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Vacation Rentals in Oak Bluffs, Massachusetts(495)

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OAK BLUFFS
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1 2 3 4 5 ....17
Updated & Elegant, in-town WATERVIEW Victorian. 1 block from beach. BIG porch.
    5 Bedrooms,
  • 2 Bathrooms
    • , Sleeps 11
  • Viewed

Updated & Elegant, in-town WATERVIEW Victorian. 1 block from beach. BIG porch.

5 Bedrooms,
  • 2 Bathrooms
    • , Sleeps 11
    1. Martha's Vineyard  >
    2. Oak Bluffs Cottage
    #141191

    C$362 - C$413
    per night (C$)
    2 - 7 night Minimum Stay
    Charming & renovated w/ WATERVIEW. 0.2 mi from Circuit ave, but QUIET & PRIVATE
      5 Bedrooms,
    • 1 Bathroom, 
    • 1 Half Bath
      • , Sleeps 9
    • Viewed

    Charming & renovated w/ WATERVIEW. 0.2 mi from Circuit ave, but QUIET & PRIVATE

    5 Bedrooms,
  • 1 Bathroom, 
  • 1 Half Bath
    • , Sleeps 9
    1. Martha's Vineyard  >
    2. Oak Bluffs Cottage
    #114281

    C$310 - C$383
    per night (C$)
    2 - 7 night Minimum Stay
    Perfect location! By Beach, Harbor & Town! Renovated Gingerbread House & Garden
      2 Bedrooms,
    • 2 Bathrooms
      • , Sleeps 8
    • Viewed

    Perfect location! By Beach, Harbor & Town! Renovated Gingerbread House & Garden

    2 Bedrooms,
  • 2 Bathrooms
    • , Sleeps 8
    1. Martha's Vineyard  >
    2. Oak Bluffs House
    #3496344

    C$362 - C$408
    per night (C$)
    2 - 7 night Minimum Stay

    Executive modern oceanview hilltop home with spectacular sunrises
      4 Bedrooms,
    • 4 Bathrooms, 
    • 1 Half Bath
      • , Sleeps 9
    • Viewed

    Executive modern oceanview hilltop home with spectacular sunrises

    4 Bedrooms,
  • 4 Bathrooms, 
  • 1 Half Bath
    • , Sleeps 9
    1. Martha's Vineyard  >
    2. Oak Bluffs House
    #395843

    C$672
    per night (C$)
    2 - 7 night Minimum Stay
    Relaxing Island Retreat! Adorable 3 BR cottage on Martha's Vineyard!
      3 Bedrooms,
    • 1 Bathroom
      • , Sleeps 6
    • Viewed

    Relaxing Island Retreat! Adorable 3 BR cottage on Martha's Vineyard!

    3 Bedrooms,
  • 1 Bathroom
    • , Sleeps 6
    1. Martha's Vineyard  >
    2. Oak Bluffs Cottage
    #150477

    C$232 - C$284
    per night (C$)
    2 - 7 night Minimum Stay
    WALK to Eastville BEACH.Large Covered Porch. Private Back Yard. Striking Sunsets
      5 Bedrooms,
    • 2 Bathrooms
      • , Sleeps 9
    • Viewed

    WALK to Eastville BEACH.Large Covered Porch. Private Back Yard. Striking Sunsets

    5 Bedrooms,
  • 2 Bathrooms
    • , Sleeps 9
    1. Martha's Vineyard  >
    2. Oak Bluffs House
    #121940

    C$103 - C$155
    per night (C$)
    3 - 7 night Minimum Stay
    Rare Contemporary Oasis
      3 Bedrooms,
    • 2 Bathrooms, 
    • 1 Half Bath
      • , Sleeps 7
    • Viewed

    Rare Contemporary Oasis

    3 Bedrooms,
  • 2 Bathrooms, 
  • 1 Half Bath
    • , Sleeps 7
    1. Martha's Vineyard  >
    2. Oak Bluffs House
    #397211

