New Martha's Vineyard Rental Listings

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Exquisite New Home with Heated Pool, 18 x 38, 4 Bedrooms, 3.5 Baths, Multiple Living Areas

Luxury Edgartown Vacation Rental with Heated Pool

This stunning Edgartown vacation home is tucked within a serene community and offers the perfect Martha’s Vineyard getaway. Featuring 4 spacious bedrooms, 3...Read more

Location: 
Edgartown
Sleeps: 
10
Bedrooms: 
4
Baths: 
3
Price Range:
$7,500 - $22,000
June 2026
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July 2026
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August 2026
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$22,000
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$22,000
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$22,000
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$22,000
30
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 $10,500
September 2026
SuMoTuWeThFrSaWeek
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$10,500
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$8,500
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$8,500
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$7,500
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 $7,500
Clean Fee: 
$750 per week
Tax: State & Local: 
11.7

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

 

Pool Heated to 81 degrees, June & September weeks, additional propane surcharge $300 per week.

 

Pool Spa will be heated to 101 degrees, 4 hours per day 6-10 pm, included in the rental rate July & August weeks. 

 

Pool Spa heated to 101 degrees June & September weeks, 4 hours per day 6-10 pm, additional $200 per week. 

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Classic Lovely Vineyard Cottage, Approximately 1.5 Miles to Oak Bluffs Center and Beaches. Mature Landscaped Yard, Spacious Deck

The Perfect Cozy Cottage, is pristinely maintained and situated in a quiet neighborhood just on the outskirts of Oak Bluffs.  This spacious 2 bedroom, 2 bath home sleeps 4. The...Read more

Location: 
Oak Bluffs
Sleeps: 
4
Bedrooms: 
2
Baths: 
2
Price Range:
$2,700 - $4,000
June 2026
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July 2026
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$3,500
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$3,500
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 $4,000
August 2026
SuMoTuWeThFrSaWeek
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$4,000
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$4,000
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$4,000
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$4,000
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$4,000
30
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 $3,000
September 2026
SuMoTuWeThFrSaWeek
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$3,000
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$2,700
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$2,700
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$2,700
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Clean Fee: 
$300, additional may apply multiple week rentals
Tax: State & Local: 
11.7

Owner will rent off weekend dates, with a 7-night minimum, to accommodate the need for auto ticket reservations.  

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Ramble House, Lovely, Spacious 3 Bedroom, 3 bath Vacation Home. Tucked on a Tranquil Street in Vineyard Haven, Multiple Living Spaces Indoor & Outdoor, Impeccably Maintained.

A tranquil oasis just outside Vineyard Haven and only one mile from the village center, this spacious and inviting three-bedroom, three-bath home is tucked away at the end of a...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
3
Baths: 
3
Price Range:
$3,500 - $6,900
June 2026
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July 2026
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$5,900
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$5,900
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 $6,900
August 2026
SuMoTuWeThFrSaWeek
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$6,900
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$6,900
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$6,900
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$6,900
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$6,900
30
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 $4,000
September 2026
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$4,000
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$4,000
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$4,000
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$4,000
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Clean Fee: 
$600 per week
Tax: State & Local: 
11.7
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Lovely Custom Post & Beam Home, Tucked on Gorgeous Private Acreage, 1.5 Miles from the Center of Vineyard Haven.

Martha’s Vineyard Vacation Rental – Private Vineyard Haven Retreat

This lovely and spacious Martha’s Vineyard vacation rental offers all the comforts of home in a serene, private setting. Set on...Read more

Location: 
Vineyard Haven
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$2,700 - $6,000
June 2026
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July 2026
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$4,800
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$4,800
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30
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 $5,500
August 2026
SuMoTuWeThFrSaWeek
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$5,500
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$6,000
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$6,000
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$6,000
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$5,200
30
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 $3,500
September 2026
SuMoTuWeThFrSaWeek
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$3,500
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$3,000
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$3,000
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$3,000
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 $3,000
Clean Fee: 
$575
Tax: State & Local: 
11.7

Ferry Ticket available 8/22-8/29 - please inquire. 

