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Waterfront on the Shores of a Picturesque Tidal Inlet Lake Tashmoo, Shared Tennis Courts, Spectacular Views & Sunsets,

This lovely three-bedroom home is located on the shores of beautiful Lake Tashmoo (a tidal saltwater lake connecting to Vineyard Sound).  The modern open floor plan includes. kitchen, living, and...Read more

Location: 
Vineyard Haven
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$8,500 - $8,500
June 2027
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July 2027
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August 2027
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$8,500
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$8,500
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$8,500
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 $8,500
September 2027
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$8,500
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Clean Fee: 
$375 per week
Tax: State & Local: 
11.7
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CALLA

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Property Details
Edgartown Village, Lovely 4 bedroom Home, 3 Baths, Quiet Location, 5 Minute Walk to Main Street,

MVVR Exclusive:This charming 4-bedroom, 3-bath home is ideally located just a 5-minute walk from Main Street, offering the perfect combination of in-town convenience and privacy at the end of Silva...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$3,700 - $8,500
June 2027
SuMoTuWeThFrSaWeek
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$4,200
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$4,200
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$4,200
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$4,700
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 $7,500
July 2027
SuMoTuWeThFrSaWeek
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$7,500
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$7,500
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$7,500
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$7,500
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$7,500
August 2027
SuMoTuWeThFrSaWeek
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$8,500
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$8,500
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$8,000
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$7,200
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 $4,700
September 2027
SuMoTuWeThFrSaWeek
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$4,700
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$4,200
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$4,200
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$4,200
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 $3,700
Clean Fee: 
$575 per week
Tax: State & Local: 
11.7

Parking for 2 mid-size cars or SUVs only - please inquire

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TESTL

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Property Details
Beautiful Long View Country House, Walk to Lambert's Cove Beach, Central A/C

Extended families will enjoy this lovely 5 bedroom, 3 bath home featuring expanded living space with a first-floor living room and second-floor family/tv room.  Spacious modern kitchen with prep island...Read more

Location: 
West Tisbury
Sleeps: 
10
Bedrooms: 
5
Baths: 
3
Price Range:
$6,900 - $8,500
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: 
$650 per week
Tax: State & Local: 
11.7
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DRAPM

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Property Details
Mink Meadows Family Compound, Private Heated Pool, Walk or Drive to Private Association Beach, Beautifully Landscaped Yard, Deck and Patio, Golf 1 Mile from House

Spacious 4 Bedroom, 3.5 bath family compound with 28 x 14  heated pool, multiple indoor/outdoor living spaces situated in Mink Meadows Association. 

Mink Meadows Public Golf Course is just a short drive...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$4,400 - $8,500
June 2027
SuMoTuWeThFrSaWeek
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3
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$4,400
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$4,400
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$6,500
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$6,500
27
28
29
30
 $7,800
July 2027
SuMoTuWeThFrSaWeek
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2
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$7,800
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$7,800
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$7,800
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$7,800
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30
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$8,500
August 2027
SuMoTuWeThFrSaWeek
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$8,500
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$8,500
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$8,500
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$8,500
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 $6,500
September 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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 $6,500
Clean Fee: 
$550 per week
Tax: State & Local: 
11.7

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

 

Pool heated to 81 degrees June & September additional $250 per week. Requests for higher temperature, please contact your agent for details. 

 

Pool heated to 81 degrees May & October additional $350 per week. Requests for higher temperature, please contact your agent for details.

 

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BOWDL

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Property Details
Lovely Custom Contemporary Home, Tucked in the Community of Bayes Hill, 4 Bedrooms, 4 Bath, Landscaped, Deck, Patio Dining Area

Designed with a sophisticated contemporary aesthetic, this chic vacation retreat showcases an open floor plan, expansive windows, and beautifully curated interiors. Offering four bedrooms and 3.5 baths, the home is...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$7,000 - $8,050
June 2027
SuMoTuWeThFrSaWeek
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$7,500
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$7,500
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$7,500
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$7,500
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 $7,750
July 2027
SuMoTuWeThFrSaWeek
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$7,750
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$7,750
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$7,750
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$7,750
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$8,050
August 2027
SuMoTuWeThFrSaWeek
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$8,050
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$8,050
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$8,050
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$8,050
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 $8,050
September 2027
SuMoTuWeThFrSaWeek
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$8,050
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$7,500
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$7,500
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$7,500
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29
30
 $7,500
Clean Fee: 
$500 per week
Tax: State & Local: 
11.7
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ANGE5

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Property Details
Classic Edgartown Village Home with Lovely Water View, Walk to Beach

Sophisticated charm, gorgeous two bedroom, two bath home set on a quiet lane with water views and beautifully landscaped yard. Located just a short walk to Fuller St Beach. Modern design...Read more

