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 / 14

Exceptional 5 Bedroom Home with Dock and Tennis Courts (400)

  • 5
  • 9
  • 1 night min

$1001

Details

1 / 16

Chilmark Pond Water View! (317)

  • 4
  • 1
  • 1 night min

$1144

Details

1 / 19

Gingerbread Cottage In The Heart Of Oak Bluffs (358)

  • 6
  • 10
  • 7 nights min

$644

Details

1 / 14

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

  • 4
  • 8
  • 7 nights min

$758

Details

1 / 16

Oak Bluffs Rental, Tranquil Neighborhood! (43)

  • 3
  • 6
  • 7 nights min

$214

Details

1 / 22

Spectacular Aquinnah Water View Rental! (235)

  • 3
  • 6
  • 7 nights min

$286

Details

1 / 27

Waterfront Historic Harbor View! (308)

  • 6
  • 10
  • 7 nights min

$2101

Details

1 / 22

Private Menemsha Rental Walk To Harbor, Town And Beach! (319)

  • 4
  • 8
  • 7 nights min

$286

Details

1 / 15

Chilmark Rental With Private Beach! (329)

  • 3
  • 6
  • 7 nights min

$357

Details

1 / 22

Tashmoo Wood Gem With It All! (349)

  • 2
  • 6
  • 7 nights min

$286

Details

1 / 11

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

  • 3
  • 5
  • 7 nights min

$401

Details

1 / 39

Vintage Seven Gates Manor! (301)

  • 5
  • 10
  • 14 nights min

$1714

Details

1 / 19

Katama Bay Waterfront! (66)

  • 6
  • 12
  • 7 nights min

$1214

Details

1 / 20

Edgartown Captain's House! (103)

  • 3
  • 8
  • 7 nights min

$357

Details

1 / 32

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

  • 5
  • 10
  • 7 nights min

$1086

Details

1 / 18

Waterfront Beach Cottage! (339)

  • 2
  • 4
  • 7 nights min

$315

Details

1 / 14

Spectacular Waterfront With Deep-Water Dock! (161)

  • 4
  • 8
  • 7 nights min

$929

Details

1 / 24

Aquinnah Waterview Rental (81)

  • 3
  • 6
  • 7 nights min

$286

Details

1 / 29

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

  • 6
  • 11
  • 7 nights min

$1214

Details

1 / 19

Mink Meadows House & Guest House! (290)

  • Studio
  • 4
  • 7 nights min

$671

Details

1 / 19

Four Bedroom In-Town Victorian! (199)

  • 4
  • 8
  • 7 nights min

$401

Details

1 / 19

Waterview Seaview Condo in Oak Bluffs! (144)

  • 2
  • 4
  • 7 nights min

$429

Details

1 / 28

Oyster Pond Beauty! (295)

  • 5
  • 10
  • 14 nights min

$1144

Details

1 / 25

In-Town Waterview Cottage! (216)

  • Studio
  • 2
  • 7 nights min

$501

Details

1 / 7

Private King Size room near Downtown

  • 1
  • 3
  • 1 night min

$89

Details

1 / 36

Lovely Beach Cottage In Menemsha! (272)

  • 4
  • 8
  • 7 nights min

$644

Details

1 / 20

Spacious Oak Bluffs In-Town Rental! (52)

  • 7
  • 14
  • 7 nights min

$786

Details

1 / 17

Antique In-Town Captain's House! (193)

  • 8
  • 16
  • 7 nights min

$1571

Details

1 / 22

Oak Bluffs Vintage Bungalow! (338)

  • 3
  • 9
  • 7 nights min

$357

Details

1 / 4

Mobile QA Test home [TEST]

  • 2
  • 6
  • 1 night min

$11

Details

1 / 10

Adorable Oak Bluffs Cottage (398)

  • 4
  • 8
  • 1 night min

$401

Details

1 / 4

Test Property Secure2

  • 1
  • 2
  • 3 nights min

$750

Details

1 / 14

Idylic Chilmark Home with pool!! (386)

  • 4
  • 8
  • 7 nights min

$572

Details

1 / 23

Chilmark Ocean Views with Boat & Beach Access! (215)

  • 4
  • 8
  • 7 nights min

$1072

Details

1 / 19

Panoramic Chilmark Waterviews With Private Association Beach! (237)

  • 5
  • 9
  • 7 nights min

$714

Details

1 / 12

West Tisbury Shore House! (244)

  • 3
  • 6
  • 7 nights min

$422

Details

1 / 32

Waterfront West Tisbury! (343)

  • 3
  • 8
  • 1 night min

$858

Details

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