Vacation Rentals & Apartments in Oak Bluffs

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Charming 3br Getaway in Oak Bluffs

Oak Bluffs house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$344

Oak Bluffs Contemporary Summer Home

Oak Bluffs house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$360

Luxury Oak Bluffs Home with 18 X 30' Pool

Oak Bluffs house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$1,143

Solera Victorian charm, ocean view, steps to beach

Oak Bluffs cottage

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

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Price per night from

$1,963

OAK BLUFFS VICTORIAN ONE BLOCK FROM BEACH, TWO BLOCKS FROM TOWN!

Oak Bluffs house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 11

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$558

Gracious five bedroom in-town Oak Bluffs victorian

Oak Bluffs house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 9

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$575

Clean, comfortable ranch with lots of amenities

Oak Bluffs house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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$544

Spectacular Martha's Vineyard Island Home!

Oak Bluffs townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

Responds fast! avg. 2 hours 16 minutes

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Price per night from

$453

Charming 4 bedroom home in the east chop neighborhood of Oak Bluffs

Oak Bluffs house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$573

ENJOY WATERVIEWS OF SENGENKONTACKET POND FROM THE WONDERFUL DECK

Oak Bluffs house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$279

Ocean Park Victorian Carousel House

Oak Bluffs house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 12

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Price per night from

$1,558

Beautiful Four Bedroom Home with Central Air Conditioning

Oak Bluffs house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$447

Walk to Oak Bluffs Lagoon

Oak Bluffs house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

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Price per night from

$765

CLASSIC AND CHARMING COTTAGE WALKING DISTANCE TO THE BEACH AND TOWN

Oak Bluffs house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

“Family Fun” The house was comfortable and clean. It was family vacation that will remain memorable. With the exception of the rainy weather on several days. The house contributed to a lovely stay

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Price per night from

$300

Restored Ginger Bread Home Steps from the Inkwell Beach

Oak Bluffs house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$1,572

Beautiful Campground Victorian Home in Oak Bluffs

Oak Bluffs house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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Price per night from

$429

Great Location, Beautiful Home

Oak Bluffs house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$737

WONDERFUL VIEWS OF SENGEKONTACKET POND FROM THIS LOVELY VINEYARD HOME

Oak Bluffs house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$457

East Chop Custom Built 3 Bedroom Cottage

Oak Bluffs house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$529

Oceanfront Home Walk to Ferry and Town

Oak Bluffs house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

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Price per night from

$1,358

NEW Modern & Charming Waterfront- The Harper House

Oak Bluffs house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$1,546

CHARMING WATERFRONT HOME

Oak Bluffs house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$572

Three Bedroom Oak Bluffs Home

Oak Bluffs house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$415

Classic East Chop Cottage

Oak Bluffs house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$572

Heated Pool, AC, WiFi, Sleeps 18, 2 mi to beach!

Oak Bluffs house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 19

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Price per night from

$6,870

Oak Bluffs Home with Lagoon Beach Rights

Oak Bluffs house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$343

2+BR Renovated Gingerbread Cottage - Walk to All

Oak Bluffs house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

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Price per night from

$524

VINTAGE 1950'S HOME LOCATED ON CRYSTAL LAKE IN OAK BLUFFS

Oak Bluffs house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“A great house for the kids and the dog!!” We had a great time in this house and I would definitely stay there again! Plenty of room to play and relax outside and nice views of Crystal Lake and the harbor. The upper deck was great (although I wish they would cut down a few more trees so the view would be unobstructed) and the lower deck and patio were nice too.

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$293

Ocean, lake, harbor & parkview Vineyard cottage w/AC and auto ferry tics

Oak Bluffs cottage

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$1,145

Vineyard Charming Retreat near beaches and center

Oak Bluffs house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Responds fast! avg. 3 hours 15 minutes

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Price per night from

$401

#CozyBluffs 1 BR House in Historic Oak Bluffs - walk to town and ferry

Oak Bluffs house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

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Price per night from

$801

East Wing of Captain's Mansion - Luxury, Waterfront, Town, & Beaches - 5 stars

Oak Bluffs house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 14

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$734

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Price per night from

$241

West Wing of Captain Morse House Waterfront, Town & Beach - Pets OK, - 5 stars

Oak Bluffs house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 12

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Price per night from

$758

Great rentals within 20 miles that match your search

Walk to the Beach! NEW Hot Tub! Pets welcome!

Falmouth house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$388

Cute Cape Cod Getaway

Waquoit house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

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Price per night from

$402

Renovated Cottage near center and beaches

Edgartown house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

Responds fast! avg. 3 hours 15 minutes

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Price per night from

$803

Coastal Contemporary in Katama / South Beach / Edgartown / Bike Paths /

Edgartown house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$603

Viewing 38 of 218
rentals in Oak Bluffs

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