Location: 
Edgartown
Sleeps: 
4
Bedrooms: 
2
Baths: 
2
Price Range:
$6,000 - $8,000
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: 
$300 per week
Tax: State & Local: 
11.7
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BEG21

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Property Details
Ideally located just 1 mile to OB Center, Many Updates, Enclosed Private Back Yard, Deck Nicely outfitted with Dining and new Living Area Grouping., Central AC

This cozy recently updated vacation home is tucked on a quiet street just on the outskirts of Oak Bluffs Center. Bike or walk to the town center, Inkwell Beach, and the picturesque Harbor...Read more

Location: 
Oak Bluffs
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$3,500 - $8,000
June 2027
SuMoTuWeThFrSaWeek
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2
3
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$4,500
6
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$4,500
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$4,500
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$4,500
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 $6,500
July 2027
SuMoTuWeThFrSaWeek
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$6,500
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$7,000
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$7,000
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$7,000
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$7,000
August 2027
SuMoTuWeThFrSaWeek
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$8,000
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$8,000
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$8,000
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$8,000
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 $3,500
September 2027
SuMoTuWeThFrSaWeek
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$3,500
5
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$3,500
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$3,500
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25
$3,500
26
27
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29
30
 
Clean Fee: 
$400 per week
Tax: State & Local: 
11.7

Note: Owner maintains security camera on front of house

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BURBR

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Property Details
Perfect Retreat for Large Families, 1.5 miles to Oak Bluffs Town Center & Beach, Bike Path at end of Street

Spacious and perfect for extended families, featuring multiple attractively furnished living areas, and sleeps 13 comfortably. The lower level of the house features a queen bed, kitchenette, den area with...Read more

Location: 
Oak Bluffs
Sleeps: 
11
Bedrooms: 
5
Baths: 
3
Price Range:
$7,950 - $7,950
June 2027
SuMoTuWeThFrSa
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July 2027
SuMoTuWeThFrSaWeek
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$7,950
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$7,950
August 2027
SuMoTuWeThFrSaWeek
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$7,950
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$7,950
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$7,950
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$7,950
29
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 $7,950
September 2027
SuMoTuWeThFrSaWeek
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$7,950
5
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$7,950
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$7,950
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$7,950
26
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29
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 $7,950
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7

Owner reduced rates for weeks 7/12 & 8/23 by 20% - see calendar for adjusted rate

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QUINJ

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Property Details
Newly Refurbished Contemporary Home, Beautifully Furnished, Privately Situated with Large Yard and Wraparound Farmer’s Porch, Dodger’s Hole Area

A great vacation begins with a great vacation home. This spacious home set on a private, large landscaped lot is sure to please. The summer wrap around porch is the perfect...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$6,550 - $7,900
June 2027
SuMoTuWeThFrSaWeek
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2
3
4
5
$7,500
6
7
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10
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12
$7,500
13
14
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19
$7,500
20
21
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26
$7,500
27
28
29
30
 $7,700
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$7,700
4
5
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9
10
$7,700
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$7,700
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$7,700
25
26
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30
31
$7,900
August 2027
SuMoTuWeThFrSaWeek
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$7,900
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$7,900
15
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$7,900
22
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$7,900
29
30
31
 $7,300
September 2027
SuMoTuWeThFrSaWeek
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2
3
4
$7,300
5
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$7,300
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$7,300
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$7,300
26
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29
30
 $7,300
Clean Fee: 
$500 per week
Tax: State & Local: 
11.7
Add Favorite
 
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BROVH

Inquire
Property Details
Quintessential In-town Vineyard Haven Home, Recently Updated, Walk to all the Village has to offer. Owen Park on the Harbor just Across the Street, Private Yard and Patio, 5 Bedrooms, 4 Baths

Welcome to the Edmond Crowell House, ideally located in the Historic District of Upper Main Street in Vineyard Haven. This is the perfect vacation retreat for those who appreciate the...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
5
Baths: 
4
Price Range:
$4,370 - $7,900
June 2027
SuMoTuWeThFrSaWeek
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2
3
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5
$5,500
6
7
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$5,500
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$6,500
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21
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$6,500
27
28
29
30
 $7,900
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$7,900
4
5
6
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9
10
$7,900
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$7,900
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$7,900
25
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$7,900
August 2027
SuMoTuWeThFrSaWeek
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2
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$7,900
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$7,900
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$7,900
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$7,900
29
30
31
 $4,370
September 2027
SuMoTuWeThFrSaWeek
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2
3
4
$4,370
5
6
7
8
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$4,500
26
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29
30
 $4,500
Clean Fee: 
$500 per week
Tax: State & Local: 
11.7
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CASHK

