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Note:  Pool is heated by solar panels so the temperature cannot be set. Generally is in the 80's during the latter part of June through the first week of September.  ...Read more

Location: 
Chilmark
Sleeps: 
10
Bedrooms: 
5
Baths: 
3
Price Range:
$0 - $0
June 2026
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Clean Fee: 
$800 per week
Tax: State & Local: 
11.7
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KELVH

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Property Details
Classic Main St Home, Stylish Updates, Beautifully Landscaped, Porch overlooks Yard, Walk to Town Center

Classic Vineyard Haven Main St Home!  Recently updated throughout and is being offered as a vacation rental, ideal for families of 6.  Multiple living spaces assure that all have room to...Read more

Location: 
Vineyard Haven
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
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: 
$400 per week
Tax: State & Local: 
11.7
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GRACM

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Property Details
Beautful Oak Bluffs Home. Pool, Tucked on a Large Private &Extensively Landscaped Lot, 4 Bedrooms, Sleeps 9

Modern, spacious recently updated vacation home with a heated pool tucked on 1.5 acres of landscaped grounds provides an ideal setting for families and friends to enjoy their time together. The...Read more

Location: 
Oak Bluffs
Sleeps: 
9
Bedrooms: 
4
Baths: 
2
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: 
$500 per week
Tax: State & Local: 
11.7

Pool Heated to 81 degrees July & August weeks included in the rental rate. 

Pool Heated to 81 degrees,  additional $275 per week June& September weeks 2023

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BURET

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Pristine Cape, Located on a Large Lot in Bold Meadow Area of Edgartown, Large Yard, Sleeps 8

The perfect vacation home sits on a large lot with a beautifully landscaped private yard bordered by woodlands.  Bold Meadow is a lovely private enclave of homes on the outskirts of...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
3
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: 
$525 per week
Tax: State & Local: 
11.7
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STEJE

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Property Details
Charming Oak Bluffs Home, Waterfront on the Lagoon, Patio & Deck Areas. Spectacular Views & Sunsets

Waterfront on the Lagoon! The highlight of this home is its breathtaking views across the lagoon and beautiful sunsets. Whether you're inside or outside on the deck or patio, you can...Read more

Location: 
Oak Bluffs
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$0 - $0
June 2026
SuMoTuWeThFrSaWeek
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$5,000
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$5,000
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$5,000
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$5,000
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 $7,400
July 2026
SuMoTuWeThFrSaWeek
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$7,400
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$7,400
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$7,400
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$7,400
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 $8,500
August 2026
SuMoTuWeThFrSaWeek
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$8,500
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$10,500
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$10,500
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$11,500
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 $5,000
September 2026
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$5,000
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Clean Fee: 
$450 per week
Tax: State & Local: 
11.7
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LONAJ

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Property Details
Luxurious Oak Bluffs Home, Multiple Living Spaces, Deck Dining Area. 3 Bedrms, Sleeps7

Welcome to this exquisite, contemporary, luxurious Oak Bluffs residence. Nestled on a tranquil street on the periphery of Oak Bluffs, this 3-bedroom, 2.5-bathroom home boasts opulent accents throughout.

Upon entry...Read more

Location: 
Oak Bluffs
Sleeps: 
7
Bedrooms: 
3
Baths: 
2
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: 
$450 per week
Tax: State & Local: 
11.7

 

 

 

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ULYPA

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Property Details
Edgartown Retreat-Impeccably Maintained, Heated Pool -14 x 32', Screened Porch, Bluestone Patio, Exqusite Grounds and Gardens, Multiple Interior and Exterior Living Spaces

NOTE:  New for 2025: The owner is having a custom built 1 bedroom guest house added to the property that will sleep 2, featuring a living, dining, kitchen area, a bedroom,...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$0 - $0
June 2026
SuMoTuWeThFrSaWeek
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$12,000
28
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 $15,000
July 2026
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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
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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$12,000
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September 2026
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Clean Fee: 
$400 per week
Tax: State & Local: 
11.7

Pool Heated to 81 degrees included in rental rate July & August weeks. 

Pool Heat shoulder season weeks additional propane surcharge, please inquire! 

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WILLC

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Property Details
Beautiful, Spacious Contemporary Home, Sleeps 8, Tucked on a large lot in an Enclave of Lovely Homes

Nestled amidst  lovely landscaped grounds, this contemporary vacation getaway offers ample space and modern comforts. A serene path from the backyard invites exploration of nearby walking trails. Boasting multiple living areas...Read more

Location: 
Edgartown
Sleeps: 
9
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: 
$600
Tax: State & Local: 
11.7
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LEAHW

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Property Details
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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GRAND

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Property Details
Lovely Edgartown Home, Private Location just 1.5 Miles to Village Center, Pool, 5 Bedrooms, 4.5 Baths, Sleeps 10

Charming 5-Bedroom, 4.5-Bath Home with Pool: Nestled in a private setting, this cozy home features a large above-ground pool, perfect for relaxation and fun, a private yard, and a large deck...Read more

Location: 
Edgartown
Sleeps: 
10
Bedrooms: 
5
Baths: 
4
Price Range:
$0 - $0
June 2026
SuMoTuWeThFrSaWeek
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 $10,000
July 2026
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$9,000
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$9,000
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 $10,000
August 2026
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$10,000
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$12,000
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$12,000
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$12,000
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September 2026
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Clean Fee: 
$700 per week
Tax: State & Local: 
11.7
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STEVK

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Property Details
Tucked in the Heart of the Katama area of Edgartown, Charming, Spacious, Open Floor Plan Garage Apartment

Perfect Summer Getaway in Katama

Enjoy your summer escape in this spacious and immaculate apartment, ideally located in the heart of Katama—just one mile from South Beach and two miles...Read more

Location: 
Edgartown
Sleeps: 
2
Bedrooms: 
1
Baths: 
1
Price Range:
$0 - $0
June 2026
SuMoTuWeThFrSaWeek
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$1,700
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$1,700
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$1,700
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$1,700
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 $2,500
July 2026
SuMoTuWeThFrSaWeek
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$2,500
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$2,500
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$2,500
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$2,500
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 $2,500
August 2026
SuMoTuWeThFrSaWeek
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$2,500
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$3,000
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$3,000
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$2,800
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$2,500
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 $1,700
September 2026
SuMoTuWeThFrSaWeek
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$1,700
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$1,700
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$1,700
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$1,700
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Clean Fee: 
$180 per week
Tax: State & Local: 
11.7

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