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
Top guest favourite
Guest favourite
Home in Oak Bluffs
The Luxury Vineyard Yurt
2 bedrooms
,
·
3 beds
,
·
1 private bathroom
16–21 Oct
16–21 Oct
$2,579 SGD
Show price breakdown
for 5 nights
$2,579 SGD for 5 nights
,
·
4.93 out of 5 average rating, 313 reviews
4.93 (313)
Home in Oak Bluffs
Oak Bluffs Cottage Walk To Town
1 bedroom
1 bedroom
,
·
2 double beds
2 double beds
,
·
1 bathroom
1 bathroom
8–15 Aug
8–15 Aug
$10,943 SGD
Show price breakdown
for 7 nights
$10,943 SGD for 7 nights
Free cancellation
Superhost
Superhost
Flat in Falmouth
On the Shores of Eel Pond
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
2 bathrooms
2 bathrooms
22–27 Aug
22–27 Aug
$3,610 SGD
Show price breakdown
for 5 nights
$3,610 SGD for 5 nights
Free cancellation
New place to stay
New
Home in Oak Bluffs
Amanda’s Veranda
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
3.5 bathrooms
3.5 bathrooms
22–27 Aug
22–27 Aug
$6,840 SGD
Show price breakdown
for 5 nights
$6,840 SGD for 5 nights
Free cancellation
New place to stay
New
Top guest favourite
Guest favourite
Home in Oak Bluffs
113A Walk to Town, beach and amazing location!
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1.5 bathrooms
1.5 bathrooms
16–21 Aug
16–21 Aug
$10,721 SGD
$9,492 SGD
Show price breakdown
for 5 nights
4.95 out of 5 average rating, 213 reviews
4.95 (213)
Cabin in Oak Bluffs
Newly built rustic cabin in Oak Bluffs
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
30 Aug – 4 Sept
30 Aug – 4 Sept
$1,995 SGD
Show price breakdown
for 5 nights
$1,995 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Top guest favourite
Guest favourite
Home in Oak Bluffs
Spectacular beach & pool combo; beautiful sunsets!
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
5.5 bathrooms
5.5 bathrooms
4–9 Oct
4–9 Oct
$4,370 SGD
Show price breakdown
for 5 nights
$4,370 SGD for 5 nights
4.93 out of 5 average rating, 221 reviews
4.93 (221)
Guest favourite
Guest favourite
Guest suite in Oak Bluffs
Cottage suite between the harbors: no minimum stay
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
30 Aug – 4 Sept
30 Aug – 4 Sept
$3,639 SGD
Show price breakdown
for 5 nights
$3,639 SGD for 5 nights
Free cancellation
4.8 out of 5 average rating, 349 reviews
4.8 (349)
Guest house in Oak Bluffs
Charming guesthouse in OB
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
1–6 Aug
1–6 Aug
$4,642 SGD
Show price breakdown
for 5 nights
$4,642 SGD for 5 nights
Pay $0 today
Free cancellation
4.88 out of 5 average rating, 8 reviews
4.88 (8)
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
$1,246 SGD
Show price breakdown
for 5 nights
$1,246 SGD for 5 nights
Free cancellation
4.95 out of 5 average rating, 426 reviews
4.95 (426)
Top guest favourite
Guest favourite
Home in Tisbury
Martha’s Vineyard Waterfront Private Beach
8 bedrooms
8 bedrooms
,
·
10 beds
10 beds
,
·
5.5 bathrooms
5.5 bathrooms
20–25 Sept
20–25 Sept
$16,963 SGD
Show price breakdown
for 5 nights
$16,963 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 18 reviews
5.0 (18)
Top guest favourite
Guest favourite
Flat in Oak Bluffs
14D Kennebec THE center of OB! No car, No problem!
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
16–21 Aug
16–21 Aug
$10,783 SGD
Show price breakdown
for 5 nights
$10,783 SGD for 5 nights
4.94 out of 5 average rating, 32 reviews
4.94 (32)
Top guest favourite
Guest favourite
Flat in Oak Bluffs
111B Beautiful and Short walk beach, town, harbor!
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
18–23 Aug
18–23 Aug
$9,797 SGD
Show price breakdown
for 5 nights
$9,797 SGD for 5 nights
4.93 out of 5 average rating, 87 reviews
4.93 (87)
Featured hotel
Featured hotel
Room in Oak Bluffs
Water view double queen
2 queen beds
2 queen beds
,
·
1 bathroom
1 bathroom
16–21 Sept
16–21 Sept
$3,566 SGD
Show price breakdown
for 5 nights
$3,566 SGD for 5 nights
+$534 SGD Airbnb credit
Home in Oak Bluffs
MV Sea Glenn Flower
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
3 bathrooms
3 bathrooms
23–28 Aug
23–28 Aug
$5,831 SGD
Show price breakdown
for 5 nights
$5,831 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Top guest favourite
Guest favourite
Home in Tisbury
Sunny, Spacious Vineyard Retreat
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2.5 bathrooms
2.5 bathrooms
20–25 Sept
20–25 Sept
$2,764 SGD
$2,280 SGD
Show price breakdown
for 5 nights
Free cancellation
4.97 out of 5 average rating, 302 reviews
4.97 (302)
Flat in Oak Bluffs
Island Oasis
1 bedroom
1 bedroom
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
2–7 Aug
2–7 Aug
$4,788 SGD
Show price breakdown
for 5 nights
$4,788 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Guest favourite
Guest favourite
Cottage in Oak Bluffs
111H Beautiful clean walk to Town, Inkwell, harbor
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1.5 bathrooms
1.5 bathrooms
13–18 Sept
13–18 Sept
$4,096 SGD
Show price breakdown
for 5 nights
$4,096 SGD for 5 nights
4.95 out of 5 average rating, 193 reviews
4.95 (193)
Top 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
$7,412 SGD
Show price breakdown
for 7 nights
$7,412 SGD for 7 nights
Free cancellation
4.93 out of 5 average rating, 15 reviews
4.93 (15)
1
2
3
4
…
15
