Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Homes
Homes
NEW
NEW
Experiences
Experiences, new
NEW
NEW
Services
Services, new
Start your search
Location
Homes in Oak Bluffs
Check in / Check out
Any week
Guests
Add guests
Become a host
Help Centre
Become a host
It’s easy to start hosting and earn extra income.
Refer a host
Find a co-host
Log in or sign up
filters
Filters
Price
Type of place
Show map
Search results; Over 1,000 homes in Oak Bluffs
Over 1,000 homes in Oak Bluffs
Nature lodge in Oak Bluffs
Lovely King-sized guest room in beautiful home
1 bedroom
,
·
1 bed
,
·
1 shared bathroom
11–16 Jul
11–16 Jul
$2,820 SGD
Show price breakdown
for 5 nights
$2,820 SGD for 5 nights
,
·
4.88 out of 5 average rating, 18 reviews
4.88 (18)
Top guest favourite
Guest favourite
Guest suite in Oak Bluffs
Lovely 2 BR Oak Bluffs Apartment
2 bedrooms
2 bedrooms
,
·
2 double beds
2 double beds
,
·
1 bathroom
1 bathroom
18–23 Oct
18–23 Oct
$1,250 SGD
Show price breakdown
for 5 nights
$1,250 SGD for 5 nights
4.95 out of 5 average rating, 424 reviews
4.95 (424)
Guest favourite
Guest favourite
Home in Oak Bluffs
The Luxury Vineyard Yurt
2 bedrooms
2 bedrooms
,
·
3 queen beds
3 queen beds
,
·
1 bathroom
1 bathroom
16–21 Oct
16–21 Oct
$2,586 SGD
Show price breakdown
for 5 nights
$2,586 SGD for 5 nights
4.93 out of 5 average rating, 309 reviews
4.93 (309)
Superhost
Superhost
Home in Oak Bluffs
NEW! Charming Oak Bluffs Cottage - Sleeps 8
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
16–21 Jul
16–21 Jul
$7,487 SGD
$6,310 SGD
Show price breakdown
for 5 nights
New place to stay
New
Superhost
Superhost
Place to stay in Oak Bluffs
Oak Bluffs Circuit Av Walk Everywhere Single Room
1 bedroom
1 bedroom
,
·
7 beds
7 beds
,
·
1 bathroom
1 bathroom
11–16 Sept
11–16 Sept
$1,337 SGD
Show price breakdown
for 5 nights
$1,337 SGD for 5 nights
Top guest favourite
Guest favourite
Home in Oak Bluffs
Pinkletink Plantation
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2.5 bathrooms
2.5 bathrooms
10–15 Oct
10–15 Oct
$3,811 SGD
Show price breakdown
for 5 nights
$3,811 SGD for 5 nights
4.98 out of 5 average rating, 52 reviews
4.98 (52)
Guest favourite
Guest favourite
Home in Oak Bluffs
Walk to Town, beach and amazing location 113A
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1.5 bathrooms
1.5 bathrooms
16–21 Aug
16–21 Aug
$11,273 SGD
Show price breakdown
for 5 nights
$11,273 SGD for 5 nights
4.95 out of 5 average rating, 209 reviews
4.95 (209)
Guest favourite
Guest favourite
Home in Oak Bluffs
Casa Luca| Serene 3BR| SunRm, Outdr Shwr, A/C, BBQ
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
1 bathroom
1 bathroom
28 Aug – 4 Sept
28 Aug – 4 Sept
$7,433 SGD
Show price breakdown
for 7 nights
$7,433 SGD for 7 nights
4.92 out of 5 average rating, 12 reviews
4.92 (12)
Home in Oak Bluffs
OB Salt & Cedar Cottage
4 bedrooms
4 bedrooms
,
·
9 beds
9 beds
,
·
2 bathrooms
2 bathrooms
17–24 Aug
17–24 Aug
$13,181 SGD
$12,095 SGD
Show price breakdown
for 7 nights
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Top guest favourite
Guest favourite
Home in Oak Bluffs
**Vineyard Vacation Retreat** -3 BR
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
8–13 Sept
8–13 Sept
$6,513 SGD
Show price breakdown
for 5 nights
$6,513 SGD for 5 nights
4.96 out of 5 average rating, 125 reviews
4.96 (125)
Top guest favourite
Guest favourite
Home in Oak Bluffs
Updated cottage/ ocean views
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1.5 bathrooms
1.5 bathrooms
27 Sept – 2 Oct
27 Sept – 2 Oct
$4,100 SGD
Show price breakdown
for 5 nights
$4,100 SGD for 5 nights
5.0 out of 5 average rating, 20 reviews
5.0 (20)
Guest favourite
Guest favourite
Flat in Oak Bluffs
14B Kennebec THE center of OB! No car, No problem!
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
27 Jul – 1 Aug
27 Jul – 1 Aug
$5,273 SGD
$4,542 SGD
Show price breakdown
for 5 nights
4.94 out of 5 average rating, 17 reviews
4.94 (17)
Home in Oak Bluffs
Brand new! MV summer home!
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
14–19 Jul
14–19 Jul
$6,908 SGD
Show price breakdown
for 5 nights
$6,908 SGD for 5 nights
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Top guest favourite
Guest favourite
Cottage in Oak Bluffs
The WestLake
4 bedrooms
4 bedrooms
,
·
7 beds
7 beds
,
·
2 bathrooms
2 bathrooms
26 Sept – 1 Oct
26 Sept – 1 Oct
$5,271 SGD
Show price breakdown
for 5 nights
$5,271 SGD for 5 nights
5.0 out of 5 average rating, 10 reviews
5.0 (10)
Guest favourite
Guest favourite
Home in Oak Bluffs
Oak Bluffs Victorian Walk to Town & Beaches
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
5.5 bathrooms
5.5 bathrooms
18–23 Sept
18–23 Sept
$9,298 SGD
Show price breakdown
for 5 nights
$9,298 SGD for 5 nights
4.83 out of 5 average rating, 65 reviews
4.83 (65)
Top guest favourite
Guest favourite
Home in Oak Bluffs
** Vineyard Vacation Retreat ** with HOT TUB
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2.5 bathrooms
2.5 bathrooms
19–24 Sept
19–24 Sept
$7,144 SGD
$5,076 SGD
Show price breakdown
for 5 nights
4.92 out of 5 average rating, 144 reviews
4.92 (144)
Top guest favourite
Guest favourite
Flat in Oak Bluffs
Town/Beach: Vineyard Vacation Houses welcomes you!
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
15–20 Oct
15–20 Oct
$2,580 SGD
Show price breakdown
for 5 nights
$2,580 SGD for 5 nights
4.89 out of 5 average rating, 303 reviews
4.89 (303)
Top guest favourite
Guest favourite
Home in Oak Bluffs
Charming 3 bedroom home in O.B.
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
23–28 Aug
23–28 Aug
$5,945 SGD
Show price breakdown
for 5 nights
$5,945 SGD for 5 nights
5.0 out of 5 average rating, 14 reviews
5.0 (14)
Cabin in Oak Bluffs
Newly built cabin walking distance from Oak Bluffs
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
21–26 Jul
21–26 Jul
$2,300 SGD
Show price breakdown
for 5 nights
$2,300 SGD for 5 nights
New place to stay
New
1
2
3
4
…
15