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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:
$2,700 - $7,500
June 2026
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$2,700
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$2,700
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$2,700
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$4,850
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 $7,000
July 2026
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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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 $7,500
August 2026
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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
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 $7,500
September 2026
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$7,500
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$7,500
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Clean Fee: 
$600 per week
Tax: State & Local: 
11.7
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Katama Area, Pristine Cape front unit of Duplex, 1 mile to South Beach, Private Parking, Summer Deck, Wifi

Cape style home with 1st level open floor plan and French doors leading to the deck with a pergola overhead.  This home is part of a two-home duplex unit with private parking...Read more

Location: 
Katama
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$0 - $0
June 2026
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September 2026
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Clean Fee: 
$150 per week
Tax: State & Local: 
11.7
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Katama Area, Back unit of Duplex Unit, Private Parking and Privacy Fence Line, Equidistance to Edgartown Village Center and South Beach, 1.5 mi

South Beach Duplex with private parking and privacy fence between units. 

This charming Vineyard duplex features a bright open floor plan with a living, dining area, hardwood floors, cathedral ceilings,...Read more

Location: 
Katama
Sleeps: 
6
Bedrooms: 
3
Baths: 
1
Price Range:
$0 - $0
June 2026
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September 2026
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Clean Fee: 
$150 per week
Tax: State & Local: 
11.7
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South Beach House, Katama Area, 1.5 mi to Beach, Private Location, Large Deck and Yard Area, Part of a 2 Home Complex each Privately Situated and Private Parking.

Katama contemporary located in a quiet private area and ideally situated between Edgartown Village and South Beach, just a quick 5-minute drive to either.  Bike paths to the beach and town...Read more

Location: 
Katama
Sleeps: 
6
Bedrooms: 
2
Baths: 
1
Price Range:
$0 - $0
June 2026
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September 2026
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Clean Fee: 
$175 per week
Tax: State & Local: 
11.7
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South Beach House, Katama Area, 1.5 mi to Beach, Private Location, Large Deck and Yard Area, Part of a 2 Home Complex each Privately Situated and Private Parking.

This lovely contemporary home is part of a two home complex each with its own drive and parking set on a quiet private street. 

With an open,  light-filled main level and newly...Read more

Location: 
Katama
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$0 - $0
June 2026
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July 2026
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August 2026
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September 2026
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Clean Fee: 
$150 per week
Tax: State & Local: 
11.7
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Katama Area, Spacious Deck, Bike Paths to Beach and Town at Entrance to Edgartown Estates

Delightful 3 bedroom immaculately maintained.    Private back yard and deck. Conveniently located near bike paths to beach and town.   Additional features include Plasma TV, gas fireplace, WiFi, and TVs in two bedrooms. ...Read more

Location: 
Katama
Sleeps: 
8
Bedrooms: 
3
Baths: 
2
Price Range:
$0 - $0
June 2026
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July 2026
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August 2026
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September 2026
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Clean Fee: 
$175 per week
Tax: State & Local: 
11.7
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Wonderful Vacation Home, East Chop Area of Oak Bluffs, Private Yard, Screened Porch, 4 bedrooms, 2 baths.

Nestled on a quiet street in the idyllic East Chop area of Oak Bluffs, this classic New England summer home offers vacationing families and friends a special place to gather...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$4,000 - $6,500
June 2026
SuMoTuWeThFrSaWeek
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$4,000
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$4,200
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$4,200
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$4,200
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 $5,200
July 2026
SuMoTuWeThFrSaWeek
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$5,200
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$5,200
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$5,500
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$5,500
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 $6,000
August 2026
SuMoTuWeThFrSaWeek
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$6,000
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$6,500
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$6,500
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$6,500
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$6,000
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 $5,000
September 2026
SuMoTuWeThFrSaWeek
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$5,000
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$5,000
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$4,000
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$4,000
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 $4,000
Clean Fee: 
$500 per week
Tax: State & Local: 
11.7
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Lovely, Recently Updated West Chop Area Home, Spacious Deck, Open Living Spaces, 15 Minute Walk to Town

This lovely, spacious, airy home was recently renovated, an open-concept home filled with natural light and located on a private road. Your next “home away from home” is perfectly located minutes from all...Read more

Location: 
Vineyard Haven
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$3,500 - $5,500
June 2026
SuMoTuWeThFrSaWeek
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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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 $4,300
July 2026
SuMoTuWeThFrSaWeek
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2
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$4,300
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$4,300
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$4,300
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$4,800
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 $5,500
August 2026
SuMoTuWeThFrSaWeek
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$5,500
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$5,500
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$5,800
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$4,800
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$4,400
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 $3,500
September 2026
SuMoTuWeThFrSaWeek
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$3,500
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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: 
$450 per week
Tax: State & Local: 
11.7
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Edgartown, Lovely Coastal Cape Retreat, Luxury Decor, Chef's Kitchen, Ideal Central Location

New cape style home, glistening with attention to detail!  Not all homes have to be large to feature quality, luxury decor.  This is a custom-built cape, where the owners have...Read more

Location: 
Edgartown
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$3,300 - $5,250
June 2026
SuMoTuWeThFrSaWeek
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$3,300
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$3,300
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$3,500
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$4,000
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 $5,000
July 2026
SuMoTuWeThFrSaWeek
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$5,000
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$5,000
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$5,200
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$5,450
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 $5,450
August 2026
SuMoTuWeThFrSaWeek
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$5,450
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$5,600
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$5,600
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$5,600
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$5,250
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 $4,000
September 2026
SuMoTuWeThFrSaWeek
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$4,000
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$3,300
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$3,300
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$3,300
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 $3,300
Clean Fee: 
$475
Tax: State & Local: 
11.7
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Spacious Colonial with Contemporary Detailing in Fresh Pond Estates, Mulitpe Living Spaces, Screened Porch, Spacious Deck, AC, Wifi, Beautifully Furnished, Bike Paths at the head of the Road

Spacious, 4 bedroom 3.5 bath contemporary home set in a quiet lovely community on the outskirts of Oak Bluffs. . The main living level features an open concept and hosts a family...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$4,900 - $15,000
June 2026
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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 $6,300
July 2026
SuMoTuWeThFrSaWeek
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$6,300
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$6,300
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$6,500
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$6,500
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 $6,900
August 2026
SuMoTuWeThFrSaWeek
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$6,900
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$12,000
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$13,500
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$15,000
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$7,900
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 $6,500
September 2026
SuMoTuWeThFrSaWeek
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$6,500
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$5,500
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$5,100
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$5,100
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 $5,100
Clean Fee: 
$500 per week ($375 for interim cleaning on multiple week rentals)
Tax: State & Local: 
11.7

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