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Elegant Retreat Long Point Beach Area, West Tisbury, Expansive Landscaped Yard, Wrap Around Porch and Deck

Long Point Beach Area beautifully appointed home set on 1.4 acres with manicured lawns, perennial beds, and flowering trees.  Guests are sure to enjoy the expansive wrap-around porch and shaded...Read more

Location: 
West Tisbury
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$3,500 - $7,000
June 2026
SuMoTuWeThFrSaWeek
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$4,000
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$4,500
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$4,500
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$6,000
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29
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 $6,000
July 2026
SuMoTuWeThFrSaWeek
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$6,000
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$6,000
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$6,000
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$7,000
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30
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 $7,000
August 2026
SuMoTuWeThFrSaWeek
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$7,000
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$7,500
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$8,500
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$8,500
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$6,800
30
31
 
September 2026
SuMoTuWeThFrSaWeek
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$3,500
27
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29
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 $3,500
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7
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Lagoon Waterfront & Beachfront, Spectacular Water views, Room A/C, WIFI

Adorable waterfront & beachfront cottage.   Immaculately maintained, lots of summer charm, fantastic views of the Vineyard Sound and Lagoon from the large patio area. Stairs lead directly to a...Read more

Location: 
Oak Bluffs
Sleeps: 
4
Bedrooms: 
2
Baths: 
1
Price Range:
$0 - $0
June 2026
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July 2026
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August 2026
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September 2026
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Clean Fee: 
$250 per week
Tax: State & Local: 
11.7
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Modern Cottage, Recently Updated! Walk to Oak Bluffs Harbor and Town Center, 15 min walk

Walk to Oak Bluffs town center, ferry, or Inkwell Beach from this beach-chic recently renovated, adorable cottage! 

Upon entering you are greeted with an open floor plan in the living, kitchen,...Read more

Location: 
Oak Bluffs
Sleeps: 
4
Bedrooms: 
2
Baths: 
1
Price Range:
$3,150 - $8,500
June 2026
SuMoTuWeThFrSaWeek
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$3,600
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$3,600
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$3,600
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$3,600
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29
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 $4,200
July 2026
SuMoTuWeThFrSaWeek
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$4,200
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$4,200
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$4,200
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$4,200
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30
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 $4,500
August 2026
SuMoTuWeThFrSaWeek
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$4,500
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$8,500
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$10,500
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$10,500
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$4,500
30
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 $4,500
September 2026
SuMoTuWeThFrSaWeek
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$4,500
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$3,850
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$3,600
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$3,600
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 $3,600
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7
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Adorable Updated 2 Bedroom 1.5 Bath Cottage, Walk to Town, Harbor and Beach

If you are looking for an adorable cottage-style home in the center of Oak Bluffs this newly updated, tastefully decorated 2 bedroom, with one full bath and a half bath, is sure to...Read more

Location: 
Oak Bluffs
Sleeps: 
5
Bedrooms: 
2
Baths: 
1
Price Range:
$2,500 - $3,800
June 2026
SuMoTuWeThFrSaWeek
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$2,500
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$2,500
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$2,700
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$2,700
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 $3,800
July 2026
SuMoTuWeThFrSaWeek
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$3,800
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$3,800
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$3,800
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$3,800
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 $3,800
August 2026
SuMoTuWeThFrSaWeek
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$3,800
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$4,500
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$4,500
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$4,500
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$3,500
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 $3,000
September 2026
SuMoTuWeThFrSaWeek
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$3,000
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$2,500
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$2,500
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$2,500
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 $2,500
Clean Fee: 
$275 per week
Tax: State & Local: 
11.7
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Dodger's Hole, Lovely Cape Style Home, Deck, Yard

Spacious 3 bedroom, 2.5 bath home nestled on a pine and treed 1/2 acre knoll.  House is approximately 2,000 sq. ft.  Separate living room, dining room and eat-in kitchen with...Read more

Location: 
Edgartown
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$2,950 - $3,100
June 2026
SuMoTuWeThFrSaWeek
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$2,950
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$2,950
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$2,950
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$2,950
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29
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 $3,100
July 2026
SuMoTuWeThFrSaWeek
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$3,100
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$3,100
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$3,100
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$3,100
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 $3,100
August 2026
SuMoTuWeThFrSaWeek
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$3,100
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$3,100
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$3,400
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$3,400
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$3,100
30
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 $2,950
September 2026
SuMoTuWeThFrSaWeek
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$2,950
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$2,950
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$2,950
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$2,950
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Clean Fee: 
$350 per week
Tax: State & Local: 
11.7
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Sophisticated New Contemporary Home, Walk to Lambert's Cove Beach, Multiple Indoor Outdoor Living Spaces, Privately Tucked in Longview Area of West Tisbury

