Vacation Rentals & Apartments in Oak Bluffs

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42 apartments

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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

Clean, comfortable ranch with lots of amenities

Oak Bluffs house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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Price per night from

$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

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

Cozy Oak Bluffs home close to beach & town.

Oak Bluffs house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$629

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

#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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Price per night from

$734

Modern Vineyard Home

Oak Bluffs house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 16

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Price per night from

$2,290

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

$710

Great rentals within 20 miles that match your search

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

$601

Sea Glenn Flowers Private home new to market

Vineyard Haven house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

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Price per night from

$481

Spacious Rustic Cape-Fenced Yard, Large Group, 7 mins Craigville Beach, Pet

Centerville house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$241

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Price per night from

$781

High End-suite style cottage 5 min bike ride to amazing Craigville Beach.

Centerville cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$344

3 bedroom 2 bath Fully remodeled home

Falmouth house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$315

Charming 3 Bedroom Colonial In Popponesset

Mashpee house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$843

Renovated Cape Cod Home -10 Minutes To Beaches & Ctr

Hyannis Port house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

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Price per night from

$370

Vineyard Haven Guest House - Sleeps 4, A/C, Walk to Town

Vineyard Haven house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“great stay in Vineyard Haven” We enjoyed staying in David's guest house. It was clean, well situated (a short walk from downtown Vineyard Haven), and made for a relaxing few days on the Vineyard. David was easy to reach and very responsive to any of our needs. I would highly recommend you stay at the guesthouse.

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Price per night from

$264

Luxurious Captains Mansion - Waterfront, Town, & Beaches - 5 stars

Edgartown house

  • 12 bedrooms
  • 7 bathrooms
  • sleeps 26

“great trip!” Definately would do it again! Loved the house and the area. Marthas Vineyard is a very special place!

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Price per night from

$903

Cape Cod 2 BD cottage (June $1200wk) private beach in W. Hyannisport

West Hyannisport house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Our family enjoyed a memorable reunion week in this beach neighb” We spent the week walking to aves, swimming at Squaw Island, golfing, tennis, and dining out at some great restaurants. This beach house has central air, a new gas grill and outdoor shower. All musts for our vacation rental requests. Nice quiet area with great Cape Cod experiences. The house is clean and comfortable. Great master bed. Near boats to the vineyard and Nantucket. We plan on another family reunion vacation at this beach house again this summer.

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Price per night from

$264

Waterfront Resort in Falmouth - 5/31/24 - 6/7/24

Falmouth apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

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Price per night from

$172

Katama House "CLOSE TO THE BEACH"

Acushnet house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$311

Falmouth Heights steps to Beaches...Clean and Comfortable

Falmouth house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$573

Expansive Cape Get Away - The Grey Whale Awaits!

Cotuit house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 24

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Price per night from

$1,308

Magnificent Contemporary on Exclusive Point

Falmouth house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$916

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Price per night from

$687

Magical home built around Windmill with views of ocean

Centerville house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

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Price per night from

$1,712

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Price per night from

$1,088

Walk to Private Beach

Falmouth studio

  • Studio
  • 1 bathroom
  • sleeps 4

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Price per night from

$156

Salt Water Front South of Rt. 28 with Private Dock and Amazing Views!

Teaticket house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$659

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Price per night from

$3,836

217 Ansel Howland Road 80220

Centerville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$193

Elegant In-Town Vineyard Haven Home

Vineyard Haven house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$843

Deluxe townhouse at the charming Sea Mist Resort Resort with swimming pool

Mashpee townhouse

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

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Price per night from

$343

Captain's Quarters charming oceanfront resort with swimming pool

Falmouth hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$458

Captain's Quarters - charming oceanfront resort with swimming pool

Falmouth hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$458

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