Douglas Vacation Rentals, Houses & More


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Luxurious Carriage House unit

  • 2
  • 4
  • 3 nights min

$129

Details

Great rentals within 30 miles that match your search

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At The Heart of it Near Boston

  • 1
  • 2
  • 1 night min

$48

Details

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1 / 11

Cozy Countryside Retreat

  • 1
  • 4
  • 1 night min

$75

Details

1 / 17

Exquisitely Furnished Private room near to it all

  • 1
  • 1
  • 1 night min

$56

Details

1 / 7

Private King Size room near Downtown

  • 1
  • 3
  • 1 night min

$90

Details

1 / 24

Fabulous Beach front home with private dock

  • 5
  • 10
  • Min stay varies

$700

Details

1 / 25

Serenity

  • 2
  • 4
  • 1 night min

$139

Details

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1 / 23

Artist get away

  • 2
  • 4
  • 1 night min

$139

Details

1 / 12

AFFORDABLE RESORT-LIKE QUIET AND BEAUTIFUL STAY FOR NON-SMOKERS ONLY

  • 3
  • 5
  • 7 nights min

$150

Details

1
1 / 27

Non smoking In-Laws Quater

  • 1
  • 1
  • 7 nights min

$95

Details

1 / 15

Country Estate On Chappy! (380)

  • 5
  • 14
  • 7 nights min

$1929

Details

1 / 19

Waterview Seaview Condo in Oak Bluffs! (144)

  • 2
  • 4
  • 7 nights min

$429

Details

1 / 25

Tashmoo Townhouse With Pool, Tennis And Beach! (151)

  • 4
  • 8
  • 7 nights min

$643

Details

1 / 21

Ocean Front In Harthaven! (171)

  • 4
  • 10
  • 7 nights min

$983

Details

1 / 32

Water View Oak Bluffs Victorian On Waban Park! (344)

  • 5
  • 10
  • 7 nights min

$1086

Details

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Edgartown Close To Town On Bike Path (389)

  • 3
  • 6
  • 7 nights min

$315

Details

1 / 19

West Tisbury Hideaway! (48)

  • 3
  • 6
  • 7 nights min

$322

Details

1 / 16

Treehouse Rental With Waterviews! (258)

  • 5
  • 11
  • 7 nights min

$600

Details

1 / 32

Waterview Beauty In Seven Gates! (279)

  • 5
  • 10
  • 7 nights min

$1143

Details

1 / 14

Idylic Chilmark Home with pool!! (386)

  • 4
  • 8
  • 7 nights min

$572

Details

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The Blue Canoe-1900's Cottage Made New! (212)

  • 2
  • 5
  • 7 nights min

$215

Details

1 / 12

West Tisbury Shore House! (244)

  • 3
  • 6
  • 7 nights min

$422

Details

1 / 15

Walk To Town And Lake Tashmoo! (83)

  • 3
  • 6
  • 7 nights min

$272

Details

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Oak Bluffs Close to Beach and Town! (364)

  • 4
  • 12
  • 7 nights min

$686

Details

1 / 20

Charming Chilmark Rental Near West Tisbury Center! (90)

  • 3
  • 6
  • 7 nights min

$386

Details

1 / 13

Chilmark in the Woods (311)

  • 3
  • 6
  • 7 nights min

$429

Details

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Lovely Waterfront Home with Beach (396)

  • 4
  • 10
  • 7 nights min

$258

Details

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Walk to Farmer's Market and Sepiessa! (262)

  • 3
  • 6
  • 7 nights min

$358

Details

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Beach Home on the Ocean (348)

  • 3
  • 6
  • 7 nights min

$841

Details

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Spectacular Aquinnah Water View Rental! (235)

  • 3
  • 6
  • 7 nights min

$286

Details

1 / 19

Gingerbread Cottage In The Heart Of Oak Bluffs (358)

  • 6
  • 10
  • 7 nights min

$643

Details

1 / 15

Martha's Vineyard Rental Next To Bike Path! (76)

  • 3
  • 6
  • 7 nights min

$286

Details

1 / 44

Oak Bluffs Waterfront House and Guest House! (44)

  • 3
  • 6
  • 1 night min

$815

Details

1 / 11

Chilmark Water Views close to Lucy Vincent Beach! Martha's Vineyard Rentals

  • 3
  • 5
  • 7 nights min

$315

Details

1 / 39

Vintage Seven Gates Manor! (301)

  • 5
  • 10
  • 14 nights min

$1715

Details

1 / 22

Caribbean Waterview on The Island of Nevis (36)

  • 3
  • 5
  • 7 nights min

$215

Details

1 / 22

Caribbean Waterview (71)

  • 3
  • 5
  • 7 nights min

$215

Details

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Contemporary Waterfront in Squibnocket! (354)

  • 5
  • 10
  • 7 nights min

$1786

Details

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