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La Mar, A Lovely Reverse Beach House in the Long Point Area, Newly updated, Spacious Decks, 2 Screened Porches, Sleeps 8

La Mar is a Beautifully Renovated 4-Bedroom Home with expansive outdoor living spaces on the upper and lower level decks, and screened porches on the 2nd level and off the lower level bedrooms....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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$7,500
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$8,000
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 $8,500
August 2026
SuMoTuWeThFrSaWeek
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$8,500
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$8,500
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$8,500
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$8,000
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$8,000
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 $7,000
September 2026
SuMoTuWeThFrSaWeek
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$7,000
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$7,000
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$7,000
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$7,000
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 $6,000
Clean Fee: 
$525 per week
Tax: State & Local: 
11.7
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Quintessential Edgartown Village Home, Impeccably Maintained, 3 Minute Walk to Main St, 8 Minute Walk to Lighthouse Beach & the Harborfront Area

Charming Historic Home in the Heart of Edgartown Village

Built in 1780 and thoughtfully updated, this beautifully maintained historic home blends timeless character with modern comforts. Ideally located in the...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$5,500 - $11,900
June 2026
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July 2026
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$11,900
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$11,900
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 $11,900
August 2026
SuMoTuWeThFrSaWeek
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$11,900
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$11,900
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$14,000
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$11,900
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$11,900
30
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 $9,000
September 2026
SuMoTuWeThFrSaWeek
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$9,000
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$7,000
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$7,000
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$5,500
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 $5,500
Clean Fee: 
$500
Tax: State & Local: 
11.7

Owner offers a 5% discount on the Rental Rate for two weeks, and 10% for 3 weeks or longer

 

 

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Luxurious Home, Privately Situated in the West Chop Area of Vineyard Haven, Heated Pool, Spa, North Shore Waterviews, Multiple Indoor/Outdoor LIving Spaces. 6 Bedrooms, 5.5 Baths Sleeps 13.

Exceptional Luxury Rental: Elegant 6-Bedroom Estate in West Chop, Vineyard Haven

Experience refined summer living in this stunning six-bedroom, five-and-a-half-bath coastal retreat, ideally located in the prestigious West Chop area...Read more

Location: 
Vineyard Haven
Sleeps: 
13
Bedrooms: 
6
Baths: 
5
Price Range:
$14,000 - $35,000
June 2026
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July 2026
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$30,000
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$30,000
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 $35,000
August 2026
SuMoTuWeThFrSaWeek
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$35,000
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$35,000
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$35,000
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$35,000
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$35,000
30
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 $25,000
September 2026
SuMoTuWeThFrSaWeek
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$25,000
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$18,000
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$18,000
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$16,000
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 $14,000
Clean Fee: 
$2000 per week
Tax: State & Local: 
11.7

Ferry Tickets available for Purchase 8/23 to 8/30.  Please inquire (mv)

Owner will also rent weekday to weekday with a 7-night minimum! 

 

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East Chop Classic Waterfront Home, Private Dock, Mooring Available, Spectacular Sunsets, For 2027 this Home is Under the code MUCCJ

Experience refined coastal living at this exceptional cottage- style waterfront retreat in the coveted East Chop area of Oak Bluffs. 

This idyllic waterfront summer sanctuary is poised to create cherished...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$8,000 - $15,000
June 2026
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July 2026
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$12,000
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$12,000
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 $15,000
August 2026
SuMoTuWeThFrSaWeek
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$15,000
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$18,000
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$18,000
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$18,000
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$15,000
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 $12,000
September 2026
SuMoTuWeThFrSaWeek
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$12,000
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$8,000
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$8,000
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$8,000
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 $8,000
Clean Fee: 
$650 per week
Tax: State & Local: 
11.7

This property is under a new code for the 2027 season.  Please see MUCCJ

 

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Stunning, Unique Contemporary Vacation Home, Tucked in the Heart of the Katama Area of Edgartown, Heated Pool, 12 x 25', South Beach 1 mile from House, Village Center 1.5 Miles

