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Stonington Holiday Homes

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    Travellers to Stonington are booking August dates now. Secure your holiday rental today, and have the perfect trip.
    All 75 Rentals in Stonington
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    Natural styled cottage only 50 ft from beautiful, bold, deep water ocean. The location is completely private and quiet. The views are stunning. Perfect for the true adventurer who doesn`t mind roughing it a bit. There is no electricity and no phone. Gas appliances and normal bath and shower fed...
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    Stonington, Deer Isle 04681
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Catbird Seat1 / 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 3 Quick View
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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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    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, 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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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    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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    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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    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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    Stonington, Deer Isle 04681
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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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 04681
    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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    • Private Garden
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    Pet friendly
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    Smoking allowed
    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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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Lupine Ledge is a classic home located on desirable Indian Point road in Stonington. Enjoy being within walking distance of the villages restaurants, galleries and novelty shops. Take a day trip to Isle au Haut or just kick back and relax as you enjoy being on island time. Lupine Ledge is a three...
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    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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    • Washer
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    Pet friendly
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    Smoking allowed
    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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    Stonington, Deer Isle 04681
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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