50 Best Vacation Rentals in West Tisbury - Holiday Lettings - Cabins

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1,052 Vacation rentals

26

Vacation home in West Tisbury

Martha's Vineyard / West Tisbury

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Ask about children
Beautiful beachfront summer house with breathtaking views. Enjoy all the best that summer has to offer at this exclusive Martha's Vineyard North Shore setting. Stroll down your private path to access the stairs to the private association beach area or play tennis at y …see more

from $929 / night

$6,500 - $7,000 / week

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from $929 / night

(2)  

30

West Tisbury Vacation home rental

Martha's Vineyard / West Tisbury

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Gather your family, this gorgeous 5 bedroom home offers all one could want in a vacation home on the Vineyard. Resort like outdoor amenities assure that you will relax before after a day at the beach. Kids will love the pool, parents will appreciate the private and spe …see more

from $658 / night

$4,600 - $8,800 / week

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from $658 / night

17

Vacation home in West Tisbury

Martha's Vineyard / West Tisbury

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
Light filled contemporary home with gorgeous views and picturesque path to private sandy North Shore beach. Open and airy 1st level features tastefully and comfortably furnished living room with TV and office area, dining area, well equipped kitchen, separate TV Room a …see more

from $729 / night

$5,100 - $6,000 / week

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from $729 / night

10

Vacation home in West Tisbury

Martha's Vineyard / West Tisbury

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Ask about children
Lovely cottage with hay fields to the west and mature woods to the south. This finely constructed home has a light, airy and private feel. The perfect summer get-away. Conveniently located within a three mile radius of Lambert's Cove Beach, shopping and movies. There …see more

from $157 / night

$1,100 - $1,550 / week

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from $157 / night

30

Vacation home in West Tisbury

Martha's Vineyard / West Tisbury

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Ask about children
  • Air conditioning
Extended families will enjoy this lovely 5 bedroom, 3 bath home featuring expanded living space with a first floor living room and second floor family/tv room. Spacious modern kitchen with prep island and breakfast bar opens to living and dining area. French doors ope …see more

from $458 / night

$3,200 - $5,900 / week

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from $458 / night

12

West Tisbury Vacation home rental

Martha's Vineyard / West Tisbury

4 6 Min stay varies

  • 4 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
Experience the old-world charm of Martha's Vineyard in this delightful Sea Captain's home. Located in the small island hamlet of West Tisbury this Victorian home was chosen by the White House Staff in 1998. The house features an elegant curved staircase in the foyer and …see more

from $214 / night

$1,500 - $3,450 / week

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from $214 / night

31

West Tisbury Vacation home rental

Martha's Vineyard / West Tisbury

5 8 7 nights min

  • 5 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
Lovely, fully equipped contemporary 5 bedroom, 4 bathroom home with distant waterviews over the North Shore and beautiful private association beach access. Luxuries include gourmet kitchen with breakfast bar seating for eight, open pantry, stainless appliances, two …see more

from $858 / night

$6,000 - $9,000 / week

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from $858 / night

9

Vacation home in West Tisbury

Martha's Vineyard / West Tisbury

3 5 7 nights min

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min
  • Ask about children
  • Air conditioning
Delightful 3 bedroom, 2 bath cottage. Walk to private association beach. Guest house to a main house. Very privately situated with private parking (2 cars maximum in driveway). Owner and guest share the path to the beach, which again maintains privacy from the main …see more

from $315 / night

$2,200 - $2,900 / week

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from $315 / night

33

West Tisbury Vacation home rental

Martha's Vineyard / West Tisbury

6 8 7 nights min

  • 6 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
Charming West Tisbury Vacation Home, all newly updated with designer touches throughout, wonderful retreat for extended families with 6 bedrooms three of which are en-suite including the two master bedrooms. Two guest bedrooms on the 2nd level share a jack and jill bat …see more

from $529 / night

$3,700 - $5,600 / week

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from $529 / night

12

West Tisbury Vacation home rental

Martha's Vineyard / West Tisbury

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Child friendly
You'll love your stay in this peaceful, quiet retreat on the most beautiful fresh-water pond on Martha's Vineyard. Enjoy swimming, canoeing (canoe provided) and fishing from your private dock on Ice House Pond. Eat dinner on the deck, watching the sun set over the pon …see more

