filters

Search results; Over 1,000 homes in Oak Bluffs

Photo 1 of 29
Top guest favourite
Home in Oak Bluffs
** Vineyard Vacation Retreat ** with HOT TUB
2 bedrooms, 2 beds, 2.5 private bathrooms
19–24 Sept
,
4.93 out of 5 average rating, 152 reviews
Photo 1 of 18
Featured hotel
Hotel in Oak Bluffs
Queen
1 bedroom, 1 queen bed
13–18 Oct
5.0 out of 5 average rating, 4 reviews
Photo 1 of 21
Guest favourite
Home in Oak Bluffs
Studio apt in newly built barn
2 beds
5–10 Oct
4.94 out of 5 average rating, 527 reviews
Photo 1 of 8
Top guest favourite
Cabin in Oak Bluffs
Newly built rustic cabin in Oak Bluffs
1 bedroom, 1 bed
3–8 Oct
4.92 out of 5 average rating, 26 reviews
Photo 1 of 26
Top guest favourite
Guest suite in Oak Bluffs
Quiet Hide Away
1 bedroom, 1 queen bed
27 Sept – 2 Oct
4.98 out of 5 average rating, 209 reviews
Photo 1 of 29
Featured hotel
Hotel in Oak Bluffs
Standard King
1 bedroom, 1 king bed
20–25 Sept
New place to stay
Photo 1 of 29
Guest favourite
Home in Oak Bluffs
Oak Bluffs Victorian Walk to Town & Beaches
5 bedrooms, 7 beds
29 Sept – 4 Oct
4.82 out of 5 average rating, 71 reviews
Photo 1 of 28
Top guest favourite
Home in Oak Bluffs
The Blue Lagoon, Oak Bluffs
3 bedrooms, 3 king beds
27 Sept – 2 Oct
4.98 out of 5 average rating, 56 reviews
Photo 1 of 22
Top guest favourite
Guest house in Oak Bluffs
Oak bluffs cottage Perfect place to honeymoon!
2 bedrooms, 2 beds
27 Sept – 2 Oct
4.97 out of 5 average rating, 138 reviews
Photo 1 of 29
Top guest favourite
Home in Oak Bluffs
Casa Luca| Serene 3BR| SunRm, Outdr Shwr, A/C, BBQ
3 bedrooms, 5 beds
4–9 Oct
4.95 out of 5 average rating, 21 reviews
Photo 1 of 29
Guest favourite
Cottage in Oak Bluffs
East Chop Cottage - walk to lighthouse & beach!
1 bedroom, 1 queen bed
20–25 Sept
4.9 out of 5 average rating, 155 reviews
Photo 1 of 20
Guest favourite
Home in Oak Bluffs
Pinkletink Plantation
3 bedrooms, 5 beds
20–25 Oct
4.97 out of 5 average rating, 62 reviews
Photo 1 of 20
Top guest favourite
Home in Oak Bluffs
Beachfront Oasis
4 bedrooms, 5 beds
4–11 Oct
4.93 out of 5 average rating, 15 reviews
Photo 1 of 25
Top guest favourite
Guest suite in Oak Bluffs
Lovely 2 BR Oak Bluffs Apartment
2 bedrooms, 2 double beds
20–25 Sept
4.95 out of 5 average rating, 440 reviews
Photo 1 of 25
Guest favourite
Home in Oak Bluffs
Charming 3-Bedroom Home in the Heart of Oak Bluffs
3 bedrooms, 3 beds
27 Sept – 2 Oct
4.96 out of 5 average rating, 23 reviews
Photo 1 of 29
Top guest favourite
Flat in Oak Bluffs
Cozy 3 bedroom apartment with King bed on Main St.
3 bedrooms, 5 beds
18–23 Oct
4.96 out of 5 average rating, 101 reviews
Photo 1 of 12
Home in Oak Bluffs
Vineyard Family Home
3 bedrooms, 3 beds
29 May – 3 Jun
5.0 out of 5 average rating, 3 reviews
Photo 1 of 29
Top guest favourite
Home in Oak Bluffs
**Vineyard Vacation Retreat** -3 BR
3 bedrooms, 3 beds
27 Sept – 2 Oct
4.96 out of 5 average rating, 138 reviews
Photo 1 of 29
Home in Oak Bluffs
Oak Bluffs Reserve
3 bedrooms, 3 beds
17–22 Sept
New place to stay