    C$258 - C$293
    per night (C$)
    3 night Minimum Stay
    Gorgeous, Renovated, Central AC, Wi-fi, 3 Flat Screen TVs, DVD Player, 2 bikes
      2 Bedrooms,
    • 2 Bathrooms
      • , Sleeps 6
    • Viewed

    Gorgeous, Renovated, Central AC, Wi-fi, 3 Flat Screen TVs, DVD Player, 2 bikes

    2 Bedrooms,
  • 2 Bathrooms
    • , Sleeps 6
    1. Martha's Vineyard  >
    2. Oak Bluffs Cottage
    #162359

    C$1,550 - C$2,893
    per week (C$)
    7 night Minimum Stay
    In-Town Certified National Historic Oak Bluffs Property -
      2 Bedrooms,
    • 1 Bathroom
      • , Sleeps 5
    • Viewed

    In-Town Certified National Historic Oak Bluffs Property -

    2 Bedrooms,
  • 1 Bathroom
    • , Sleeps 5
    1. Martha's Vineyard  >
    2. Oak Bluffs Apartment
    #105302

    C$129 - C$255
    per night (C$)
    2 - 7 night Minimum Stay
    Charming Six Bedroom Waterview East Chop Victorian in Excellent Location
      6 Bedrooms,
    • 1 Bathroom, 
    • 1 Half Bath
      • , Sleeps 10
    • Viewed

    Charming Six Bedroom Waterview East Chop Victorian in Excellent Location

    6 Bedrooms,
  • 1 Bathroom, 
  • 1 Half Bath
    • , Sleeps 10
    1. Martha's Vineyard  >
    2. Oak Bluffs House
    #105316

    C$2,170 - C$4,030
    per week (C$)
    3 - 7 night Minimum Stay
    Spacious Contemporary Cape in Private Cul-de-sac
      4 Bedrooms,
    • 3 Bathrooms, 
    • 1 Half Bath
      • , Sleeps 8
    • Viewed

    Spacious Contemporary Cape in Private Cul-de-sac

    4 Bedrooms,
  • 3 Bathrooms, 
  • 1 Half Bath
    • , Sleeps 8
    1. Martha's Vineyard  >
    2. Oak Bluffs House
    #179548

    C$336
    per night (C$)
    3 - 7 night Minimum Stay
    Quiet Getaway Within Walking Distance Of All Oak Bluffs Has To Offer.
      3 Bedrooms,
    • 1 Bathroom, 
    • 1 Half Bath
      • , Sleeps 6
    • Viewed

    Quiet Getaway Within Walking Distance Of All Oak Bluffs Has To Offer.

    3 Bedrooms,
  • 1 Bathroom, 
  • 1 Half Bath
    • , Sleeps 6
    1. Martha's Vineyard  >
    2. Oak Bluffs Cottage
    #3491124

    C$250
    per night (C$)
    3 - 7 night Minimum Stay
    Enjoy harbor views from this gingerbread cottage in the heart of Oak Bluffs
      2 Bedrooms,
    • 1 Bathroom, 
    • 1 Half Bath
      • , Sleeps 4
    • Viewed

    Enjoy harbor views from this gingerbread cottage in the heart of Oak Bluffs

    2 Bedrooms,
  • 1 Bathroom, 
  • 1 Half Bath
    • , Sleeps 4
    1. Martha's Vineyard  >
    2. Oak Bluffs House
    #192853

    C$1,860
    per week (C$)
    7 night Minimum Stay
    Charming & spacious home directly on Oak Bluffs Harbor with a deep water dock
      5 Bedrooms,
    • 3 Bathrooms
      • , Sleeps 10
    • Viewed

    Charming & spacious home directly on Oak Bluffs Harbor with a deep water dock

    5 Bedrooms,
  • 3 Bathrooms
    • , Sleeps 10
    1. Martha's Vineyard  >
    2. Oak Bluffs House
    #258814

    C$682
    per night (C$)
    2 - 7 night Minimum Stay
    Spacious In Town Victorian. Walk To Everything. Sleeps 8.
      3 Bedrooms,
    • 3 Bathrooms
      • , Sleeps 10
    • Viewed

    Spacious In Town Victorian. Walk To Everything. Sleeps 8.

