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137 Rentals
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Featured
$465/night

Near Beach & Harbor Oak Bluffs | 001

7 Gorham Avenue, Oak Bluffs, MA 02558
  • 4 Bedrooms
  • 2 Baths
  • 6 Guests
  • Cottage
Featured
$571/night

Oak Bluffs 5 BR/ 2BA close to harbor with A/C! | 39

58 New York Avenue, Oak Bluffs, MA 02557
  • 5 Bedrooms
  • 2 Baths
  • House
$715/night

Nashawena Park Steps from Inkwell Beach | 34

38 Nashawena Avenue, Oak Bluffs. MA 02557
  • 4 Bedrooms
  • 2 Baths
  • 8 Guests
  • House
$343/night
  • 3 Bedrooms
  • 2 Baths
  • 7 Guests
  • House
$643/night

Waterfront 4 Bedroom in Sengy | 263

12 Wood Duck Way, Oak Bluffs, MA 02557
  • 4 Bedrooms
  • 3 Baths
  • 8 Guests
  • House
$743/night

Newer home in Vineyard Haven with cental a/c and close to town | 228

51 Amelia's Crossing, Vineyard Haven, MA 02568
  • 3 Bedrooms
  • 3 Baths
  • 6-8 Guests
  • House
$372/night

MVCMA Campground cottage walk to beach & town | 152

5 Rock Ave, Oak Bluffs, MA 02557, USA
  • 4 Bedrooms
  • 2 Baths
  • 8 Guests
  • Cottage
$372/night

Ranch in Oak Bluffs with Water View | 181

13 County Road, Oak Bluffs, MA 02557
  • 3 Bedrooms
  • 1 Baths
  • 6 Guests
  • House
$519/night

Custom Built home with Farmer’s porch in East Chop | 55

5 Elmwood Avenue, Oak Bluffs, MA 02557
  • 3 Bedrooms
  • 2 Baths
  • 6 Guests
  • House
$329/night
  • 3 Bedrooms
  • 1 Baths
  • 6 Guests
  • Cottage
$643/night

Seaview Condo- Sleeps 5! | 35

2 Pennacook Avenue, Oak Bluffs, MA 02557
  • 2 Bedrooms
  • 2 Baths
  • 5 Guests
  • Condo
$843/night

East Chop home with Water view | 243

19 Mill Square Oak Bluffs, MA 02557
  • 5 Bedrooms
  • 1.5 Baths
  • 9 Guests
  • House
$572/night

Colonial close to Bike Path and Farm Neck Golf course | 199

1 Jesse Leigh Mitchell Way, Oak Bluffs, MA 02557
  • 3 Bedrooms
  • 2.5 Baths
  • 8 Guests
  • House
$2,143/night
  • 7 Bedrooms
  • 4.5 Baths
  • 14 Guests
  • House
$472/night

Chilmark Cape -Select Ferry Tickets available | 68

25 North Road, Chilmark, MA 02575
  • 4 Bedrooms
  • 2 Baths
  • 8 Guests
  • House
$500/night

Katama Colonial | 144

34 Schoolhouse Road, Edgartown, MA 02539
  • 3 Bedrooms
  • 2 Baths
  • 8 Guests
  • House
$1,286/night
  • 4 Bedrooms
  • 4.5 Baths
  • 10 Guests
  • House
$500/night
  • 5 Bedrooms
  • 1 Baths
  • 8 Guests
  • Cottage
$372/night

Heart of the MVCMA campground 3 bedroom cottage | 231

6 Trinity Park, Oak Bluffs, MA 02557
  • 3 Bedrooms
  • 1.5 Baths
  • 6 Guests
  • Cottage
$643/night

Water front Beach cottage & private dock | 157

17 Beach Rd, Oak Bluffs, MA 02557
  • 3 Bedrooms
  • 2 Baths
  • 6 Guests
  • Cottage
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