Upton Vacation Rentals, Houses & More


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Areas near Upton

1 / 11

Cozy Countryside Retreat

  • 1
  • 4
  • 1 night min

$76

Details

Great rentals within 20 miles that match your search

1 / 5

Victorian House Apartment

  • 3
  • 6
  • 1 night min

$351

Details

1 / 16

Chilmark Pond Water View! (317)

  • 4
  • 1
  • 1 night min

$1144

Details

1 / 29

Farm House in Menemsha with North Shore Views! (313)

  • 6
  • 11
  • 7 nights min

$1214

Details

1 / 19

Lovely Condo In Tashmoo Woods (397)

  • 3
  • 6
  • 7 nights min

$319

Details

1 / 13

Charming West Tisbury Cape with pool (393)

  • 3
  • 8
  • 7 nights min

$315

Details

1 / 20

Aquinnah Waterview with In-Ground Salt Water Pool! (303)

  • 5
  • 10
  • 7 nights min

$1714

Details

1 / 17

Chilmark Waterview Rental With Beach & Tennis! (186)

  • 4
  • 10
  • 7 nights min

$1144

Details

1 / 14

Oak Bluffs In-Town Rental, Cinderella Cottage! (281)

  • 4
  • 8
  • 7 nights min

$758

Details

1 / 19

Chilmark Rental With Waterviews & Private Atlantic Ocean Beach! (104)

  • 4
  • 8
  • 14 nights min

$893

Details

1 / 26

Lovely Aquinnah Waterview Rental (174)

  • 4
  • 8
  • 7 nights min

$471

Details

1 / 19

Four Bedroom In-Town Victorian! (199)

  • 4
  • 8
  • 7 nights min

$401

Details

1 / 32

Waterfront West Tisbury! (343)

  • 3
  • 8
  • 1 night min

$858

Details

1 / 17

Katama Bay House! (102)

  • 3
  • 8
  • 7 nights min

$357

Details

1 / 16

Mattakesett Water View! (330)

  • 3
  • 9
  • 7 nights min

$357

Details

1 / 17

Sweeping Katama Views Close To South Beach! (266)

  • 5
  • 11
  • 7 nights min

$357

Details

1 / 24

Renovated & Gorgeously DECORATED HOME with 2BATHS

  • 5
  • 12
  • 1 night min

$501

Details

1 / 19

Chilmark Rental Close to West Tisbury Center! (310)

  • 6
  • 14
  • 7 nights min

$714

Details

1 / 27

Waterfront Historic Harbor View! (308)

  • 6
  • 10
  • 7 nights min

$2101

Details

1 / 22

Tashmoo Wood Gem With It All! (349)

  • 2
  • 6
  • 7 nights min

$286

Details

1 / 15

Walk To Town And Lake Tashmoo! (83)

  • 3
  • 6
  • 7 nights min

$272

Details

1 / 20

Aquinnah Panoramic Waterviews (346)

  • 3
  • 8
  • 7 nights min

$458

Details

1 / 17

Mink Meadows Cottage! (289)

  • 2
  • 4
  • 7 nights min

$135

Details

1 / 20

Seven Gates Farm Rental With Waterviews! (229)

  • 3
  • 8
  • 7 nights min

$250

Details

1 / 25

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

  • 4
  • 8
  • 7 nights min

$644

Details

1 / 22

Edgartown Close To Town On Bike Path (389)

  • 3
  • 6
  • 7 nights min

$315

Details

1 / 12

Larrier House (257)

  • 5
  • 7
  • 7 nights min

$401

Details

1 / 17

North Water Street Captain's House! (188)

  • Studio
  • 14
  • 2 nights min

$1286

Details

1 / 19

Gingerbread Cottage In The Heart Of Oak Bluffs (358)

  • 6
  • 10
  • 7 nights min

$644

Details

1 / 6

Oak Bluffs Close to Beach and Town! (364)

  • 4
  • 12
  • 7 nights min

$714

Details

1 / 16

Lagoon Waterfront (388)

  • Studio
  • 8
  • 7 nights min

$572

Details

1 / 24

Aquinnah Waterview Rental (81)

  • 3
  • 6
  • 7 nights min

$286

Details

1 / 27

Non smoking In-Laws Quater

  • 1
  • 1
  • 7 nights min

$95

Details

1 / 18

West Tisbury Close To Long Point Beach! (42)

  • 4
  • 8
  • 7 nights min

$275

Details

1 / 17

Waterview Farms, Prime Bike Trails, Martha's Vineyard! (26)

  • 4
  • 8
  • 7 nights min

$414

Details

1 / 31

Waterfront In Private Harthaven! (170)

  • 6
  • 11
  • 7 nights min

$811

Details

1 / 17

Chilmark Rental Right On Chilmark Pond! (318)

  • 3
  • 6
  • 7 nights min

$543

Details

1 / 10

Edgartown Charmer Close to Town!! (384)

  • 3
  • 6
  • 7 nights min

$258

Details

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