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Classic updated 7 bedrooms, 5 bath West Chop Home. Nestled on a large landscaped lot on Hatch Rd in Vineyard Haven this spacious home offers the best in vacation home...Read more

Location: 
Vineyard Haven
Sleeps: 
12
Bedrooms: 
7
Baths: 
5
Price Range:
$10,000 - $11,000
June 2027
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Clean Fee: 
$1000 per week
Tax: State & Local: 
11.7
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JORED

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Property Details
Katama Area Contemporary Cape, Newly Renovated 4 bedroom, Nicely Tucked on a Quiet Street, Private Deck & Spacious Yard Area

This lovely contemporary cape-style home tucked in the heart of Katama has undergone a complete gut renovation. Set on a large lot the home features a spacious back deck where families can dine...Read more

Location: 
Katama
Sleeps: 
7
Bedrooms: 
4
Baths: 
2
Price Range:
$6,500 - $11,000
June 2027
SuMoTuWeThFrSaWeek
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$6,500
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$6,500
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$6,500
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$6,500
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 $9,500
July 2027
SuMoTuWeThFrSaWeek
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$9,500
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$9,500
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$9,500
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$9,500
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$9,500
August 2027
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$11,000
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$11,000
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$11,000
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$11,000
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 $11,000
September 2027
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$11,000
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$9,500
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$9,500
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$9,500
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 $6,500
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7
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RAOMA

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Property Details
Long Point Beach Area, Heated Pool, Large Patio with Living and Dining Areas, Gorgeous Contemporary Coastal Interior, Large Private Yard

Gorgeous all newly updated 4 bedroom home with central AC, privately tucked away in the Long Point Beach area of West Tisbury, a family-friendly community of lovely homes, and only minutes away...Read more

Location: 
West Tisbury
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$7,500 - $10,500
June 2027
SuMoTuWeThFrSaWeek
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$7,500
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$9,500
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$9,500
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$10,000
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 $10,500
July 2027
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$10,500
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$10,500
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$10,500
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$10,500
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$10,500
August 2027
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$10,500
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$10,500
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$10,500
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$10,500
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 $9,500
September 2027
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$9,500
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$9,500
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Clean Fee: 
$550 per week
Tax: State & Local: 
11.7

Pool heated by aqua-solar panels throughout the rental period.  Specific request for 82 degrees by use of propane heat incurs a $500 per week surcharge.

 

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CHAMV

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Property Details
WATER VIEW, IN TOWN - 2 MINUTE WALK TO MAIN ST, WIFI, A/C

In-Town Luxury Home. This state-of-the-art home features a large living room with a dining area and a gourmet kitchen with Viking and Sub Zero appliances. Each of the 4 bedrooms...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
4
Baths: 
4
Price Range:
$5,250 - $10,500
June 2027
SuMoTuWeThFrSaWeek
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$7,990
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$7,990
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$7,990
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$7,990
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 $10,500
July 2027
SuMoTuWeThFrSaWeek
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$10,500
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$10,500
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$10,500
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$10,500
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$10,500
August 2027
SuMoTuWeThFrSaWeek
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$10,500
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$10,500
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$10,500
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$10,500
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 $7,990
September 2027
SuMoTuWeThFrSaWeek
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$7,990
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$7,990
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$7,990
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$7,990
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 $6,990
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7
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CLE20

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Property Details
Outer Harbor Waterfront, West Chop Area, Private Sandy Beach, Lush Gardens and Large Yard, Magnificent Water Views

NOTE: New upgrades for 2026 Rental Season: Mini Split AC units in the Living Area, Kitchen, and Bedrooms,  New Sofa in the Living Area, Newly Painted,  All new Windows throughout the House....Read more

Location: 
Vineyard Haven
Sleeps: 
7
Bedrooms: 
4
Baths: 
2
Price Range:
$4,500 - $10,500
June 2027
SuMoTuWeThFrSaWeek
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2
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$4,700
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$5,500
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$5,500
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$8,100
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 $8,500
July 2027
SuMoTuWeThFrSaWeek
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$8,500
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$9,000
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$9,000
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$9,500
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$10,000
August 2027
SuMoTuWeThFrSaWeek
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$10,500
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$10,500
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$10,500
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$10,000
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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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 $4,500
Clean Fee: 
$600 per week
Tax: State & Local: 
11.7
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NMAKO

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Property Details
Split Rock House - Waterfront Makonikey, Private Association Beach, Private Tennis Court, WiFi

Beautiful beachfront summer house with breathtaking views. 

