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Dodger's Hole, Lovely Cape Style Home, Deck, Yard

Spacious 3 bedroom, 2.5 bath home nestled on a pine and treed 1/2 acre knoll.  House is approximately 2,000 sq. ft.  Separate living room, dining room and eat-in kitchen with...Read more

Location: 
Edgartown
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$0 - $0
June 2027
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$3,100
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$3,100
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$3,100
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$3,100
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 $3,100
July 2027
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$3,100
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$3,100
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$3,100
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$3,100
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$3,100
August 2027
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$3,100
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$3,400
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$3,400
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$3,400
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 $3,100
September 2027
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$3,100
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$3,100
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$3,100
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 $3,100
Clean Fee: 
$350 per week
Tax: State & Local: 
11.7
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Waterfront & Beachfront

The Beach House  There are few homes anywhere on the island directly on a sandy swimming beach like Beach House. If you love a sunset, and water views that seemingly never...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
5
Baths: 
3
Price Range:
$0 - $0
June 2027
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Clean Fee: 
$600
Tax: State & Local: 
11.7
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Green Home, Private Location, AC, Screened Porch with dining for 8, Patio, Short Drive to Gorgeous West Tisbury Beaches

Contemporary West Tisbury home in a private setting yet only minutes to beautiful beaches. The open airy floor plan and gourmet kitchen create a wonderful gathering area for vacationing families....Read more

Location: 
West Tisbury
Sleeps: 
8
Bedrooms: 
3
Baths: 
3
Price Range:
$0 - $0
June 2027
SuMoTuWeThFrSaWeek
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 $5,200
July 2027
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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 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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 $3,500
September 2027
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$3,500
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$3,500
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$3,500
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Clean Fee: 
$425 per week
Tax: State & Local: 
11.7
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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:
$0 - $0
June 2027
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July 2027
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$6,500
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$6,500
August 2027
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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: 
14.45
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Seaview Condominium, Waterview, Walk to Town and Beach

Beachfront Condominium with breathtaking views of Nantucket Sound. Just steps to the beach.Read more

Location: 
Oak Bluffs
Sleeps: 
4
Bedrooms: 
2
Baths: 
2
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: 
$275 per week
Tax: State & Local: 
14.45
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Sea View Condominium, Water View, Walk to Town & Beach-Across the Street

Sea View Condominium with a breathtaking view of Nantucket Sound from almost every room. Just steps from the beach.Read more

Location: 
Oak Bluffs
Sleeps: 
4
Bedrooms: 
2
Baths: 
2
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: 
$275 per week
Tax: State & Local: 
14.45
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Long Point Beach, Gunite Pool 17 x 34 & Patio, Beautiful Contemporary Farm House with Large Porch, Deck

Featuring a 17' x 34' heated gunite pool,  expansive patio area with built-in sofa seating for up to 7, a propane fire pit, patio dining table, and chaise lounge chairs.  The...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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$12,500
August 2027
SuMoTuWeThFrSaWeek
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$12,500
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$12,500
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$12,500
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$11,000
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 $9,000
September 2027
SuMoTuWeThFrSaWeek
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$9,000
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$6,500
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$6,500
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$6,500
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Clean Fee: 
$650 per week
Tax: State & Local: 
11.7

Pool Heated to 81 degrees July & August included in the rental rate, Spa will only be heated to Pool temp. 

Pool Heated to 81 off-season additional $300 per week. 

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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 2027
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July 2027
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September 2027
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Clean Fee: 
$175 per week
Tax: State & Local: 
11.7
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Set on a Quiet Lane, Public Tennis Courts at End of Street, WiFi, A/C in all Bedrooms

Lovely vacation cottage just on the outskirts of town center.  The first level features a spacious kitchen, living and dining area opening to a summer deck.  In addition there is...Read more

Location: 
Vineyard Haven
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
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: 
$300 per week
Tax: State & Local: 
11.7
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Perfect in Town Location. Just 1 to 2 blocks to Beach, Town Center & Harbor Area, Walk to and from the Ferry

Centrally located in the heart of Oak Bluffs, walk 1-2 blocks to the beach, public tennis courts, and town & harbor areas. This wonderful large home has a large wrap-around porch for relaxing, 7...Read more

Location: 
Oak Bluffs
Sleeps: 
14
Bedrooms: 
7
Baths: 
3
Price Range:
$0 - $0
June 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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 $13,500
July 2027
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$13,500
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$13,500
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$13,500
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$13,500
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$13,500
August 2027
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$13,500
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$13,500
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$13,500
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 $12,500
September 2027
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$12,500
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$12,500
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$12,500
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$12,500
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 $12,500
Clean Fee: 
$500 per week
Tax: State & Local: 
14.45
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Oak Bluffs 4 Bedroom Home, Walk to Town & Beach!

10-minute walk to Oak Bluffs center and beach area from this lovely modern vacation home.  Enjoy all that the summer community of Oak Bluffs has to offer with quaint shops,...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$0 - $0
June 2027
SuMoTuWeThFrSaWeek
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$3,680
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$3,680
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$3,680
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$3,900
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 $5,250
July 2027
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$5,250
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$5,250
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$5,250
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$5,250
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$5,250
August 2027
SuMoTuWeThFrSaWeek
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$6,000
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$6,000
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$6,000
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$5,750
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 $4,500
September 2027
SuMoTuWeThFrSaWeek
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$4,500
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$4,200
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$4,200
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$4,200
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 $4,200
Clean Fee: 
$475 per week
Tax: State & Local: 
14.45
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Makonikey, Water View, Walk to Private Association Beach, Large Yard Area.

Located in Makonikey,  a private enclave of homes on the North Shore.

Beautifully maintained four-bedroom vacation home with water views. Just a short walk or drive to private Makonikey association beach,  This...Read more

Location: 
Vineyard Haven
Sleeps: 
9
Bedrooms: 
4
Baths: 
3
Price Range:
$0 - $0
June 2027
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 $4,800
July 2027
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$4,800
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$4,800
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$4,800
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$4,800
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$4,800
August 2027
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$4,800
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September 2027
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Clean Fee: 
$275 per week
Tax: State & Local: 
11.7
Add Favorite
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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 2027
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September 2027
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Clean Fee: 
$175 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 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: 
$150 per week
Tax: State & Local: 
11.7
Add Favorite
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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 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: 
$150 per week
Tax: State & Local: 
11.7

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