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Search results; Over 1,000 places

Guest favorite
Apartment in Oak Bluffs
Oak Bluff's Beach House
1 min walk
May 1 – 6
4.85 out of 5 average rating, 20 reviews
Guest favorite
Apartment in Oak Bluffs
Downtown Oak Bluffs, 2nd floor Harbor house.
2 min walk
Apr 19 – 24
4.92 out of 5 average rating, 62 reviews
Boutique hotel in Oak Bluffs
Queen Twin Room with Private Bath. Central Air.
5 min walk
May 9 – 14
4.91 out of 5 average rating, 11 reviews
Guest favorite
Room in Oak Bluffs
Ocean Park Victorian
9 min walk
Sep 4 – 9
4.99 out of 5 average rating, 168 reviews
Guest favorite
Room in Oak Bluffs
Oak Bluffs/ In Town/ Harbor Views/ Full Bed
11 min walk
May 15 – 20
4.95 out of 5 average rating, 41 reviews
Home in Oak Bluffs
A gem on Oak Bluffs Harbor
1 min walk
Apr 20 – 25
5.0 out of 5 average rating, 3 reviews
Guest favorite
Home in Oak Bluffs
#CozyBluffs #Oak Bluffs | walk to town/ferry/beach
11 min walk
Apr 19 – 24
5.0 out of 5 average rating, 17 reviews
Guest favorite
Apartment in Oak Bluffs
Absolute Best Location on the Island
4 min walk
May 7 – 12
4.9 out of 5 average rating, 90 reviews
Home in Oak Bluffs
Beach Vibe
2 min drive
Apr 20 – 25
New place to stay
Guest favorite
Home in Oak Bluffs
Sweet little post and beam
4 min drive
Apr 20 – 25
4.97 out of 5 average rating, 229 reviews
Guest favorite
Apartment in Oak Bluffs
Cozy 3 bedroom apartment with King bed on Main St.
6 min walk
May 12 – 17
5.0 out of 5 average rating, 23 reviews
Guest favorite
Apartment in Oak Bluffs
Victorian Oasis: Driveway, hot tub, grill & more
6 min walk
Apr 21 – 26
4.92 out of 5 average rating, 128 reviews
Home in Oak Bluffs
New Home Walk to Town & Beaches
12 min walk
Jul 8 – 13
New place to stay
Guest favorite
Home in Oak Bluffs
Beautiful Oak Bluffs Cottage Close to Town
10 min walk
Apr 21 – 26
5.0 out of 5 average rating, 15 reviews
Cottage in Oak Bluffs
In town Cozy-Cottage-Glam w/ Fab backyard 2bd/2B
13 min walk
May 24 – 29
5.0 out of 5 average rating, 8 reviews
Guest favorite
Home in Oak Bluffs
The Blue Lagoon, Oak Bluffs
5 min drive
Apr 20 – 25
4.92 out of 5 average rating, 13 reviews
Guest favorite
Home in Oak Bluffs
Sat-Sat ferry tix! Oak Bluffs-Eastville Beach area
4 min drive
Apr 21 – 26
4.97 out of 5 average rating, 72 reviews
Superhost
Home in Oak Bluffs
Historic & Air-Conditioned Oak Bluffs Cottage
3 min drive
Jun 3 – 8
5.0 out of 5 average rating, 4 reviews