Welcome to your opportunity to experience what Martha's Vineyard vacations are all about.  Beautiful beachfront living with expansive views of Martha's Vineyard Sound...Read more

Location: 
West Tisbury
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$10,000 - $10,000
June 2027
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Clean Fee: 
$250 per week
Tax: State & Local: 
11.7
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SHAJO

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Property Details

Step into this exquisite Victorian-style residence, meticulously renovated to preserve its original allure while offering a sanctuary away from the bustle of everyday life. Nestled in the picturesque town of...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$4,000 - $10,000
June 2027
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Clean Fee: 
$600 per week
Tax: State & Local: 
11.7
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MILKE

Inquire
Property Details
Edgartown, Katama Area, Beautiful, Contemporary 5 Bedroom Sleeps 10, 4.5 Baths, Private Deck with Outdoor Dining Area, Large Yard Area

Stylish & Spacious Katama Vacation Home – Close to South Beach and Edgartown Village

This beautifully designed Edgartown vacation home is privately tucked away on a large lot in the...Read more

Location: 
Edgartown
Sleeps: 
10
Bedrooms: 
5
Baths: 
4
Price Range:
$5,500 - $10,000
June 2027
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July 2027
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September 2027
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Clean Fee: 
$900 per week
Tax: State & Local: 
11.7
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WEI81

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Property Details
Lovely Oak Bluffs Escape, 3 Bedrooms in Main House, 2 Bedrooms over Garage, 3.5 Baths Multiple Living Spaces, Walk to Oak Bluffs Center, 1 Mile

Nestled on a tranquil cul-de-sac in the heart of Oak Bluffs, this meticulously renovated Modern Colonial offers a special Martha's Vineyard experience. Thoughtfully reimagined in 2025, the property encompasses a...Read more

Location: 
Oak Bluffs
Sleeps: 
10
Bedrooms: 
5
Baths: 
3
Price Range:
$7,000 - $10,000
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
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RUNYW

Inquire
Property Details
Water view Upper Makonikey Home, Distinctive Design by Royal Barry Wills, Two Private Association Beaches, Central A/C

Classic Royal Barry Wills-designed cedar-shingled Vineyard home, beautifully sited on five private landscaped acres in the exclusive enclave of homes known as Makonikey. Lovely distant water views of Vineyard Sound and...Read more

Location: 
West Tisbury
Sleeps: 
8
Bedrooms: 
3
Baths: 
3
Price Range:
$5,000 - $9,750
June 2027
SuMoTuWeThFrSaWeek
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$5,000
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$5,750
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$5,750
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$7,500
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 $9,750
July 2027
SuMoTuWeThFrSaWeek
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2
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$9,750
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$9,750
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$9,750
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$9,750
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$9,750
August 2027
SuMoTuWeThFrSaWeek
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$9,750
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$9,750
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$9,750
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$9,750
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 $7,500
September 2027
SuMoTuWeThFrSaWeek
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$7,500
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$7,500
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$5,750
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$5,750
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29
30
 
Clean Fee: 
$350 per week
Tax: State & Local: 
11.7
Add Favorite
 
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CURRM

Inquire
Property Details
Outstanding Designer Home, 15 Min Walk to Oak Bluffs Center, 4 Bedrooms each en suite with TV, Occupancy Limit 9

Stylish Dreamy Home on Dreamer's Way, less than a mile from the town center and beach area! The owners have left nothing out in the way of design and comfort in...Read more

