25 Best Vacation Rentals in Stonington - Holiday Lettings - Cabins

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268 Vacation rentals

8

Vacation home rental

Deer Isle / Stonington

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Ask about children
  • Ask about pets
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 ru …see more

from $113 / night

$790 - $1,890 / week

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from $113 / night

8

Vacation home in Stonington

Deer Isle / Stonington

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
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 o …see more

from $240 / night

$1,680 - $2,520 / week

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from $240 / night

8

Stonington Vacation home rental

Deer Isle / Stonington

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Ask about children
  • Ask about pets
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 …see more

from $105 / night

$735 - $945 / week

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from $105 / night

8

Vacation home in Stonington

Deer Isle / Stonington

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Ask about children
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 (tidal), with spruce trees shading the open deck running along the waterside of the home. Large windo …see more

from $135 / night

$945 - $1,365 / week

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from $135 / night

8

Vacation home in Stonington

Deer Isle / Stonington

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
Spectacular modern home, all natural wood, original features and paint, designed by Emily Muir. Recently FEATURED on the Cover of Maine Magazine May Issue! Floor to ceiling windows on two sides, with front deck overhanging waters of Crockett Cove. Stunning views of Rabb …see more

from $158 / night

$1,100 - $1,675 / week

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from $158 / night

42

Vacation home in Stonington

Deer Isle / Stonington

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Pet friendly
  • Private garden
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 fir …see more

from $190 / night

$1,330 - $2,695 / week

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from $190 / night

12

Home rental in Stonington

Deer Isle / Stonington

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
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 …see more

from $214 / night

$1,500 / week

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from $214 / night

(1)  

8

Home rental in Stonington

Deer Isle / Stonington

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Ask about children
  • Ask about pets
Built in 2002, Wolfhound Cottage sits at the end of a road surrounded by moss covered boulders and tall, wind blown trees, the classic Maine forest. A short stroll through the woods brings you to Amanda Beach, an exquisite mix of sand and boulders, perfect for swimming …see more

from $150 / night

$1,050 - $1,275 / week

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from $150 / night

8

Vacation home in Stonington

Deer Isle / Stonington

4 14 7 nights min

  • 4 bedrooms
  • Sleeps 14
  • 7 nights min
  • Ask about children
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: …see more

from $285 / night

$1,995 - $3,495 / week

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from $285 / night

8

Home rental in Stonington

Deer Isle / Stonington

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children

from $115 / night

$800 - $1,150 / week

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from $115 / night

8

Vacation home rental

Deer Isle / Stonington

3 5 7 nights min

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min
  • Ask about children
  • Ask about pets
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 …see more

from $143 / night

$1,000 - $1,700 / week

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from $143 / night

8

Stonington Vacation home accommodation

Deer Isle / Stonington

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Ask about children
Privately situated at the end of a winding wooded lane, The Cottage is nestled at the edge of a 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. …see more

from $154 / night

$1,075 - $1,260 / week

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from $154 / night

8

Vacation home in Stonington

Deer Isle / Stonington

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
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 gr …see more

from $150 / night

$1,050 - $1,995 / week

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from $150 / night

8

Vacation home in Stonington

Deer Isle / Stonington

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
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 thro …see more

from $270 / night

$1,890 - $3,360 / week

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from $270 / night

8

Stonington Vacation home rental

Deer Isle / Stonington

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
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-lik …see more

from $128 / night

$895 - $1,260 / week

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from $128 / night

8

Home rental in Stonington

Deer Isle / Stonington

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Ask about children
  • Ask about pets
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 unpa …see more

from $105 / night

$735 - $1,260 / week

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from $105 / night

(2) Very Good 

8

Stonington Vacation home rental

Deer Isle / Stonington

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Ask about children
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 n …see more

from $120 / night

$835 - $895 / week

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from $120 / night

(1) Excellent 

8

Vacation home accommodation

Deer Isle / Stonington

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Ask about children
  • Ask about pets
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 effici …see more

from $100 / night

$697 / week

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from $100 / night

21

Stonington Vacation cottage rental

Deer Isle / Stonington

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 1 mi
  • Child friendly
  • Private garden
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 ava …see more

from $85 / night

$550 - $650 / week

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from $85 / night

8

Stonington Vacation home rental

Deer Isle / Stonington

4 6 7 nights min

  • 4 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
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 a …see more

from $186 / night

$1,300 - $1,700 / week

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from $186 / night

8

Home rental in Stonington

Deer Isle / Stonington

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Ask about children
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 …see more

from $98 / night

$685 - $975 / week

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from $98 / night

8

Stonington Vacation home rental

Deer Isle / Stonington

3 5 7 nights min

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min
  • Ask about children
  • Ask about pets
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 th …see more

from $165 / night

$1,155 - $1,470 / week

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from $165 / night

(2) Excellent 

8

Vacation home in Stonington

Deer Isle / Stonington

2 3 7 nights min

  • 2 bedrooms
  • Sleeps 3
  • 7 nights min
  • Ask about children
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 fo …see more

from $105 / night

$735 - $1,155 / week

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from $105 / night

7

Vacation home in Stonington

Deer Isle / Stonington

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
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. An expansive great room, living area and dining area accommodates your e …see more

from $158 / night

$1,100 - $1,890 / week

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from $158 / night

(1) Excellent 

8

Apartment rental in Stonington

Deer Isle / Stonington

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Ask about children
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, stainles …see more

from $120 / night

$840 - $1,050 / week

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from $120 / night

(2) Very Good 

8

Stonington Vacation home rental

Deer Isle / Stonington

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Ask about children
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 stre …see more

from $225 / night

$1,575 - $2,520 / week

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from $225 / night