    3 Bedrooms,
  • 3 Bathrooms
    • , Sleeps 10
    1. Martha's Vineyard  >
    2. Oak Bluffs House
    #3520882

    C$3,616 - C$5,172
    per week (C$)
    7 night Minimum Stay
    Updated & Elegant, in-town WATERVIEW Victorian. 1 block from beach.
      1 Bedrooms,
    • 1 Bathroom
      • , Sleeps 2
    • Viewed

    Updated & Elegant, in-town WATERVIEW Victorian. 1 block from beach.

    1 Bedrooms,
  • 1 Bathroom
    • , Sleeps 2
    1. Martha's Vineyard  >
    2. Oak Bluffs House
    #3519287

    C$197
    per night (C$)
    2 night Minimum Stay
    Pristine In-Ground Pool, Outdoor Hottub, Designer decorated Family Home.
      3 Bedrooms,
    • 3 Bathrooms
      • , Sleeps 12
    • Viewed

    Pristine In-Ground Pool, Outdoor Hottub, Designer decorated Family Home.

    3 Bedrooms,
  • 3 Bathrooms
    • , Sleeps 12
    1. Martha's Vineyard  >
    2. Oak Bluffs House
    #471186vb

    C$672 - C$827
    per night (C$)
    Perfect location! By Beach, Harbor & Town. Beautiful 1st Floor Apartment Oasis
      2 Bedrooms,
    • 1 Bathroom
      • , Sleeps 4
    • Viewed

    Perfect location! By Beach, Harbor & Town. Beautiful 1st Floor Apartment Oasis

    2 Bedrooms,
  • 1 Bathroom
    • , Sleeps 4
    1. Martha's Vineyard  >
    2. Oak Bluffs Apartment
    #3496372

    C$201 - C$222
    per night (C$)
    2 - 7 night Minimum Stay
    Family-friendly, Island Retreat With Luxurious Amenities
      4 Bedrooms,
    • 5 Bathrooms
      • , Sleeps 12
    • Viewed

    Family-friendly, Island Retreat With Luxurious Amenities

    4 Bedrooms,
  • 5 Bathrooms
    • , Sleeps 12
    1. Martha's Vineyard  >
    2. Oak Bluffs House
    #3508963

    C$8,060
    per week (C$)
    7 night Minimum Stay
    Walk to beach, town and park from gorgeous Martha's Vineyard home
      6 Bedrooms,
    • 2 Bathrooms, 
    • 1 Half Bath
      • , Sleeps 10
    • Viewed

    Walk to beach, town and park from gorgeous Martha's Vineyard home

    6 Bedrooms,
  • 2 Bathrooms, 
  • 1 Half Bath
    • , Sleeps 10
    1. Martha's Vineyard  >
    2. Oak Bluffs House
    #191935

    C$1,240 - C$5,373
    per week (C$)
    7 night Minimum Stay
    An Island Escape Awaits You ! Free WiFi!
      3 Bedrooms,
    • 2 Bathrooms
      • , Sleeps 8
    • Viewed

    An Island Escape Awaits You ! Free WiFi!

    3 Bedrooms,
  • 2 Bathrooms
    • , Sleeps 8
    1. Martha's Vineyard  >
    2. Oak Bluffs House
    #105327

    C$1,266 - C$2,069
    per week (C$)
    7 night Minimum Stay
    Contemporary luxury open-air loft in the heart of the Arts District
      3 Bedrooms,
    • 3 Bathrooms
      • , Sleeps 6
    • Viewed

    Contemporary luxury open-air loft in the heart of the Arts District

    3 Bedrooms,
  • 3 Bathrooms
    • , Sleeps 6
    1. Martha's Vineyard  >
    2. Oak Bluffs Apartment
    #232445

    C$2,067 - C$3,875
    per week (C$)
    7 night Minimum Stay
    Family Retreat Home with inground Pool
      4 Bedrooms,
    • 2 Bathrooms, 
    • 2 Half Baths
      • , Sleeps 10
    • Viewed