from $300 / night

$2,000 - $2,800 / week

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from $300 / night

18

Vacation home in West Tisbury

Martha's Vineyard / West Tisbury

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
On Old House Pond (Ice House Pond), this delightful modern home overlooks one of the most pristine fresh water ponds on Martha's Vineyard. Lambert's Cove beach is less than a mile from the house. After a day at the shore relax on the large deck overlooking the water, …see more

from $358 / night

$2,500 - $3,500 / week

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from $358 / night

27

West Tisbury Vacation home rental

Martha's Vineyard / West Tisbury

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
This charming home is truly a hidden gem! Located in a quiet, private association, this light filled West Tisbury home features bright, three spacious bedrooms, two hangout spaces, a well-stocked kitchen, large deck and beautiful grounds. Centrally located minutes fro …see more

from $329 / night

$2,300 - $3,800 / week

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from $329 / night

(4) Excellent 

12

Vacation home in West Tisbury

Martha's Vineyard / West Tisbury

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Child friendly
This charming Cape Cod style home is situated on a private, idyllic acre on a quiet country lane. You are a 5-minute walk from Lambert's Cove Beach, considered one of the most pristine and beautiful beaches on Martha's Vineyard, yet only 10 minutes from towns, restauran …see more

from $300 / night

$1,600 - $3,200 / week

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Responds fast!
avg. 1 hour 37 minutes

from $300 / night

25

Vacation home rental

Martha's Vineyard / West Tisbury

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
Light filled contemporary farmhouse with newly updated main living room, master bedroom, delux master bath and kitchen. This lovely home is located in the Long Point Beach area of West Tisbury, no traffic to traverse on the way to the beach as the house is located j …see more

from $358 / night

$2,500 - $5,000 / week

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from $358 / night

22

West Tisbury Vacation home rental

Martha's Vineyard / West Tisbury

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
Welcome to a wonderful West Tisbury retreat. A casual beach cottage with a beautiful view, beach, private in-ground pool and a shared tennis court. All four bedrooms have their own private bath and deck. Amenities include Bose entertainment center with five speaker surr …see more

from $2,143 / night

$15,000 - $25,000 / week

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from $2,143 / night

16

Vacation home in West Tisbury

Martha's Vineyard / West Tisbury

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
Easy, breezy and comfortable beach house located in most desirable Long Point Beach area, on the south shore side of West Tisbury. Quietly tucked away on two acres and surrounded by a large manicured yard this lovely home offers vacationing families a perfect getaway l …see more

from $515 / night

$3,600 - $3,900 / week

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from $515 / night

9

Vacation home in West Tisbury

Martha's Vineyard / West Tisbury

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Ask about children
Private, yet conveniently located a short drive or leisurely bike ride to Lambert's Cove Beach, and either town of Vineyard Haven or West Tisbury, this home is compact, bright and charming. The yard is a slice of Heaven on earth. A low deck flows onto the lawn surrounde …see more

from $179 / night

$1,250 - $1,850 / week

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from $179 / night

37

Vacation home in West Tisbury

Martha's Vineyard / West Tisbury

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
Classic Royal Barry Wills-designed cedar-shingled Vineyard home, beautifully sited on five private landscaped acres with water views of Vineyard Sound and Elizabeth Islands. Three bedrooms (plus bunk loft), three and a half baths, gourmet kitchen, sun-swept upper and lo …see more

from $379 / night

$2,650 - $8,500 / week

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from $379 / night

(1) Excellent 

19

Vacation home in West Tisbury

Martha's Vineyard / West Tisbury

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
Tree Tops: Tri-level contemporary home in desirable community Long View off of Lambert's Cove Rd 7/10 mile to Lambert's Cove Beach, Vineyard Haven village center 15 minute drive from this unique vacation home. The main living area with open living, kitchen and din …see more

from $258 / night

$1,800 - $3,300 / week

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from $258 / night

20

Home rental in West Tisbury

Martha's Vineyard / West Tisbury

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
Stylish contemporary 4 bedroom, 2 bath Cape all newly renovated in 2013. Located at Long Point Beach area with the beach just 2 miles from the house. The main living level hosts an open kitchen and dining area which seats 8 and opens onto a side deck with summer din …see more