Discover a captivating modern retreat in the heart of West Tisbury, Martha's Vineyard. This newly built home features a striking modern design that combines architectural elegance with contemporary luxury. With...Read more

Location: 
West Tisbury
Sleeps: 
6
Bedrooms: 
3
Baths: 
3
Price Range:
$4,000 - $15,000
June 2026
SuMoTuWeThFrSaWeek
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2
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$4,000
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$7,200
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$7,200
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$7,200
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 $12,500
July 2026
SuMoTuWeThFrSaWeek
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$12,500
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$15,000
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$15,000
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$15,000
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 $15,000
August 2026
SuMoTuWeThFrSaWeek
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$15,000
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$15,000
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$15,000
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$15,000
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$15,000
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 $15,000
September 2026
SuMoTuWeThFrSaWeek
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$15,000
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$10,000
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$10,000
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$10,000
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 $10,000
Clean Fee: 
$600 per week
Tax: State & Local: 
11.7
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Pristine Bungalow, Peekaboo Water View of Lagoon, Private Path to the Lagoon Waterfront from the Yard, 2 Kayaks Provided

THOREAU'S SPIRIT LIVES - An original 1920's summer bungalow lovingly restored to perfection. Two plus acres of quiet comfort, surrounded by farmland and woods. Walk down the long lawn past...Read more

Location: 
Vineyard Haven
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$2,000 - $3,600
June 2026
SuMoTuWeThFrSaWeek
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2
3
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$2,000
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$2,400
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$2,400
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$3,050
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 $3,050
July 2026
SuMoTuWeThFrSaWeek
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$3,050
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$3,050
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$3,050
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$3,300
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 $3,300
August 2026
SuMoTuWeThFrSaWeek
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$3,300
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$3,600
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$3,600
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$3,600
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$3,300
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 $2,100
September 2026
SuMoTuWeThFrSaWeek
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$2,100
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$2,100
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$2,100
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$2,100
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Clean Fee: 
$375 per week
Tax: State & Local: 
11.7
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Edgartown Village, Walk to Town Center, Large Deck and Farmers Porch for Outdoor Enjoyment

Walk to Village Area from this sweet, cape-style home that features a farmer's porch across the front and a 12 x 20 mahogany deck across the back with an enclosed outside shower. 

The...Read more

Location: 
Edgartown
Sleeps: 
7
Bedrooms: 
3
Baths: 
2
Price Range:
$2,600 - $5,800
June 2026
SuMoTuWeThFrSaWeek
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2
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$3,600
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$3,600
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$4,200
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$4,800
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 $5,400
July 2026
SuMoTuWeThFrSaWeek
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$5,400
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$5,400
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$5,400
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$5,400
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 $5,800
August 2026
SuMoTuWeThFrSaWeek
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$5,800
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$5,800
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$5,800
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$5,800
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$5,800
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 $4,800
September 2026
SuMoTuWeThFrSaWeek
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$4,800
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$3,600
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$3,600
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$3,600
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 $3,000
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7
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Outstanding Waterfront Home & Guest House, Panoramic Views, Beach on the Lagoon, 5 Bedrooms, 4 Baths, AC

Gorgeous Expansive Waterfront Main & Guest Cottage, perfect for a multigenerational family vacation.  Spectacular views across and up the lagoon, this pristine home and guest cottage sits on just under two...Read more

Location: 
Oak Bluffs
Sleeps: 
9
Bedrooms: 
5
Baths: 
4
Price Range:
$18,000 - $18,000
June 2026
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July 2026
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August 2026
SuMoTuWeThFrSaWeek
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$18,000
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$15,500
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 $15,500
September 2026
SuMoTuWeThFrSaWeek
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$15,500
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Clean Fee: 
$600 per week
Tax: State & Local: 
11.7

Two Week Minimum Stay Required per Owner

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Spacious West Tisbury Home, Multiple Indoor, Outdoor living Spaces. 4 bedrooms, 5 Min Drive to Lambert's Cove Beach

Nestled off the serene Hidden Village Rd, merely 1.5 miles away from Lambert’s Cove Beach, this charming, spacious home offers contemporary comforts in a secluded haven. With a blend of...Read more

Location: 
West Tisbury
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$0 - $0
June 2026
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July 2026
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August 2026
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September 2026
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Clean Fee: 
$375 per week
Tax: State & Local: 
11.7

 

 

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