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100 Rentals
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Featured 
$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
Featured
$1,929/night
- 6 Bedrooms
- 4 plus 2 half baths Baths
- 16 Guests
- House
Featured
$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
Featured
$429/night
Seaside Cottage near Inkwell/294
101A Ocean Avenue, Oak Bluffs, MA 02557- 1 Bedrooms
- 1 Baths
- 3 Guests
- Cottage
Featured
$571/night
Updated Saltbox WALK TO TOWN Oak Bluffs/293
44 Barnes Road, Oak Bluffs, MA 02557- 3 Bedrooms
- 2 Baths
- 6 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
$857/night
- 4 Bedrooms
- 2.5 Baths
- 8 Guests
$500/night
Charming 3 bedroom close to town with A/C . Oak Bluffs 290
39 School Street, Oak Bluffs, MA 02557- 3 Bedrooms
- 1 Baths
- 6 Guests
- Cottage|House
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