from $250 / night

$1,750 - $3,750 / week

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from $250 / night

(1) Excellent 

29

Vacation home in West Tisbury

Martha's Vineyard / West Tisbury

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Private garden
This house is a traditional Vineyard saltbox, on a two acre, secluded, beautifully landscaped section of West Tisbury near Lambert's Cove. It has a huge deck, that extends from the south to the west side of the house, with an outdoor shower, and outdoor furniture. It i …see more

from $343 / night

$2,400 / week

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from $343 / night

(1) Excellent 

21

Vacation home in West Tisbury

Martha's Vineyard / West Tisbury

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children
  • Air conditioning
Lovely four bedroom home with central air conditioning. This home offers a large kitchen that includes a dining area for eight people and a wonderful living room to gather together. There three bedrooms and a shared bathroom on the 2nd floor. The fourth bedroom is in th …see more

from $250 / night

$1,750 - $3,750 / week

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from $250 / night

48

Vacation home in West Tisbury

Martha's Vineyard / West Tisbury

10 15 7 nights min

  • 10 bedrooms
  • Sleeps 15
  • 7 nights min
  • Ask about children
  • Air conditioning
Located in one of the most pristine and private areas of the island. This understated, elegant, and spacious estate offers large families the ultimate in a vacation home. Magnificent ocean views and sprawling private yard bordered by stone walls and hundred year old t …see more

from $1,572 / night

$11,000 - $16,000 / week

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from $1,572 / night

46

West Tisbury Vacation home rental

Martha's Vineyard / West Tisbury

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
  • Air conditioning
Relax amid the splendor of landscaped gardens at this beautiful West Tisbury home. It features four bedrooms, water views, and a small private island onsite. Looks Pond is one of the best kept secrets on Martha's Vineyard yet it's near all the area sites, including Man …see more

from $400 / night

$2,800 / week

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Responds fast!
avg. 35 minutes

from $400 / night

49

West Tisbury Vacation home rental

Martha's Vineyard / West Tisbury

7 12 7 nights min

  • 7 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Gorgeous, unique rental offering with heated pool, spectacular pastoral views across stone walls and acres of open fields bordered by mature oaks. The yard around the house is beautifully landscaped with spacious grounds bordered by perennial beds and mature plantings. …see more

from $1,286 / night

$9,000 - $15,000 / week

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from $1,286 / night

35

Vacation home rental

Martha's Vineyard / West Tisbury

3 4 7 nights min

  • 3 bedrooms
  • Sleeps 4
  • 7 nights min
  • Ask about children
  • Air conditioning
Country living in a majestic setting. The historic farm house exudes charm and comfort. Arrowhead Farm is a beautiful equine center and options for bringing your horse can be arranged. The rental home is private from the barns with a private drive, yet close enough f …see more

from $493 / night

$3,450 - $4,450 / week

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from $493 / night

36

West Tisbury Vacation home rental

Martha's Vineyard / West Tisbury

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Experience the ultimate in indoor/outdoor living in a beautiful new property on over 3 acres in exclusive Deep Bottom Pond with heated pool. A shingled modern beach house home on the exterior, with striking contemporary interior that is sited and designed to maximize e …see more

from $1,072 / night

$7,500 - $14,000 / week

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from $1,072 / night

25

West Tisbury Vacation home rental

Martha's Vineyard / West Tisbury

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
Spacious, airy home. Well equipped kitchen. Sun room opens to deck and lovely private yard. Living and dining areas combined featuring a great family gathering area. \n Amenities and Features include...\n \nWest Tisbury Country Setting, Access to Association Pool an …see more

from $243 / night

$1,700 - $2,925 / week

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from $243 / night

17

Vacation home rental

Martha's Vineyard / West Tisbury

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Ask about children
Located in a pastoral setting on four acres of open field near the edge of Tisbury Great Pond this is a little piece of heaven. Sit on the deck with a good book and a glass of iced tea in the relative peace of a country setting, or play one of those wonderful summer law …see more

from $343 / night

$2,400 - $3,500 / week

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from $343 / night

27

Vacation home rental

Martha's Vineyard / West Tisbury

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
West Tisbury Delight - Delightful and comfortable Longview Country House complete with 2 Private Decks (one upper and one lower). Tastefully decorated with 4 Bedrooms and 2 bathrooms as well as an open extra sleeping space off of the living room. Three of the bedroom …see more

from $258 / night

$1,800 - $3,000 / week

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from $258 / night

28

West Tisbury Vacation home rental

Martha's Vineyard / West Tisbury

5 8 7 nights min

  • 5 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Contemporary home in Deep Bottom area of West Tisbury. This gracious home with pool and patio overlooks the open meadow land that is deep bottom. The home is professionally landscaped and there is a large patio area surrounding the pool. The detached pool/guest house ho …see more

from $715 / night

$5,000 - $11,200 / week

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from $715 / night

(1)  

