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Deer Isle Cheap Vacation Rental Deals

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    Travellers to Deer Isle are booking August dates now. Secure your vacation rental today, and have the perfect trip.
    39 Matching Rentals in Deer IsleView all 157 rentals
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    BURNT COVE LOFT - Stonington1 / 8
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    About this property
    Charming and romantic carriage house located among gardens and woods in the village of Stonington. Enjoy morning coffee on either of the two decks. Walk to the beach, theater, restaurants, shops and the harbor. Kitchen utensils, linens and towels included. Canoe available for your use on...
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    Stonington, Deer Isle 04681
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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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, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    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, 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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    Stonington, Deer Isle 4681
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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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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    Reviewed August 21, 2017
    We had a lovely vacation in Deer Isle. The cabin was simple and had everything we needed. Great view. Hoping to come back again.
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    About this property
    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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    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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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    Welcome to Harbor Loft. This fun, in-town apartment offers elevated views of Stonington harbor and a location that has you in the heart of Stonington’s quaint village. Enjoy being a quick stroll from the restaurants, shops and galleries in this village setting. Harbor Loft is a two bedroom, one...
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    Stonington, Deer Isle 04681
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    West Cottage is a bright and clean efficiency cottage sitting high above the village of Stonington. West Cottage enjoys grand views of the Deer Island Thoroughfare and beyond to the many islands speckling the harbor. Enjoy being in the village and around many galleries, restaurants and novelty...
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    Stonington, Deer Isle 04681
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Blue House1 / 6
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Reviewed August 16, 2017
    The Blue House is an old wooden home, I would say its slightly dated and a little tired around the edges but quiet and comfortable and clean. Smelled of mothballs when we...
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    About this property
    A very private location near the village of Deer Isle and local favorite swimming spot the Lily Pond. Additional amenities include: wood stove, coffee maker, video player, highchair, lobster pot, outdoor grill charcoal.
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    Deer Isle, DownEast and Acadia Maine 04627
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    This adorable, well kept/immaculate camp exudes old charm. It sits at the waters edge on Greenlaw Cove, in a peacefull and sereen setting. The gabled ceilings, sun room and open plan allow for a spacious feel. A deck runs along the front of the camp, allowing for relaxation in the open sun right...
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    Deer Isle, DownEast and Acadia Maine 04627
    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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    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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    Stonington, Deer Isle 04681
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    About this property
    This adorably simple cottage was built in the 1920s, and still retains much of the original wicker and rattan furniture, hooked rugs, and chintz curtains, and other charming period pieces. Lounge on the Adirondack chairs in front of cottage, taking in spectacular views of Penobscot Bay and superb...
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    Deer Isle, DownEast and Acadia Maine 04627
    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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    About this property
    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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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    Get back to the basics in this lovely, rustic cottage located just feet down the road from beautiful Sand Beach in Stonington. This one-bedroom cottage is small and simple. Enjoy views of the pasture and cove while relaxing on the covered porch. The porch is equipped with a small table and three...
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    Stonington, Deer Isle 04681
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    PRETTY PENNY - Stonington1 / 13
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Reviewed February 16, 2018
    We began staying at Pretty Penny in 2006 when our son Liam was a baby and we've been back to Stonington every year since then. Pretty Penny has the best view in town right...
    Reviewed August 22, 2017
    We love coming to Stonington. I attend a watercolor workshop every year. I enjoy the breathtaking scenery that always inspires me to paint some of my favorite pieces. The pretty...
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    About this property
    Pretty Penny is a beautiful home located just on the outskirts of Stonington Village. Delight in the sunny, southwest exposures of Penobscot Bay and beyond to Isle au Haut. There are numerous unique features that make Pretty Penny a great place to relax. Enjoy gorgeous weather on the deck, in the...
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    Stonington, Deer Isle 04681
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, 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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    Stonington, Deer Isle 04681
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, 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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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    Cove View Apartment is located on the hillside, overlooking busy Allen Cove in Stonington. You'll have a birds eye view of Moose Island and all the happenings of the marina across the bay. You can enjoy the beauty of the Maine coast from the deck of the apartment. Whether you prefer to lounge in...
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    Stonington, Deer Isle 04681
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    CAMPRENE - Stonington1 / 11
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Reviewed September 25, 2016
    This cottage is a great get-away. It is cozy and quaint with serene surroundings. It is built on the rock boulders of the harbor's shore. You can hear the ebb and flow of...
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    Camprene is an oceanfront cottage overlooking Stonington’s working waterfront. This precious family cottage is perched on the rugged coast line and gives the feeling that you are on a boat. Camprene has amazing views and is comfortably equipped making this little cottage a sweet retreat. Camprene...
