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95 Rentals
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Featured 
$857/night
Near Beach & Harbor Oak Bluffs | 001
7 Gorham Avenue, Oak Bluffs, MA 02558- 4 Bedrooms
- 2 Baths
- 6 Guests
- Cottage
Featured
$2,557/night
Downtown Oak Bluffs Walk to beach and Town | 56
16 Pequot Avenue, Oak Bluffs, MA 02557- 6 Bedrooms
- 3 Baths
- 12 Guests
- House
Featured
$1,143/night
Tranquility in Oak Bluffs/292
7 Hidden Cove Road, Oak Bluffs- 4 Bedrooms
- 2.5 Baths
- 9 Guests
Featured
$1,214/night
Cinderella Cottage in Oak Bluffs | 188
26 Pequot Avenue, Oak Bluffs, MA 02557- 3 Bedrooms
- 3 Baths
- 8 Guests
- Cottage|House
Featured
$850/night
Oak Bluffs Victorian less than block from Beach | 30
10 Narragansett Avenue, Oak Bluffs, MA 02557- 5 Bedrooms
- 2 Baths
- 8 Guests
- House
Featured
$1,214/night
Renovated Victorian steps from Inkwell with a/c | 210
10 Pequot Avenue, Oak Bluffs, MA 02557- 4 Bedrooms
- 2.5 Baths
- 8 Guests
- Cottage
Featured
$1,900/night
Classic Home on Ocean Park with views of Nantucket Sound/160
19 Ocean Avenue, Oak Bluffs, MA 02557- 7 Bedrooms
- 3.5 Baths
- 13 Guests
- House
Featured
$257/night
Contemporary Cape with open floor plan/271
23 Beacon Avenue, Oak Bluffs, MA 02557- 3 Bedrooms
- 2 Baths
- 5 Guests
- House
Featured
$372/night
Oak Bluffs downtown Condo | 110
21 Kennebec Ave.- 2 Bedrooms
- 1 Baths
- 4 Guests
- Condo
Featured
$715/night
Oak Bluffs -Waterview Home on the lagoon | 102
12 Mae Avenue, Oak Bluffs- 3 Bedrooms
- 2 Baths
- 8-10 Guests
- House
Featured
$643/night
- 4 Bedrooms
- 2.5 Baths
- 8 Guests
$715/night
Nashawena Park Steps from Inkwell Beach | 34
38 Nashawena Avenue, Oak Bluffs. MA 02557- 4 Bedrooms
- 2 Baths
- 8 Guests
- House
$571/night
Walk to private Gull Landing lagoon beach, bike to town, enjoy quiet !/270
51 Gull Landing, Oak Bluffs, MA 02557- 3 Bedrooms
- 2 Baths
- 7 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 Guests
- House
$543/night
MVCMA Campground cottage walk to beach & town | 152
5 Rock Ave, Oak Bluffs, MA 02557, USA- 4 Bedrooms
- 2 Baths
- 8 Guests
- Cottage
$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
$643/night
Seaview Condo- Sleeps 5! | 35
2 Pennacook Avenue, Oak Bluffs, MA 02557- 2 Bedrooms
- 2 Baths
- 5 Guests
- Condo
$2,143/night
Ocean Park Overlooking Nantucket Sound in Oak Bluffs | 121
101 Ocean Avenue, Oak Bluffs, MA 02557- 7 Bedrooms
- 4.5 Baths
- 14 Guests
- House
$500/night
Katama Colonial | 144
34 Schoolhouse Road, Edgartown, MA 02539- 3 Bedrooms
- 2 Baths
- 8 Guests
- House
$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