Location: 
Oak Bluffs
Sleeps: 
9
Bedrooms: 
4
Baths: 
4
Price Range:
$3,500 - $9,700
June 2027
SuMoTuWeThFrSaWeek
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2
3
4
5
$6,500
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7
8
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10
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12
$7,100
13
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$7,700
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$8,400
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28
29
30
 $9,000
July 2027
SuMoTuWeThFrSaWeek
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2
3
$9,000
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5
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$9,000
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$9,400
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$9,700
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$9,900
August 2027
SuMoTuWeThFrSaWeek
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2
3
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$11,200
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9
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$11,700
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$11,200
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$10,000
29
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31
 $8,400
September 2027
SuMoTuWeThFrSaWeek
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$8,400
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$7,000
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$6,000
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$5,000
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 $4,500
Clean Fee: 
$500 per week
Tax: State & Local: 
11.7

Owner ACCEPTS 3 NIGHT MINIMUM STAYS, MEMORIAL DAY WEEKEND TO JUNE 16TH, AND SEPT 7TH TO THE END OF OCTOBER.

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KERR4

Inquire
Property Details
Sophisticated & Charming Waterfront Cottage, Large Waterfront Deck, Dock, Tennis Court, Spectacular Views

Stunning cottage style home where the wate front is literally at your doorstep. Lake Tashmoo is a large saltwater inlet great for swimming, sailing, and boating with access to the ocean.  Relax on the...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$9,500 - $9,500
June 2027
SuMoTuWeThFrSa
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July 2027
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$9,500
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$9,500
August 2027
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$9,500
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$9,500
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$9,500
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$9,500
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 $9,500
September 2027
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$9,500
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Clean Fee: 
$600 per week
Tax: State & Local: 
11.7
Add Favorite
 
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WE122

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Property Details
Luxury Modern Farm House Design, Waterfront Pear Tree Cove on the Tisbury Great Pond, Rental Boat Access to South Shore Beach, Spectacular Area for Kayak Enthusiasts

New exquisite contemporary farmhouse design! Waterfront on the Tisbury Great Pond with access via boat rentals to gorgeous South Shore Beach. The beach area on the pond provides a great play space...Read more

Location: 
West Tisbury
Sleeps: 
8
Bedrooms: 
4
Baths: 
4
Price Range:
$9,500 - $9,500
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: 
$550 per week
Tax: State & Local: 
11.7
Add Favorite
 
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VANA2

Inquire
Property Details
Charming , Modern In-Town Oak Bluffs Vacation Home. Walk to Town, Parks, Beach. 4 Bedrooms, Sleeps 8, 3 Baths

This charming Oak Bluffs home is tucked away in a peaceful neighborhood, yet conveniently located just a 10-minute walk to the heart of town, the harbor, and the beach. Meticulously...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$5,000 - $9,500
June 2027
SuMoTuWeThFrSaWeek
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2
3
4
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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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2
3
$5,000
4
5
6
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9
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$6,500
11
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$6,000
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$6,500
25
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$7,500
August 2027
SuMoTuWeThFrSaWeek
1
2
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$9,500
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$9,500
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$9,500
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$6,500
29
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 $5,000
September 2027
SuMoTuWeThFrSaWeek
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$5,000
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$5,000
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 $4,500
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7
Add Favorite
 
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ARNOS

Inquire
Property Details
Wonderful Family Friendly Home in West Chop Area of Vineyard Haven
Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
6
Baths: 
3
Price Range:
$4,200 - $9,450
June 2027
SuMoTuWeThFrSaWeek
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2
3
4
5
$6,700
6
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$7,000
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$7,000
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$7,000
27
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 $8,400
July 2027
SuMoTuWeThFrSaWeek
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2
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$8,400
4
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$8,400
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$8,400
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$8,400
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$8,400
August 2027
SuMoTuWeThFrSaWeek
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$9,450
8
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$9,450
15
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$9,450
22
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$9,450
29
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 $8,100
September 2027
SuMoTuWeThFrSaWeek
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2
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$8,100
5
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$6,300
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$6,300
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$6,300
26
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 $6,300
Clean Fee: 
$600 per week
Tax: State & Local: 
11.7

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