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Search results; 861 places

Home in Oak Bluffs
A gem on Oak Bluffs Harbor
2 min walk
Apr 20 – 25
5.0 out of 5 average rating, 3 reviews
Guest suite in Oak Bluffs
Cottage suite between the harbors: no minimum stay
3 min drive
May 15 – 20
4.76 out of 5 average rating, 286 reviews
Guest favorite
Apartment in Oak Bluffs
Absolute Best Location on the Island
3 min walk
May 7 – 12
4.9 out of 5 average rating, 90 reviews
Guest favorite
Cottage in Oak Bluffs
Play, Pace, Peace (and Parking too!)!
9 min walk
Apr 26 – May 1
4.92 out of 5 average rating, 51 reviews
Guest favorite
Room in Oak Bluffs
Vineyard Charm Island Memories
11 min walk
Oct 4 – 9
4.99 out of 5 average rating, 271 reviews
Home in Oak Bluffs
Pinkletink Plantation
3 min drive
Apr 21 – 26
Guest favorite
Home in Oak Bluffs
Walk to Town, beach and amazing location 113A
14 min walk
Apr 20 – 25
4.94 out of 5 average rating, 144 reviews
Room in Oak Bluffs
Walk to Town - Mermaid
14 min walk
Apr 20 – 25
5.0 out of 5 average rating, 23 reviews
Guest favorite
Apartment in Oak Bluffs
Victorian Oasis: Driveway, hot tub, grill & more
5 min walk
Apr 21 – 26
4.92 out of 5 average rating, 128 reviews
Guest favorite
Cottage in Oak Bluffs
Beautiful and walk to everything Oak Bluffs!
14 min walk
Apr 22 – 27
4.99 out of 5 average rating, 95 reviews
Guest favorite
Cottage in Oak Bluffs
Beautiful clean walk to Town, Inkwell and harbor!
14 min walk
May 5 – 10
4.96 out of 5 average rating, 120 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
Home in Oak Bluffs
Tree Tops
3 min drive
Jun 1 – 6
New place to stay
Guest favorite
Home in Oak Bluffs
** Vineyard Vacation Retreat ** with HOT TUB
5 min drive
Jun 4 – 9
4.9 out of 5 average rating, 101 reviews
Home in Oak Bluffs
First-class 4+ BR Lagoon Pond Camp
6 min drive
Jun 2 – 7
4.93 out of 5 average rating, 55 reviews
Superhost
Home in Edgartown
Designer’s Edgartown Home
11 min drive
May 23 – 30
New place to stay
Guest favorite
Home in Oak Bluffs
**Vineyard Vacation Retreat** -3 BR
5 min drive
Apr 20 – 25
4.96 out of 5 average rating, 74 reviews
Superhost
Cottage in Oak Bluffs
#Islandbeachrose. Walk To Beach and Town!
6 min walk
May 5 – 12
5.0 out of 5 average rating, 17 reviews