Isle
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    4 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    About this property
    Spectacular modern home, all natural wood, original features and paint, designed by Emily Muir. Floor to ceiling windows on two sides, with front deck overhanging waters of Crockett Cove. Stunning views of Rabbit Island, the 'Falls ' tidal rapids and Penobscot Bay provide ever-changing scenery....
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    4681, Stonington, Deer Isle
    Holiday Rental House - 4 Bedrooms, 1 Bathroom, Sleeps 8
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    5 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    About this property
    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 5 Quick View
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    About this property
    Flying bridge is situated in a dramatic, secluded, cliff-side setting on beautiful Crockett Cove! Designed by beloved area artist Emily Muir, the home is built to complement the rugged, native setting. In a stunningly beautiful spot, Flying Bridge securely overhangs the water while capturing the...
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    04681, Stonington, Deer Isle
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    About this property
    This homey farmhouse is situated on a narrow, wooded peninsula just an 8 minute drive from downtown Stonington. Enjoy it's outstanding shoreline and beachfront, and both eastern and western views of the Island Sea Thoroughfare, Camden Hills and nearby islands. Soft green grasses and pasture are...
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    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 and...
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    4681, Stonington, Deer Isle
    Holiday Rental House - 4 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 open...
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    4681, Stonington, Deer Isle
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    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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    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    A gently winding wooded lane carries you to this privately situated classic, yet casual, oceanfront compound. Surrounded by forests to the back, an expansive shorefront wraps around the other three sides, gracing this beautiful home with unsurpassed views of Spruce Harbor. A unique granite ledge...
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    4681, Stonington, Deer Isle
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 7
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    The Boat House is a charming red boat house near the water's edge, on part of a larger family oceanfront compound. It houses a cozy and well equipped studio apartment located over this adorable two bay boathouse. An exterior stairway carries you up to an open and sunny abode, where you'll find a...
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    04681, Stonington, Deer Isle
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    4 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    About this property
    Quiet, secluded large family waterfront home nestled in the trees. Beautifully built in stone and wood. Bright and sunny. Ideal Maine get-away. Perfect for kayak excursions, and quiet relaxed time, but also close to Stonington. - Wonderful spaces to relax at the home: cosy indoor window seat area,...
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    04681, Stonington, Deer Isle
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 11
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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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    BLACK SWAN - Stonington1 / 26
    (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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    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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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    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 8 Quick View
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    PLEASE NOTE: NO RV OR TENTING ALLOWED. THANK YOU. Oceanville Retreat is located at the end of a 7/10 mile long rustic 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...
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    04681, Stonington, Deer Isle
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    Relax, literally cove side, perched above majestic granite retaining walls providing for elevated and close up views of Stonington Harbor. Enjoy these close at hand views and interesting harbor activities - just outside your windows! Gaze to distant Isle au Haut, channel islands, kayakers and...
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    04681, Stonington, Deer Isle
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    About this property
    This lovely cottage was designed by artist Emily Muir, utilizing a unique combination of rustic and contemporary style and color. It sits high overlooking Crockett Cove, with spruce trees shading the open deck running along the waterside of the home. Large windows take in this private and quiet...
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    4681, Stonington, Deer Isle
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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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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    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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    Painters Paradise is a gorgeous duo including an oceanfront cottage and guest house all nestled along the rugged Maine coastline on Stonington’s thoroughfare. Enjoy being on the outskirts of Stonington’s village while also having a private, spacious property in which to retreat to when your days...
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    04681, Stonington, Deer Isle
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 3 Quick View
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    What a view from this charming little house perched directly on the harbor! Dating from 1858, it has all the quaint older charm, with recent renovations cleverly turning this small cottage in to a little showplace. Space is well utilized, and there is plenty of room for 3. This cottage is suited to...
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    04681, Stonington, Deer Isle
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 3
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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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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Privately situated on a portion of a larger oceanfront compound, 'The Carriage House' is a charming apartment located above a four bay boat house. Glimpses of the nearby oceanfront peak through the lush forested setting. Exterior stairs carry you up to this second story retreat where an open living...
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    4681, Stonington, Deer Isle
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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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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    04681, Stonington, Deer Isle
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    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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    4681, Stonington, 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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    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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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    Brand new house located at the top of the hill (just up the street from the historic Stonington Opera House) in downtown Stonington, Maine. Spend your vacation relaxing on the beautiful deck watching the lobsterboats in the harbor; go to the local beach and kayak; and hike on the many trails...
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    04681, Stonington, Deer Isle
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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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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    04681, Stonington, Deer Isle
    Holiday Rental House - 1 Bedroom, 1 Bathroom, 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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    04681, Stonington, Deer Isle
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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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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    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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    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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    04681, Stonington, Deer Isle
    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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    04681, Stonington, Deer Isle
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    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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    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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    04681, Stonington, Deer Isle
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    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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    04681, Stonington, Deer Isle
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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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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    04681, Stonington, Deer Isle
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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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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    04681, Stonington, Deer Isle
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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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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    04627, Stonington, Deer Isle
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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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 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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    04681, Stonington, Deer Isle
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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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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    04681, Stonington, Deer Isle
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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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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    04681, Stonington, Deer Isle
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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