New Martha's Vineyard Rental Listings

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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 2027
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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 $5,900
July 2027
SuMoTuWeThFrSaWeek
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$5,900
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$5,900
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$5,900
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$5,900
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$6,900
August 2027
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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30
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 $4,000
September 2027
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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30
 $4,000
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 2027
SuMoTuWeThFrSaWeek
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2
3
4
5
$3,000
6
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$3,000
13
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$3,000
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21
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25
26
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29
30
 $4,800
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$4,800
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5
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10
$4,800
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$4,800
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$4,800
25
26
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30
31
$5,500
August 2027
SuMoTuWeThFrSaWeek
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$6,000
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$6,000
15
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$6,000
22
23
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27
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$5,200
29
30
31
 $3,500
September 2027
SuMoTuWeThFrSaWeek
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$3,500
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$3,000
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$3,000
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25
$3,000
26
27
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29
30
 $3,000
Clean Fee: 
$575
Tax: State & Local: 
11.7
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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 2027
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July 2027
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August 2027
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September 2027
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Clean Fee: 
$525 per week
Tax: State & Local: 
11.7
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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 - $25,000
June 2027
SuMoTuWeThFrSaWeek
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30
 $25,000
July 2027
SuMoTuWeThFrSaWeek
 1
2
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$25,000
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$25,000
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$30,000
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$30,000
25
26
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30
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$35,000
August 2027
SuMoTuWeThFrSaWeek
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$35,000
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$35,000
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$35,000
22
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$35,000
29
30
31
 $25,000
September 2027
SuMoTuWeThFrSaWeek
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$25,000
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$18,000
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$18,000
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29
30
 
Clean Fee: 
$2000 per week
Tax: State & Local: 
11.7

 

 

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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 - $12,000
June 2027
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July 2027
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August 2027
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September 2027
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Clean Fee: 
$650 per week
Tax: State & Local: 
11.7

Owner reduced rate for weeks 8/15 & 8/22 - see calendar for adjusted rates

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 2027
SuMoTuWeThFrSa
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July 2027
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
August 2027
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
29
30
31
 $25,000
September 2027
SuMoTuWeThFrSaWeek
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$25,000
5
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30
 
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 - $25,750
June 2027
SuMoTuWeThFrSaWeek
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2
3
4
5
$18,500
6
7
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10
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12
$18,500
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14
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$18,500
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21
22
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26
$18,500
27
28
29
30
 $25,750
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$25,750
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5
6
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10
$25,750
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$25,750
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19
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$25,750
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$25,750
August 2027
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
29
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 $21,500
September 2027
SuMoTuWeThFrSaWeek
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$21,500
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$18,500
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$18,500
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$18,500
26
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 $18,500
Clean Fee: 
$950 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 2027
SuMoTuWeThFrSaWeek
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4
5
$26,000
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$26,000
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$26,000
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$26,000
27
28
29
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 $26,000
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$26,000
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10
$28,000
11
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$28,000
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19
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$28,000
25
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$28,000
August 2027
SuMoTuWeThFrSaWeek
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2
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$30,000
8
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$30,000
15
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$30,000
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$30,000
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 $30,000
September 2027
SuMoTuWeThFrSaWeek
 1
2
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$30,000
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$26,000
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$26,000
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$26,000
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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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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 - $21,000
June 2027
SuMoTuWeThFrSaWeek
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2
3
4
5
$15,000
6
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$15,000
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$16,000
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$16,000
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 $17,900
July 2027
SuMoTuWeThFrSaWeek
 1
2
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$17,900
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$17,900
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$17,900
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$17,900
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$20,000
August 2027
SuMoTuWeThFrSaWeek
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$20,000
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$21,000
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$20,000
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$19,000
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 $17,000
September 2027
SuMoTuWeThFrSaWeek
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$17,000
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$15,000
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$15,000
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$15,000
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 $15,000
Clean Fee: 
$800 per week
Tax: State & Local: 
11.7

 

 

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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 2027
SuMoTuWeThFrSaWeek
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5
$20,000
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$20,000
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$20,000
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$20,000
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 $24,000
July 2027
SuMoTuWeThFrSaWeek
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2
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$24,000
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$24,000
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$24,000
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$24,000
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$24,000
August 2027
SuMoTuWeThFrSaWeek
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$24,000
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$24,000
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$24,000
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$24,000
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 $24,000
September 2027
SuMoTuWeThFrSaWeek
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2
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$24,000
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$24,000
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$24,000
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$24,000
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 $25,000
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

 

