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Updated East Chop Area Summer Retreat, Great Proximity to Town Center and Beaches, Cottage Styling with All the Modern Amenities, Central A/C. Covered Porch and Open Patio Areas.

Visitors will enjoy this delightful &  comfortable 4 bedroom, 3 bath home in the desirable East Chop area of Oak Bluffs. 

Relax in the breeze with your morning coffee on the front...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$5,350 - $7,500
June 2027
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 $5,350
July 2027
SuMoTuWeThFrSaWeek
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$5,350
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$5,350
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$5,350
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$5,350
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$7,000
August 2027
SuMoTuWeThFrSaWeek
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$7,000
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$7,200
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$7,500
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$7,500
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September 2027
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Clean Fee: 
$500 per week
Tax: State & Local: 
11.7
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LITRA

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Property Details
Spectacular Chilmark Sunset Water Views, Walk to Private Associaton Waterfont on the North Shore, Association Tennis and the many Walking Trails.

This charming, updated cottage is located on Chilmark's iconic north shore with views of Vineyard Sound and the Elizabeth Islands.  Take in spectacular sunset water views from the 40-foot deck...Read more

Location: 
Chilmark
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$5,000 - $7,500
June 2027
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July 2027
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September 2027
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Clean Fee: 
$475 per week
Tax: State & Local: 
11.7

This home books Fri to Fri in July & August

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SET66

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Property Details
Pristine Contemporary Saltbox Home set in a quiet area on the outskirts of Edgartown, 4 Bedrooms, 3 baths, Landscaped Yard with a Bluestone Patio with outdoor Dining and Grill area

This lovely home features open living, dining & kitchen areas on the first level. Additional living space in the sunny TV room features sofa & chair seating and opens via...Read more

Location: 
Edgartown
Sleeps: 
6
Bedrooms: 
4
Baths: 
3
Price Range:
$5,000 - $7,400
June 2027
SuMoTuWeThFrSaWeek
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$5,500
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$5,500
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$5,500
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$5,500
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 $6,000
July 2027
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$6,000
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$6,000
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$6,000
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$6,000
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$6,500
August 2027
SuMoTuWeThFrSaWeek
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$7,400
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$7,400
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$7,400
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$6,250
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 $6,000
September 2027
SuMoTuWeThFrSaWeek
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$6,000
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$5,500
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$5,500
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$5,500
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 $5,500
Clean Fee: 
$400 per week
Tax: State & Local: 
11.7
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WEINS

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Property Details
Charming and Pristine Hilltop Restored Farm House, Water views, Spectacular Sunsets, Set on Large Private Acreage

Hilltop House is located on one of the highest points on the Island displaying broad views across the rolling hills to beautiful water views beyond. Acres of undisturbed privacy and a...Read more

Location: 
Aquinnah
Sleeps: 
5
Bedrooms: 
3
Baths: 
2
Price Range:
$7,300 - $7,300
June 2027
SuMoTuWeThFrSaWeek
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 $7,300
July 2027
SuMoTuWeThFrSaWeek
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$7,300
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$7,300
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$7,300
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$7,300
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$7,300
August 2027
SuMoTuWeThFrSaWeek
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$7,300
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$7,300
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$7,300
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$7,300
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 $7,300
September 2027
SuMoTuWeThFrSaWeek
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$7,300
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Clean Fee: 
$350 per week
Tax: State & Local: 
11.7

Owner open to renting with weekday arrival and departure in August to accommodate the need for car reservations. 

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LISDA

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Property Details
Charming Saltbox Edgartown Home, Newly Updated , Island Grove Area, 4 Bedroom, 2 bath, Sleeps 7.

