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Search results; Over 1,000 homes in Oak Bluffs
Over 1,000 homes in Oak Bluffs
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
$2,582 SGD
Show price breakdown
for 5 nights
$2,582 SGD for 5 nights
,
·
4.93 out of 5 average rating, 309 reviews
4.93 (309)
Place to stay in Oak Bluffs
Oak Bluffs Cottage Walk To Town
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
8–15 Aug
8–15 Aug
$13,086 SGD
Show price breakdown
for 7 nights
$13,086 SGD for 7 nights
Free cancellation
Guest favourite
Guest favourite
Flat in Oak Bluffs
14B Kennebec THE center of OB! No car, No problem!
4.94 out of 5 average rating, 17 reviews
4.94 (17)
,
·
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
3–8 Aug
3–8 Aug
$9,920 SGD
Show price breakdown
for 5 nights
$9,920 SGD for 5 nights
Top guest favourite
Guest favourite
Home in Oak Bluffs
** Vineyard Vacation Retreat ** with HOT TUB
4.92 out of 5 average rating, 144 reviews
4.92 (144)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2.5 bathrooms
2.5 bathrooms
19–24 Sept
19–24 Sept
$7,133 SGD
$5,067 SGD
Show price breakdown
for 5 nights
Superhost
Superhost
Home in Oak Bluffs
NEW! Charming Oak Bluffs Cottage - Sleeps 8
New place to stay
New
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
16–21 Jul
16–21 Jul
$6,442 SGD
$5,448 SGD
Show price breakdown
for 5 nights
New home discount
Free cancellation
Featured hotel
Featured hotel
Hotel in Oak Bluffs
Water view double queen
1 bedroom
1 bedroom
,
·
1 bathroom
1 bathroom
16–21 Sept
16–21 Sept
$4,094 SGD
Show price breakdown
for 5 nights
$4,094 SGD for 5 nights
+$614 SGD Airbnb credit
Pay $0 today
Top guest favourite
Guest favourite
Cottage in Oak Bluffs
The WestLake
5.0 out of 5 average rating, 10 reviews
5.0 (10)
,
·
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
26 Sept – 1 Oct
26 Sept – 1 Oct
$5,262 SGD
Show price breakdown
for 5 nights
$5,262 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Home in Oak Bluffs
New Pristine Luxury Home on Martha's Vineyard
4.98 out of 5 average rating, 81 reviews
4.98 (81)
,
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3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
2.5 bathrooms
2.5 bathrooms
29 Sept – 4 Oct
29 Sept – 4 Oct
$5,634 SGD
Show price breakdown
for 5 nights
$5,634 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Home in Oak Bluffs
Gorgeous home in Oak Bluffs
4.8 out of 5 average rating, 5 reviews
4.8 (5)
,
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3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
3 bathrooms
3 bathrooms
28 Sept – 3 Oct
28 Sept – 3 Oct
$6,559 SGD
Show price breakdown
for 5 nights
$6,559 SGD for 5 nights
Free cancellation
Superhost
Superhost
Home in Oak Bluffs
Beach home just 0.8 miles to Farm Neck Golf Club!
4.77 out of 5 average rating, 131 reviews
4.77 (131)
,
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3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
6–11 Sept
6–11 Sept
$4,013 SGD
Show price breakdown
for 5 nights
$4,013 SGD for 5 nights
Pay $0 today
Free cancellation
Home in Oak Bluffs
Oak Bluffs Oasis. Walk to town, beach & ferry.
New place to stay
New
,
·
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
23–28 Aug
23–28 Aug
$5,516 SGD
Show price breakdown
for 5 nights
$5,516 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Flat in Oak Bluffs
Town/Beach: Vineyard Vacation Houses welcomes you!
4.93 out of 5 average rating, 154 reviews
4.93 (154)
,
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1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
26–31 Aug
26–31 Aug
$7,662 SGD
$6,713 SGD
Show price breakdown
for 5 nights
Superhost
Superhost
Home in Oak Bluffs
Quintessential 1920s renovated bungalow new 2026!
New place to stay
New
,
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2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
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1.5 bathrooms
1.5 bathrooms
30 Jul – 4 Aug
30 Jul – 4 Aug
$7,659 SGD
Show price breakdown
for 5 nights
$7,659 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Oak Bluffs
Pinkletink Plantation
4.98 out of 5 average rating, 52 reviews
4.98 (52)
,
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3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2.5 bathrooms
2.5 bathrooms
10–15 Oct
10–15 Oct
$3,805 SGD
Show price breakdown
for 5 nights
$3,805 SGD for 5 nights
Pay $0 today
Free cancellation
Home in Oak Bluffs
Oak Bluffs Summer Home
New place to stay
New
,
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3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
15–20 Jul
15–20 Jul
$5,060 SGD
Show price breakdown
for 5 nights
$5,060 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Guest suite in Oak Bluffs
Cottage suite between the harbors: no minimum stay
4.79 out of 5 average rating, 344 reviews
4.79 (344)
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2 bedrooms
2 bedrooms
,
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3 beds
3 beds
,
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1 bathroom
1 bathroom
19–24 Jul
19–24 Jul
$4,679 SGD
$3,362 SGD
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for 5 nights
Free cancellation
Guest favourite
Guest favourite
Boutique hotel in Oak Bluffs
Balcony Room at the Tivoli Inn
4.91 out of 5 average rating, 54 reviews
4.91 (54)
,
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1 bedroom
1 bedroom
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2 beds
2 beds
,
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1 bathroom
1 bathroom
22–27 Aug
22–27 Aug
$4,222 SGD
Show price breakdown
for 5 nights
$4,222 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Guest suite in Oak Bluffs
Lovely 2 BR Oak Bluffs Apartment
4.95 out of 5 average rating, 424 reviews
4.95 (424)
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2 bedrooms
2 bedrooms
,
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2 beds
2 beds
,
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1 bathroom
1 bathroom
18–23 Oct
18–23 Oct
$1,247 SGD
Show price breakdown
for 5 nights
$1,247 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Cottage in Oak Bluffs
Beautiful and walk to everything Oak Bluffs!
4.97 out of 5 average rating, 181 reviews
4.97 (181)
,
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1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1.5 bathrooms
1.5 bathrooms
22–27 Aug
22–27 Aug
$5,775 SGD
Show price breakdown
for 5 nights
$5,775 SGD for 5 nights
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