This exceptional vacation retreat, located in the heart of Edgartown's Katama area, is just a short distance from both South Beach and the Edgartown Village Center. State Beach on the...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
3
Baths: 
2
Price Range:
$25,000 - $25,000
June 2026
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July 2026
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$25,000
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$25,000
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 $25,000
August 2026
SuMoTuWeThFrSaWeek
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$25,000
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$25,000
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$25,000
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$25,000
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$25,000
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September 2026
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Clean Fee: 
$600 per week
Tax: State & Local: 
11.7

Two-week minimum stay required August weeks 

 

This home is exempt from the 11.7% tax,  saving over $2600 per week. 

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Essence of Chilmark Living, Tucked on High Knoll Providing Expansive Waterviews of the Atlantic, Luxurious Custom Design, Lush Gardens, 5 minute Drive to Lucy Vincent Beach

Experience the essence of Martha's Vineyard with family and friends at this exceptional home nestled on Peaked Hill in Chilmark, offering breathtaking views of the Atlantic. Set on 8 acres...Read more

Location: 
Chilmark
Sleeps: 
10
Bedrooms: 
5
Baths: 
4
Price Range:
$18,500 - $21,500
June 2026
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July 2026
SuMoTuWeThFrSaWeek
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$25,750
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$25,750
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30
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 $25,750
August 2026
SuMoTuWeThFrSaWeek
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$25,750
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$25,750
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$25,750
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$25,750
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$25,000
30
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 $21,500
September 2026
SuMoTuWeThFrSaWeek
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2
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$21,500
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$18,500
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$18,500
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$18,500
27
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 $18,500
Clean Fee: 
$850 per week
Tax: State & Local: 
11.7
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Luxurious New Build 2024, 5 Bedroom, 5.5 Baths, 20 x 40 Heated Saltwater Pool with Spa, Expansive Deck wiith Outdoor Dining and Lounge Area, Association Tennis, Tucked in Sought After Deep Bottom Enclave of Homes

Welcome to this exquisite contemporary farmhouse nestled in the tranquil community of Deep Bottom in West Tisbury, just a short drive from the vibrant village centers of Edgartown and Oak...Read more

Location: 
West Tisbury
Sleeps: 
10
Bedrooms: 
5
Baths: 
5
Price Range:
$24,000 - $30,000
June 2026
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July 2026
SuMoTuWeThFrSaWeek
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$28,000
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$28,000
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 $30,000
August 2026
SuMoTuWeThFrSaWeek
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$30,000
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$30,000
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$30,000
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$30,000
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$30,000
30
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 $30,000
September 2026
SuMoTuWeThFrSaWeek
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$30,000
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$26,000
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$26,000
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$26,000
27
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29
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 $26,000
Clean Fee: 
$800 per week
Tax: State & Local: 
11.7

Pool Heated to 82 in July & August included in rental rate. 

Pool Heated to 82 June & September additional propane surcharge, Please inquire with an agent! 

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Gorgeous Waterfront Home on the Lagoon, Newly Renovated, 4 bedrooms, 3.5 Baths, Spectacular Waterviews, Upper & Lower Decks

Waterfront Retreat on the Lagoon – Oak Bluffs

This beautifully renovated waterfront home offers breathtaking views, a private sandy beach on the Lagoon, and a stylish, coastal-inspired interior. Nearly every room...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$6,500 - $17,000
June 2026
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5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
$14,500
19
20
21
22
23
24
25
$15,000
26
27
28
29
30
31
 $15,000
August 2026
SuMoTuWeThFrSaWeek
 1
$15,000
2
3
4
5
6
7
8
$17,000
9
10
11
12
13
14
15
$17,000
16
17
18
19
20
21
22
$17,000
23
24
25
26
27
28
29
$17,000
30
31
 $13,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$13,000
6
7
8
9
10
11
12
$9,000
13
14
15
16
17
18
19
$8,000
20
21
22
23
24
25
26
$8,000
27
28
29
30
 $6,500
Clean Fee: 
$600
Tax: State & Local: 
11.7
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Stunning Newly Renovated Home, Located on Coveted North Water St in the Village Area of Edgartown, Walk to the Village Center, Lighthouse and Fuller St Beaches