* 2 Week minimum stay required *

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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 2027
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July 2027
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August 2027
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September 2027
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Clean Fee: 
$500
Tax: State & Local: 
11.7
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Quintessential Village Center Home, Multiple Indoor/Outdoor Living Spaces, 3 Minute Walk to Main St, 4 bedrooms, Sleeps 8

Charming Village Center Cape-Style Home in Edgartown

Tucked just off Main Street in the heart of Edgartown, this sweet and pristine Cape-style home offers the perfect blend of charm and...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$0 - $0
June 2027
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July 2027
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August 2027
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September 2027
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Clean Fee: 
$400 per week
Tax: State & Local: 
11.7
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Chic, Meticulously Maintained Cape Style Home, 3 bedrooms, 3 Baths, Sleeps 6, Walk to Oak Bluffs Town Center and Beaches, Tucked on a Large Beautifully Landscaped Lot

Nestled on a beautifully landscaped lot in a serene and private neighborhood, this meticulously maintained home in Oak Bluffs offers a perfect retreat for rental guests, with chic luxury amenities, and mulitiple...Read more

Location: 
Oak Bluffs
Sleeps: 
6
Bedrooms: 
3
Baths: 
3
Price Range:
$3,220 - $7,350
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,220
6
7
8
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10
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12
$3,220
13
14
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17
18
19
$5,510
20
21
22
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24
25
26
$5,510
27
28
29
30
 $6,610
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$6,610
4
5
6
7
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9
10
$6,610
11
12
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17
$7,350
18
19
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24
$7,350
25
26
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30
31
$7,350
August 2027
SuMoTuWeThFrSaWeek
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$7,350
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14
$7,350
15
16
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$7,350
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23
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28
$6,610
29
30
31
 $6,610
September 2027
SuMoTuWeThFrSaWeek
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2
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4
$6,610
5
6
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$6,610
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$3,220
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25
$3,220
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30
 $3,220
Clean Fee: 
$425 per week
Tax: State & Local: 
11.7
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Gorgeous Custom Contemporary Farmhouse Design, Heated Pool & Spa, Located Just on the Outskirts of Edgartown Center! 4 Bedrooms, 4.5 Baths

Heated Pool and Outdoor Living

Enjoy a beautifully designed 30x16' heated pool with a depth ranging from 3.7 feet at the shallow end to 7 feet at the deep end....Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
4
Price Range:
$7,500 - $14,800
June 2027
SuMoTuWeThFrSaWeek
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2
3
4
5
$7,600
6
7
8
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10
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12
$7,600
13
14
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$7,600
20
21
22
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25
26
$10,600
27
28
29
30
 $12,900
July 2027
SuMoTuWeThFrSaWeek
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2
3
$12,900
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5
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$12,900
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$12,900
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$12,900
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$13,650
August 2027
SuMoTuWeThFrSaWeek
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$14,700
8
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$14,800
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$14,700
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$13,600
29
30
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 $10,600
September 2027
SuMoTuWeThFrSaWeek
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$10,600
5
6
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$7,600
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$7,600
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$7,600
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 $7,600
Clean Fee: 
$575
Tax: State & Local: 
11.7

Pool heated to 80 included in the rental rate last week in June through the last week in August. Spa is heated to the same temperature as pool. 

Per a renter request the spa can be heated to 101, 4 hours per day 6 to 10 pm for an additional $200 per week.

 

June & September weeks pool heated to 80 additional $250 propane surcharge week, request for higher temperatures, speak with an agent. Spa is heated to the same temperature as the Pool.  Requests for Spa heated to 101 4 hours per day additional $200 per week. 

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Beautiful Oak Bluffs Home, Screened Porch & Open Porch, Association Tennis Courts, 4 bedrooms, 3.5 baths, Ideally Located just 2 miles to Town and Beach

Spacious contemporary home nestled in the lovely community of homes Meadow View Farms just on the outskirts of Oak Bluffs and 2 miles to town center and Oak Bluffs beaches....Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$8,000 - $12,500
June 2027
SuMoTuWeThFrSaWeek
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2
3
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$9,000
27
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 $9,000
July 2027
SuMoTuWeThFrSaWeek
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2
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$9,000
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$9,000
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$9,000
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$12,500
25
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31
$12,500
August 2027
SuMoTuWeThFrSaWeek
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$12,500
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$12,500
15
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$12,500
22
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28
$12,500
29
30
31
 $12,500
September 2027
SuMoTuWeThFrSaWeek
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2
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$12,500
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$12,500
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$8,500
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$8,500
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 $8,500
Clean Fee: 
$500 per week
Tax: State & Local: 
11.7

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