    Family Retreat Home with inground Pool

    4 Bedrooms,
  • 2 Bathrooms, 
  • 2 Half Baths
    • , Sleeps 10
    1. Martha's Vineyard  >
    2. Oak Bluffs Estate
    #282626

    C$976 - C$5,683
    per week (C$)
    7 night Minimum Stay
    Lovely In-town Victorian, Historic District ~ Walk to Beach
      3 Bedrooms,
    • 2 Bathrooms, 
    • 1 Half Bath
      • , Sleeps 7
    • Viewed

    Lovely In-town Victorian, Historic District ~ Walk to Beach

    3 Bedrooms,
  • 2 Bathrooms, 
  • 1 Half Bath
    • , Sleeps 7
    1. Martha's Vineyard  >
    2. Oak Bluffs House
    #118398

    C$2,583 - C$3,513
    per week (C$)
    7 night Minimum Stay
    Beautiful Home Close to Beach and Town
      3 Bedrooms,
    • 2 Bathrooms
      • , Sleeps 6
    • Viewed

    Beautiful Home Close to Beach and Town

    3 Bedrooms,
  • 2 Bathrooms
    • , Sleeps 6
    1. Martha's Vineyard  >
    2. Oak Bluffs House
    #154955

    C$222 - C$320
    per night (C$)
    3 - 7 night Minimum Stay
    East Chop 1830 Farmhouse Total Restoration
      4 Bedrooms, Sleeps 8
    • Viewed

    East Chop 1830 Farmhouse Total Restoration

    4 Bedrooms, Sleeps 8
    1. Martha's Vineyard  >
    2. Oak Bluffs Farmhouse
    #121097

    C$3,306
    per week (C$)
    7 night Minimum Stay
    Marthas Vineyard, Waterfront, East Chop, Oak Bluffs, Home with Spectacular Views
      7 Bedrooms,
    • 5 Bathrooms, 
    • 1 Half Bath
      • , Sleeps 14
    • Viewed

    Marthas Vineyard, Waterfront, East Chop, Oak Bluffs, Home with Spectacular Views

    7 Bedrooms,
  • 5 Bathrooms, 
  • 1 Half Bath
    • , Sleeps 14
    1. Martha's Vineyard  >
    2. Oak Bluffs House
    #107946

    C$7,233 - C$9,816
    per week (C$)
    7 night Minimum Stay
    OWNER SAYS, 'RAISE CASH. REDUCE RATES BY 20%
      3 Bedrooms,
    • 2 Bathrooms
      • , Sleeps 8
    • Viewed

    OWNER SAYS, 'RAISE CASH. REDUCE RATES BY 20%

    3 Bedrooms,
  • 2 Bathrooms
    • , Sleeps 8
    1. Martha's Vineyard  >
    2. Oak Bluffs House
    #3236729

    C$155
    per night (C$)
    3 - 7 night Minimum Stay
    Sengekontacket Waterfront Retreat With Private Island & Dock
      4 Bedrooms,
    • 3 Bathrooms
      • , Sleeps 10
    • Viewed

    Sengekontacket Waterfront Retreat With Private Island & Dock

    4 Bedrooms,
  • 3 Bathrooms
    • , Sleeps 10
    1. Martha's Vineyard  >
    2. Oak Bluffs House
    #3564259

    C$5,166 - C$7,233
    per week (C$)
    Beach House On the Lagoon With Private Beach
      4 Bedrooms,
    • 2 Bathrooms, 
    • 1 Half Bath
      • , Sleeps 9
    • Viewed

    Beach House On the Lagoon With Private Beach

    4 Bedrooms,
  • 2 Bathrooms, 
  • 1 Half Bath
    • , Sleeps 9
    1. Martha's Vineyard  >
    2. Oak Bluffs House
    #3564178

    C$5,166
    per week (C$)
    1 2 3 4 5 ....17
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