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98 Rentals
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Featured 
$1,271/night
- 4 Bedrooms
- 2 Baths
- 8 Guests
- House
$1,071/night
Featured
$929/night
Sun Filled Waterfront Home with a Beautiful Pond View 4 BR/305
Sengekontacket Association, Oak Bluffs- 4 Bedrooms
- 2 Baths
- 8 Guests
- House
Featured
$925/night
Vineyard Haven- Swimming pool close to town!/304
344 Greenwood Avenue- 4 Bedrooms
- 2.5 Baths
- 8 Guests
$1,429/night
Classic Vineyard home with guesthouse A/C and water view/299
7 Canonicus Avenue Oak Bluffs, MA- 4 Bedrooms
- 3 Baths
- 8 Guests
- House
$1,929/night
- 6 Bedrooms
- 4 plus 2 half baths Baths
- 16 Guests
- House
$643/night
Charming Cottage in Great OB Location/296
12 Pocasset Avenue- 2 Bedrooms
- 3.5 Baths
- 6 Guests
$1,160/night
Brand New Large Family Home with Central Air in Oak Bluffs/295
35 Gull Landing, Oak Bluffs- 3 Bedrooms
- 3.5 Baths
- 10 Guests
$429/night
Seaside Cottage near Inkwell/294
101A Ocean Avenue, Oak Bluffs, MA 02557- 1 Bedrooms
- 1 Baths
- 3 Guests
- Cottage