Nestled within the Village Center on N Water St, stands this magnificent 5-bedroom residence, meticulously revitalized from its core with every luxury befitting its storied past. Throughout the home, bespoke...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
5
Baths: 
4
Price Range:
$14,000 - $15,000
June 2026
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
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22
23
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25
26
27
28
29
30
 
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
$17,500
19
20
21
22
23
24
25
$17,500
26
27
28
29
30
31
 $19,500
August 2026
SuMoTuWeThFrSaWeek
 1
$19,500
2
3
4
5
6
7
8
$19,500
9
10
11
12
13
14
15
$19,500
16
17
18
19
20
21
22
$19,500
23
24
25
26
27
28
29
$18,500
30
31
 $17,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$17,500
6
7
8
9
10
11
12
$15,000
13
14
15
16
17
18
19
$15,000
20
21
22
23
24
25
26
$14,000
27
28
29
30
 $14,000
Clean Fee: 
$650 per week
Tax: State & Local: 
11.7

Ferry Tickets Available for purchase 8/30-9/6 - please inquire

 

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Stunning Edgartown Village Center Retreat, Heated Pool & Spa, 26' x 11, 3 to 6 Feet Deep, Luxurious Amenities Throughout, 5 Bedrooms, 5 Baths , 2 Powder Rooms

Built in 1784 by Reverend Joseph “Parson” Thaxter, First Chaplain of the Revolutionary War and the town’s longtime minister, this storied residence has anchored the island’s history for more than...Read more

Location: 
Edgartown
Sleeps: 
10
Bedrooms: 
5
Baths: 
5
Price Range:
$14,000 - $25,000
June 2026
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
$24,000
19
20
21
22
23
24
25
$24,000
26
27
28
29
30
31
 $24,000
August 2026
SuMoTuWeThFrSaWeek
 1
$24,000
2
3
4
5
6
7
8
$24,000
9
10
11
12
13
14
15
$24,000
16
17
18
19
20
21
22
$24,000
23
24
25
26
27
28
29
$24,000
30
31
 $24,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$24,000
6
7
8
9
10
11
12
$24,000
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 $18,000
Clean Fee: 
$850 per week
Tax: State & Local: 
11.7

Pool heating fee: $300 per week (covers both pool and spa)

 

Pool is heated to 81 degrees during July & August,off season pool heat at additional cost please inquire.

 

Renters control the spa: Heats to 104°F in about 1 hour, auto shut-off after 3 hours

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The Retreat at Towanticut Where Coastal Elegance Meets Island Serenity, 3 Bedrooms, 2 Baths, Landscaped Yard, Deck Dining Area

Welcome to The Retreat at Towanticut— a chic coastal escape where upscale comfort meets effortless Vineyard charm. Nestled in the heart of Oak Bluffs and just a 15-minute stroll to Circuit Avenue...Read more

Location: 
Oak Bluffs
Sleeps: 
7
Bedrooms: 
3
Baths: 
2
Price Range:
$4,350 - $5,850
June 2026
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
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15
16
17
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19
20
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23
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25
26
27
28
29
30
 
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
$6,350
19
20
21
22
23
24
25
$7,350
26
27
28
29
30
31
 $7,800
August 2026
SuMoTuWeThFrSaWeek
 1
$7,800
2
3
4
5
6
7
8
$8,650
9
10
11
12
13
14
15
$9,050
16
17
18
19
20
21
22
$9,050
23
24
25
26
27
28
29
$7,350
30
31
 $5,850
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$5,850
6
7
8
9
10
11
12
$5,550
13
14
15
16
17
18
19
$4,550
20
21
22
23
24
25
26
$4,350
27
28
29
30
 $4,350
Clean Fee: 
$500
Tax: State & Local: 
11.7

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