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    Stonington, Deer Isle 04681
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Harborside Cottage1 / 8
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Reviewed January 14, 2017
    Loved our week in this cottage - right on the water, great view, easy walking distance to restaurants and shops in town. The cottage was clean, and all things were provided for...
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    About this property
    Relax cove side (literally) in this cozy cottage with close up views of Stonington Harbor, distant islands, and the active harbor vista of lobster boats, schooners and kayakers just outside your windows. Light-filled, open plan with cathedral ceilings, simple yet efficient kitchen that opens to...
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    Stonington, Deer Isle 04681
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    About this property
    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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    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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    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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    About this property
    Welcome to Hattie's Cottage. This bright, classic home on Indian Point Road, overlooks the Deer Island Thorofare and the islands beyond. Hattie's is just a short walk to the village of Stonington and the Lobster Co-Op were you can grab lobster fresh off the boat. Hattie's Cottage is a two bedroom,...
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    Stonington, Deer Isle 04681
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    Nestled on a flower laden mini-peninsula along the shores of Stonington Harbor, this delightful little cottage has been the subject of area artists and coveted by many. It is a beautifully unique property, small in size but providing a truly incredible setting with unparrelled views. The cottage...
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    Stonington, Deer Isle 04681
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    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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    Stonington, Deer Isle 04681
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Catbird Seat1 / 8
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 3 Quick View
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    Reviewed April 27, 2016
    This adorable cottage perches upon the harbor's edge. The constant symphony of lanyards, gulls and fishing boats never let you forget you are on vacation.Everything is...
    Reviewed July 19, 2015
    The description of this darling property is spot-on! Perfect for a couple, single or 3. (Note: there are 3 twin beds on second floor & steps are very steep- not recommended...
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    About this property
    What a view from this charming little house perched directly on the harbor! Dating from 1858, it has all the quaint older charm, with recent renovations cleverly turning this small cottage in to a little showplace. Space is well utilized, and there is plenty of room for 3. This cottage is suited...
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    Stonington, Deer Isle 04681
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 3
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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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    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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    About this property
    Take a step back in to time when visiting this classic Victorian, poised high above the picturesque sights of Stonington’s thoroughfare. 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, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Welcome to the Seabreeze House, a five-bedroom house divided into two separate living quarters. Enjoy the views of Stonington Harbor from this in-town home. The Seabreeze House is conveniently located on North Seabreeze Avenue and is just steps from the village of Stonington and The Isle Au Haut...
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    Stonington, Deer Isle 04681
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    PLEASANT VIEW - Stonington1 / 19
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Reviewed January 3, 2018
    The location and views are wonderful. This a great family-friendly home, just a short walk from Stonington village. We stayed in the winter and despite being an older home, it...
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    About this property
    Pleasant View is a bright and cheery New Englander style house located on a quiet cul-de-sac in the heart of Stonington village. Enjoy views of Stonington harbor, a clean and fresh space with all the conveniences of home and an artist/writing retreat with views of the thoroughfare and islands...
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    Stonington, Deer Isle 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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    About this property
    Water’s Edge is a classic farmhouse overlooking the island of Stonington – the home has a unique position at the end of Deer Isle as you pass over to Stonington. Water's Edge has a couple hundred feet of shore frontage which makes it great for kayaking or other water activities. Water’s Edge is a...
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    Stonington, Deer Isle 04627
    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
    Oceanville Retreat is located at the end of a 7/10 mile long drive to a granite lined shorefront, tucked away in a quiet and private setting. Situated only 100 feet from the sea with southern exposure, it has direct views of Isle au Haut from the spacious deck, which runs along the entire waterside...
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    Stonington, Deer Isle 04681
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    This nineteenth-century 2-bedroom farmhouse sits on a hill overlooking a meadow. The house is a peaceful place to relax, unwind and explore the island. It is centrally situated about one mile from the town of Deer Isle. Upstairs are two bedrooms (one full bed, two twin beds) with skylights, and...
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    Deer Isle, DownEast and Acadia Maine 04627
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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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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    Smoking allowed
    About this property
    Tide Watcher 2 is a well-decorated apartment on West Main Street in Stonington’s seaside village. Enjoy watching the boats and tides come and go from this bright and airy in-town location. Tide Watcher 2 is a two bedroom, one bathroom apartment. The space has an attractive backyard as well as two...
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    Location Information
    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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    Amenities & Details
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Morning Mist Cottage is a delightful in-town home with views of Stonington Harbor and the Deer Isle thoroughfare. The cottage is well maintained and beautifully decorated with a great mix of modern and antique pieces, exuding Maine charm. Morning Mist Cottage is located within walking distance to...
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    Location Information
    Stonington, Deer Isle 04681
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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