21

West Tisbury Vacation home rental

Martha's Vineyard / West Tisbury

4 6 Min stay varies

  • 4 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
Delightful! The gorgeous gardens and spectacular sunsets are only a part of the full Vineyard experience in this antique home. Lovingly updated and comfortably decorated, this home is experienced as the PURE VINEYARD VACATION! Pastoral setting, stone walls, antique marb …see more

from $286 / night

$2,000 - $2,800 / week

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from $286 / night

22

Vacation home in West Tisbury

Martha's Vineyard / West Tisbury

5 8 7 nights min

  • 5 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
Lovely South Shore Area West Tisbury Retreat! Families are sure to enjoy this spacious lovely home that is impeccably maintained by the owners. The main living level offers an open floor plan perfect for relaxing with friends and family. Th living room is comfortabl …see more

from $400 / night

$2,800 - $4,200 / week

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from $400 / night

25

West Tisbury Vacation home rental

Martha's Vineyard / West Tisbury

6 8 7 nights min

  • 6 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
Prime waterfront residence on bluff with unsurpassed panoramic view of the Vineyard Sound. Single story spacious 2 bedroom main house and 2 bedroom guest house. Guest House being renovated for 2017 with 2 bedrooms, bath and a kitchenette. \n Amenities and Features inc …see more

from $858 / night

$6,000 - $9,000 / week

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from $858 / night

21

Vacation home rental

Martha's Vineyard / West Tisbury

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
All new contemporary West Tisbury home in a private setting yet only minutes to beautiful beaches. The open airy floor plan and gourmet kitchen create a wonderful gathering area for vacationing families. This green home features walls of windows allowing wonderful views …see more

from $243 / night

$1,700 - $3,750 / week

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from $243 / night

12

West Tisbury Vacation home rental

Martha's Vineyard / West Tisbury

5 10 5 nights min

  • 5 bedrooms
  • Sleeps 10
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This lovely welcoming retreat consists of a 5 bedroom home 4 baths on 6 beautifully landscaped acres with original stone walls is located in private historic Christiantown on the North Shore, a short distance from both Lambert’s Cove Beach and Cedar Tree Neck Wildlife R …see more

from $550 / night

$3,800 - $6,040 / week

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from $550 / night

20

Vacation home in West Tisbury

Martha's Vineyard / West Tisbury

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Ask about children
Expansive (5 acres), well-groomed property offers solitude and privacyand the exclusive and private Upper Makonikey beaches are within easy walking distance-parking also available. Perfect for family and friends looking for a real Vineyard experience. Great fishing and …see more

from $429 / night

$3,000 - $8,850 / week

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from $429 / night

21

Vacation home in West Tisbury

Martha's Vineyard / West Tisbury

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Colonial style, open-plan, air-conditioned home, with 4 bedrooms, 2.5 bathrooms, a sprawling lawn (front and back) for kids to run around and enjoy. Large wraparound porch to enjoy morning coffee or dinners al fresco from the outdoor BBQ. The fully equipped chefs kitc …see more

from $715 / night

$5,000 / week

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Responds fast!
avg. 3 hours 54 minutes

from $715 / night

37

Home rental in West Tisbury

Martha's Vineyard / West Tisbury

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
Spectacular new rental offering set on one of the highest bluffs in Makoniky on the north shore. Two private Makoniky association beaches a 10 minute walk from the house or a 5 minute drive. Stroll the shoreline in the morning or at sunset or just enjoy a relaxed day …see more

from $929 / night

$6,500 - $12,500 / week

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from $929 / night

35

West Tisbury Vacation home rental

Martha's Vineyard / West Tisbury

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Designed and built by one of the island premier firms and tucked in the exquisite community of homes known as Deep Bottom, this gracious home is sited on 2.78 acres with gorgeous views across the Deep Bottom pond and meadows. Adding to the serenity of this bucolic sett …see more

from $1,500 / night

$10,500 - $12,400 / week

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from $1,500 / night