Thoughtfully updated contemporary Saltbox-style retreat, tucked away in the desirable Island Grove area of Edgartown. Surrounded by a spacious yard/lawn area & mature plantings, this inviting vacation home offers the perfect blend...Read more

Location: 
Edgartown
Sleeps: 
7
Bedrooms: 
4
Baths: 
2
Price Range:
$3,500 - $7,300
June 2027
SuMoTuWeThFrSaWeek
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$4,800
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 $5,500
July 2027
SuMoTuWeThFrSaWeek
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$5,500
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$5,500
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$5,500
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$6,000
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$6,000
August 2027
SuMoTuWeThFrSaWeek
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$7,300
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$7,300
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$6,000
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$5,800
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 $4,200
September 2027
SuMoTuWeThFrSaWeek
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$4,200
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$3,500
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$3,500
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$3,500
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 $3,500
Clean Fee: 
$500 per week
Tax: State & Local: 
11.7

Owner open to weekday arrival and departure July weeks to accommodate the need for auto ferry tickets. 

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TERSM

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Property Details
Modern, Newly Renovated, Architecturally Significant Beach Cottage Design. Close to Town and Beaches, Tucked in the Lovely Community of Summer Homes, Waterview Farms!

Gorgeous all newly renovated and newly furnished mid-century beach cottage, now a modern vacation oasis designed by the prominent interior design firm, - Tersigni Palachek. This eloquent, yet beachy home offers...Read more

Location: 
Oak Bluffs
Sleeps: 
7
Bedrooms: 
4
Baths: 
2
Price Range:
$2,600 - $7,200
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: 
$425 per week
Tax: State & Local: 
11.7

Owner books Fri to Fri July & August weeks!

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BICKE

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Property Details
East Chop Area, Tri-Level Home with Distant Water views, Located just 1.5 Mi to Oak Bluffs Center

East Chop Escape with lovely Distant Water Views
Light-Filled Tri-Level Home, 4 Bedrooms, & 3 baths, 1.5 Miles to Oak Bluffs Center

Set in the highly sought-after East Chop neighborhood,...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$6,500 - $7,150
June 2027
SuMoTuWeThFrSaWeek
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 $7,150
July 2027
SuMoTuWeThFrSaWeek
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$7,150
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$7,150
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$7,150
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$7,150
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$7,150
August 2027
SuMoTuWeThFrSaWeek
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$7,150
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$7,150
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$7,150
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$7,150
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 $7,000
September 2027
SuMoTuWeThFrSaWeek
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$7,000
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$6,500
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$6,500
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$6,500
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 $6,500
Clean Fee: 
$600 per week
Tax: State & Local: 
11.7
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BEAT2

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Property Details
Perfect Katama Location. 4 bedrooms, Spacious Deck overlooking Yard Area

Situated in the heart of the Katama area of Edgartown this lovely home is just 2 miles to South Beach and 2 miles to the heart of Edgartown village area. ...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$6,200 - $7,150
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: 
$475
Tax: State & Local: 
11.7

Ferry Tickets Available for purchase 8/22-8/29, 8/29-9/5 - please inquire

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BURBS

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Property Details
Set Just on the ouskirts of Oak Bluffs. Central AC, Screened Porch

Lovely spacious 3+ bedroom, 3.5 bedroom home within a mile from Oak Bluffs center and beach area.  Fully furnished screen porch and shady porch.  This lovely home sleeps families of 8 comfortably.

The main...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
3
Baths: 
3
Price Range:
$6,500 - $7,100
June 2027
SuMoTuWeThFrSa
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July 2027
SuMoTuWeThFrSaWeek
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$6,500
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$6,500
August 2027
SuMoTuWeThFrSaWeek
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$7,100
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$7,100
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$7,100
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$7,100
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September 2027
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Clean Fee: 
$475 per week
Tax: State & Local: 
11.7
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PE585

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Property Details
Perfect Beach Front Cottage. Expansive Water Views, Gorgeous Sunsets, Pristine Modern Interior

Privately nestled atop a dune with breathtaking views and just steps from a private swimming beach. This immaculate 2 bedroom, 1 bath beachfront cottage offers a tastefully furnished interior with sun-filled rooms...Read more