Inquire
Property Details
Lovely Home, Centrally Located, Bike Paths, AC all Rooms

This lovely 3 bedroom home features an open floor plan on the living level, colorful decor, window AC in all rooms, and a well-equipped modern kitchen. The home is nicely situated...Read more

Location: 
Oak Bluffs
Sleeps: 
5
Bedrooms: 
3
Baths: 
2
Price Range:
$7,500 - $7,800
June 2027
SuMoTuWeThFrSaWeek
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2
3
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5
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 $7,500
July 2027
SuMoTuWeThFrSaWeek
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2
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$7,500
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$7,500
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$7,500
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$7,500
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$7,500
August 2027
SuMoTuWeThFrSaWeek
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$7,800
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$7,800
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$7,800
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$7,800
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31
 
September 2027
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Clean Fee: 
$325 per week
Tax: State & Local: 
11.7
Add Favorite
 
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LIJOY

Inquire
Property Details
Hidden Cove Summer Retreat, Newly Updated, Association Tennis Courts, Bike Paths at Entrance to Neighborhood, Multiple Beaches Near By

Summer Dream offers the opportunity for a relaxing vacation in a beautiful environment. This 4 bedroom, 2 ½ bath home has a beautiful new kitchen and new living room furnishings...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$4,700 - $7,800
June 2027
SuMoTuWeThFrSaWeek
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15
16
17
18
19
20
21
22
23
24
25
26
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28
29
30
 $6,800
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$6,800
4
5
6
7
8
9
10
$7,200
11
12
13
14
15
16
17
$7,000
18
19
20
21
22
23
24
$7,000
25
26
27
28
29
30
31
$7,300
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$7,300
8
9
10
11
12
13
14
$7,800
15
16
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20
21
$7,800
22
23
24
25
26
27
28
$7,300
29
30
31
 $6,800
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$6,800
5
6
7
8
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11
$7,000
12
13
14
15
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17
18
19
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21
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25
26
27
28
29
30
 
Clean Fee: 
$420 per week
Tax: State & Local: 
11.7
Add Favorite
 
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INGAE

Inquire
Property Details
Location: 
Oak Bluffs
Sleeps: 
10
Bedrooms: 
5
Baths: 
3
Price Range:
$5,250 - $7,750
June 2027
SuMoTuWeThFrSa
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July 2027
SuMoTuWeThFrSa
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August 2027
SuMoTuWeThFrSa
1
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September 2027
SuMoTuWeThFrSa
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30
 
Clean Fee: 
$500 per week
Tax: State & Local: 
11.7
Add Favorite
 
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GEARP

Inquire
Property Details
Stunning Historic Home, Nicely Renovated with Luxury Details throughout, AC, View of Harbor from 2nd Level Porch

Quintessential, historic in-town Vineyard home, just steps from the beach and ferry.  Water views of Vineyard Haven Harbor. This totally renovated house is designed to create the perfect Vineyard vacation. ...Read more

Location: 
Vineyard Haven
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$6,250 - $7,550
June 2027
SuMoTuWeThFrSaWeek
 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
 $6,250
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$6,250
4
5
6
7
8
9
10
$6,250
11
12
13
14
15
16
17
$6,250
18
19
20
21
22
23
24
$6,950
25
26
27
28
29
30
31
$7,550
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$7,550
8
9
10
11
12
13
14
$7,550
15
16
17
18
19
20
21
$7,550
22
23
24
25
26
27
28
$7,550
29
30
31
 
September 2027
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
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9
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12
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18
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22
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24
25
26
27
28
29
30
 
Clean Fee: 
$400 per week
Tax: State & Local: 
11.7
Add Favorite
 
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BLACJ

Inquire
Property Details
Long Point Beach House, All New Primary Suite, Expansive Sun Porch with Living and Dining Areas, Expansive Deck, Private Yard

This Beach-chic Long Point retreat has just undergone an update in most areas with an all-new Primary Bedroom suite and expansive sun porch hosting both living and dining areas and decorated in nautical...Read more

Location: 
West Tisbury
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$7,000 - $7,500
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
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22
23
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25
26
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30
 $7,000
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$7,000
4
5
6
7
8
9
10
$7,000
11
12
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14
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$7,000
18
19
20
21
22
23
24
$7,000
25
26
27
28
29
30
31
$7,500
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$7,500
8
9
10
11
12
13
14
$7,500
15
16
17
18
19
20
21
$7,500
22
23
24
25
26
27
28
$7,500
29
30
31
 $7,500
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$7,500
5
6
7
8
9
10
11
$7,500
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
Clean Fee: 
$600 per week
Tax: State & Local: 
11.7

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