50 Best Vacation Rentals in Stonington - Holiday Lettings - Cabins

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73 Vacation rentals

13

Vacation home in Stonington

Deer Isle / Stonington

2 4 7 nights min

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

from $72 / night

$500 - $650 / week

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from $72 / night

(1) Excellent 

29

Vacation home in Stonington

Deer Isle / Stonington

3 5 7 nights min

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

from $129 / night

$900 - $1350 / week

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from $129 / night

14

Vacation home in Stonington

Deer Isle / Stonington

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Ask about children
  • Pet friendly
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 …see more

from $100 / night

$700 - $800 / week

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from $100 / night

(1) Excellent 

25

Vacation home in Stonington

Deer Isle / Stonington

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Pet friendly
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 Stoningto …see more

from $136 / night

$950 - $1400 / week

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from $136 / night

20

Vacation home in Stonington

Deer Isle / Stonington

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Ask about children
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, provi …see more

from $215 / night

$1500 - $1900 / week

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from $215 / night

13

Stonington Vacation home rental

Deer Isle / Stonington

2 4 7 nights min

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

from $100 / night

$696 - $850 / week

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from $100 / 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

$1680 - $2520 / week

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from $240 / 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 - $1155 / week

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from $105 / night

19

Vacation home in Stonington

Deer Isle / Stonington

3 6 7 nights min

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

from $108 / night

$750 - $900 / week

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from $108 / night

12

Stonington Vacation home rental

Deer Isle / Stonington

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Pet friendly
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 Stoni …see more

from $93 / night

$650 - $950 / week

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from $93 / night

8

Vacation home in Stonington

Deer Isle / Stonington

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Ask about children
Perched high overlooking Stonington Village activities is the Crows Nest. Hear the call of the seagulls , breathe the aroma of fresh sea air and see peeks of the inner harbor. Enjoy seaside village vacationing at its best in this boat themed vacation apartment on the 2n …see more

from $72 / night

$500 - $895 / week

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from $72 / night

20

Vacation home in Stonington

Deer Isle / Stonington

3 5 7 nights min

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

from $186 / night

$1300 - $2000 / week

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from $186 / night

(1) Excellent 

21

Vacation home in Stonington

Deer Isle / Stonington

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Ask about children
  • Private garden
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 …see more

from $143 / night

$1000 - $1600 / week

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from $143 / night

21

Stonington Vacation home rental

Deer Isle / Stonington

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Ask about children
  • Pet friendly
Lasky Cottage is a captivating seasonal home perched above the rocky shoreline of the rugged Maine coast. The cottage is one of the originals designed by famous local artist and home designer Emily Muir. Enjoy complete privacy and sweeping westerly views of Crockett Cov …see more

from $186 / night

$1300 - $2650 / week

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from $186 / 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

$1100 - $1675 / week

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from $158 / night

8

Stonington Vacation home rental

Deer Isle / Stonington

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Ask about children
The Landing is a sweet, efficient one-bedroom apartment located half a mile from Stonington village. Enjoy a clean, nautical themed space in an affordable price range. The Landing is the perfect place to spend a week or two soaking up some fresh, salty Maine air. The La …see more

from $57 / night

$395 / week

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from $57 / night

(1) Excellent 

8

Vacation home in Stonington

Deer Isle / Stonington

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
  • Ask about children
  • Pet friendly
The Burnt Cove Loft is a lovely one-bedroom apartment overlooking scenic Burnt Cove. This busy little cove is home to many pleasure boats as well as working lobster vessels. Across the cove, you can watch the lobstermen unload their daily catch. Just across the road, th …see more

from $58 / night

$400 - $500 / week

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from $58 / night

8

Home rental in Stonington

Deer Isle / Stonington

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
Outstanding privately situated contemporary near downtown Stonington. Located on multiple acres w/ ample shorefrontage on the Stonington Thoroughfare, where seafaring vessels traverse close in front of Sea Change, offering unparrelled views of Stoningtons active ocean w …see more

from $210 / night

$1470 - $2205 / week

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from $210 / night

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 - $1890 / week

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from $113 / night

18

Home rental in Stonington

Deer Isle / Stonington

3 8 7 nights min

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

from $286 / night

$2000 - $2500 / week

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from $286 / night

(1)  