Location: 
Vineyard Haven
Sleeps: 
4
Bedrooms: 
2
Baths: 
1
Price Range:
$4,040 - $7,090
June 2027
SuMoTuWeThFrSaWeek
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$5,530
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$5,530
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$5,530
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$5,530
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 $7,090
July 2027
SuMoTuWeThFrSaWeek
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$7,090
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$7,090
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$7,090
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$7,090
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$7,090
August 2027
SuMoTuWeThFrSaWeek
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$7,090
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$7,090
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$7,090
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$6,560
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 $6,040
September 2027
SuMoTuWeThFrSaWeek
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$6,040
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$5,510
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$4,990
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$4,990
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 $4,460
Clean Fee: 
$350 per week
Tax: State & Local: 
11.7
Add Favorite
 
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MCNAB

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Property Details
Spacious Tri Level, Contemporary Home, Located just 1.5 Miles to Edgartown Village Center

This delightful tri-level post and beam home is set in a neighborhood just on the outskirts of the Village area. 1.5 miles to town center, 10-minute drive to State and...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$4,000 - $7,000
June 2027
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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 $5,000
July 2027
SuMoTuWeThFrSaWeek
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$5,000
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$6,500
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$6,500
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$6,500
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$6,500
August 2027
SuMoTuWeThFrSaWeek
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$6,700
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$7,000
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$7,000
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$5,000
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September 2027
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Clean Fee: 
$375 per week
Tax: State & Local: 
11.7
Add Favorite
 
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MCCAM

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Property Details
Stylish New Home, In Village Location, Patio Area with Outdoor Living and Dining, Walk to town!

This beautiful four-bedroom home boasts an open-concept living space, including a large kitchen and dining area, as well as a sitting area with a wet bar, beverage cooler and large...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$7,000 - $7,000
June 2027
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September 2027
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Clean Fee: 
$550 per week
Tax: State & Local: 
11.7
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HANRJ

Inquire
Property Details
Spacious Oak Bluffs Contemporary Home, 4 Bedrooms & 4 Baths, Quiet Private Location in Bayes Hill Community of Homes

Privately situated on the outskirts of Oak Bluffs, yet centrally located to towns and beaches. The home features a large patio area with outdoor dining and grill area and a spacious...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
4
Price Range:
$3,500 - $7,000
June 2027
SuMoTuWeThFrSaWeek
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2
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$3,500
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$3,500
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$3,500
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$3,800
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 $4,500
July 2027
SuMoTuWeThFrSaWeek
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$4,500
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$5,500
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$5,500
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$5,500
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$6,000
August 2027
SuMoTuWeThFrSaWeek
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$7,000
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$7,000
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$7,000
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$5,500
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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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 $3,500
Clean Fee: 
$575
Tax: State & Local: 
11.7

Rates reduced for available weeks June - September - see calendar for adjusted rates

 

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CAROB

Inquire
Property Details
Beautifully Updated and Newly Furnished, 4 Bedrooms, 3 Baths, Multiple Living Spaces, Centrally Located to Down Island Towns and Beaches.

This charming newly renovated home boasts an airy, open floor plan on the main level featuring a wall of glass sliders that open onto a spacious deck area complete with a...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$3,500 - $7,000
June 2027
SuMoTuWeThFrSa
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July 2027
SuMoTuWeThFrSaWeek
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$6,500
August 2027
SuMoTuWeThFrSaWeek
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$6,500
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$7,000
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$7,000
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$6,500
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 $4,500
September 2027
SuMoTuWeThFrSaWeek
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$4,500
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$3,500
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Clean Fee: 
$550 per week
Tax: State & Local: 
11.7
Add Favorite
 
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NOENC

Inquire
Property Details
Beautiful Vineyard Contemporary Farmhouse featuring multiple living spaces, five bedrooms,3 Baths, seamless indoor and outdoor gathering areas. Spacious deck dining & lounge area, wraparound porch, peaceful island setting.

Nestled in the desirable Dodger's Hole community on the outskirts of Edgartown, this beautifully furnished Contemporary Farmhouse offers the perfect Martha's Vineyard retreat for extended families and groups of friends....Read more

Location: 
Edgartown
Sleeps: 
10
Bedrooms: 
5
Baths: 
3
Price Range:
$4,500 - $7,000
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: 
$750 per week
Tax: State & Local: 
11.7

Owner is also open to renting Fri to Fri Dates or other 7 night stays July weeks open to accommodate the need for auto ferry tickets. 

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