Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Homes
Homes
Experiences
Experiences
Services
Services
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
Featured hotel
Featured hotel
Hotel in Oak Bluffs
Partial water view queen
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
12–17 Oct
12–17 Oct
$1,392 SGD
Show price breakdown
for 5 nights
$1,392 SGD for 5 nights
+$208 SGD Airbnb credit
4.83 out of 5 average rating, 6 reviews
4.83 (6)
Guest favourite
Guest favourite
Home in Oak Bluffs
7+ Bedroom Vintage Home near Beaches and Town!
7 bedrooms
7 bedrooms
,
·
9 beds
9 beds
,
·
2 bathrooms
2 bathrooms
3–8 Sept
3–8 Sept
$13,796 SGD
$12,096 SGD
Show price breakdown
for 5 nights
4.89 out of 5 average rating, 18 reviews
4.89 (18)
Top guest favourite
Guest favourite
Guest house in Oak Bluffs
Oak bluffs cottage Perfect place to honeymoon!
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
20–25 Sept
20–25 Sept
$3,002 SGD
Show price breakdown
for 5 nights
$3,002 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 137 reviews
4.97 (137)
Top guest favourite
Guest favourite
Cabin in Oak Bluffs
Newly built rustic cabin in Oak Bluffs
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
3–8 Oct
3–8 Oct
$1,895 SGD
$1,576 SGD
Show price breakdown
for 5 nights
Free cancellation
4.89 out of 5 average rating, 19 reviews
4.89 (19)
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
20–25 Sept
20–25 Sept
$2,681 SGD
$1,732 SGD
Show price breakdown
for 5 nights
4.95 out of 5 average rating, 434 reviews
4.95 (434)
Home in Oak Bluffs
Hidden Oaks House
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
3.5 bathrooms
3.5 bathrooms
2–8 Sept
2–8 Sept
$8,277 SGD
Show price breakdown
for 6 nights
$8,277 SGD for 6 nights
New place to stay
New
Top guest favourite
Guest favourite
Home in Oak Bluffs
Beachfront Victorian Oasis Welcome to One
10 bedrooms
10 bedrooms
,
·
11 beds
11 beds
,
·
4.5 bathrooms
4.5 bathrooms
13–18 Sept
13–18 Sept
$19,012 SGD
$15,428 SGD
Show price breakdown
for 5 nights
5.0 out of 5 average rating, 15 reviews
5.0 (15)
Guest favourite
Guest favourite
Home in Oak Bluffs
Beach home just 0.8 miles to Farm Neck Golf Club!
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
6–11 Sept
6–11 Sept
$3,955 SGD
Show price breakdown
for 5 nights
$3,955 SGD for 5 nights
4.79 out of 5 average rating, 140 reviews
4.79 (140)
Guest favourite
Guest favourite
Cottage in Oak Bluffs
#Islandbeachrose. Walk To Beach and Town!
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
2 bathrooms
2 bathrooms
6–13 Sept
6–13 Sept
$10,009 SGD
$8,776 SGD
Show price breakdown
for 7 nights
4.93 out of 5 average rating, 27 reviews
4.93 (27)
Guest favourite
Guest favourite
Flat in Oak Bluffs
Fantastic beach Ap 0.8 miles from Farm Neck Golf!
1 bedroom
1 bedroom
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
7–12 Sept
7–12 Sept
$2,970 SGD
Show price breakdown
for 5 nights
$2,970 SGD for 5 nights
4.72 out of 5 average rating, 176 reviews
4.72 (176)
Superhost
Superhost
Home in Oak Bluffs
Stunning OB retreat mins from best attractions
5 bedrooms
5 bedrooms
,
·
8 beds
8 beds
,
·
3.5 bathrooms
3.5 bathrooms
28 Sept – 3 Oct
28 Sept – 3 Oct
$6,622 SGD
Show price breakdown
for 5 nights
$6,622 SGD for 5 nights
New place to stay
New
Top guest favourite
Guest favourite
Home in Oak Bluffs
Brand new! MV summer home!
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
10–15 Sept
10–15 Sept
$3,842 SGD
Show price breakdown
for 5 nights
$3,842 SGD for 5 nights
5.0 out of 5 average rating, 11 reviews
5.0 (11)
Home in Oak Bluffs
Charming 3BR Cottage Near the Beach w/ Deck
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
3–9 Sept
3–9 Sept
$5,408 SGD
Show price breakdown
for 6 nights
$5,408 SGD for 6 nights
Top 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
19–24 Oct
19–24 Oct
$2,547 SGD
Show price breakdown
for 5 nights
$2,547 SGD for 5 nights
4.93 out of 5 average rating, 322 reviews
4.93 (322)
Guest favourite
Guest favourite
Home in Oak Bluffs
The Lighthouse
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
2 bathrooms
2 bathrooms
6–11 Sept
6–11 Sept
$3,470 SGD
Show price breakdown
for 5 nights
$3,470 SGD for 5 nights
4.94 out of 5 average rating, 161 reviews
4.94 (161)
Guest favourite
Guest favourite
Cottage in Oak Bluffs
111G Beautiful walk to Town, Inkwell and harbor!
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1.5 bathrooms
1.5 bathrooms
20–25 Sept
20–25 Sept
$3,715 SGD
$1,868 SGD
Show price breakdown
for 5 nights
4.94 out of 5 average rating, 227 reviews
4.94 (227)
Guest favourite
Guest favourite
Home in Oak Bluffs
impeccable cottage STEPS to downtown OB & beach!
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
1 bathroom
1 bathroom
19–24 Oct
19–24 Oct
$3,614 SGD
$3,184 SGD
Show price breakdown
for 5 nights
4.92 out of 5 average rating, 212 reviews
4.92 (212)
Top guest favourite
Guest favourite
Guest suite in Oak Bluffs
Quiet Hide Away
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
27 Sept – 2 Oct
27 Sept – 2 Oct
$2,657 SGD
$2,337 SGD
Show price breakdown
for 5 nights
Free cancellation
4.98 out of 5 average rating, 206 reviews
4.98 (206)
1
2
3
4
…
15