8

Vacation home in Stonington

Deer Isle / Stonington

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
Keilty Cottage is one of the popular intown cottages that dot the hillside which provides homes with elevated and impressive views over Stonington Harbor. This newly remodeled 2 level home offers a first floor with open kitchen/dining room with large pine table, a butc …see more

from $135 / night

$945 - $1365 / week

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from $135 / night

17

Vacation home rental

Deer Isle / Stonington

2 4 7 nights min

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

from $90 / night

$625 - $675 / week

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from $90 / night

14

Stonington Vacation home rental

Deer Isle / Stonington

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Ask about children
Stonington Harbor Condo is a bright and airy third-floor condo with panoramic views of Stonington Harbor and some of the islands beyond. The condo is conveniently located within the hustle and bustle of town, but elevated high above Main Street to allow for optimal view …see more

from $150 / night

$1050 - $1275 / 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 $330 / night

$2310 - $3360 / week

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from $330 / night

(1) Excellent 

8

Vacation home in Stonington

Deer Isle / Stonington

3 5 7 nights min

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min
  • Ask about children
Plotts House is a well located, fully remodeled older village home just a few minutes walk to downtown Stonington and harbor. It is nestled on a neighborhood hillside with expansive views overlooking the ocean thoroughfare, where a variety of seafaring vessels traverse …see more

from $165 / night

$1155 - $1315 / week

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from $165 / 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

$1995 - $3496 / week

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from $285 / 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, with spruce trees shading the open deck running along the waterside of the home. Large windows take …see more

from $135 / night

$945 - $1365 / week

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from $135 / night

(1) Excellent 

8

Vacation home accommodation

Deer Isle / Stonington

1 4 7 nights min

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

from $95 / night

$660 - $995 / week

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from $95 / 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

15

Vacation home in Stonington

Deer Isle / Stonington

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Ask about children
  • Pet friendly
The Butler Cottage is a treasured summer cottage, located on the water edge of Hatch Cove, in the beautiful Oceanville section of Stonington. With the ocean as a front yard, there is never a lack of breathtaking scenery, whether it is the working or pleasure boats on th …see more

from $140 / night

$975 - $1375 / week

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from $140 / night

12

Vacation home rental

Deer Isle / Stonington

1 4 7 nights min

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

from $72 / night

$500 - $750 / week

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from $72 / night

(1) Excellent 

11

Vacation home rental

Deer Isle / Stonington

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
  • Ask about children
  • Pet friendly
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 cottag …see more

from $86 / night

$600 - $950 / week

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from $86 / night

8

Vacation home in Stonington

Deer Isle / Stonington

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
Strategically built on granite ledge to capture stunning views over Crockett Cove, this Emily Muir designed house blends rustic warmth and contemporary intrigue in a breathtaking setting. Cathedral beamed ceilings add an airy feel, uniquely colored panels and built-ins …see more

from $129 / night

$900 - $1470 / week

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from $129 / 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 - $1260 / week

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from $128 / 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

$1575 - $2520 / week

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from $225 / 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 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. S …see more

from $154 / night

$1075 - $1260 / week

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from $154 / night

(1) Very Good 

19

Vacation home in Stonington

Deer Isle / Stonington

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
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 an …see more

from $129 / night

$900 - $1100 / week

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from $129 / night

9

Stonington Vacation home rental

Deer Isle / Stonington

1 2 7 nights min

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

from $72 / night

$500 / week

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from $72 / 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

17

Stonington Vacation home rental

Deer Isle / Stonington

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Ask about children
Tarnavik is a cherished family home at the end of a private drive on Indian Point Road in Stonington. Enjoy a spacious, oceanfront cottage with all the conveniences of home including wireless internet, satellite television and telephone. Tarnavik was built in the early …see more

from $229 / night

$1600 - $2860 / week

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from $229 / night