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Search results; Over 1,000 homes in Oak Bluffs
Over 1,000 homes in Oak Bluffs
Top guest favourite
Guest favourite
Flat in Oak Bluffs
Sunny Studio Apartment on Martha's Vineyard
1 bedroom
,
·
2 beds
,
·
1 shared bathroom
23–28 Aug
23–28 Aug
$3,335 SGD
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for 5 nights
$3,335 SGD for 5 nights
,
·
4.98 out of 5 average rating, 232 reviews
4.98 (232)
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
$8,022 SGD
$6,752 SGD
Show price breakdown
for 5 nights
New home discount
Guest favourite
Guest favourite
Home in Oak Bluffs
The Luxury Vineyard Yurt
4.93 out of 5 average rating, 308 reviews
4.93 (308)
,
·
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
16–21 Oct
16–21 Oct
$2,588 SGD
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for 5 nights
$2,588 SGD for 5 nights
Guest favourite
Guest favourite
Cottage in Oak Bluffs
Beautiful clean walk to Town, Inkwell and harbor!
4.95 out of 5 average rating, 189 reviews
4.95 (189)
,
·
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1.5 bathrooms
1.5 bathrooms
22–27 Jul
22–27 Jul
$4,186 SGD
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for 5 nights
$4,186 SGD for 5 nights
Guest favourite
Guest favourite
Guest suite in Oak Bluffs
Cottage suite between the harbors: no minimum stay
4.79 out of 5 average rating, 341 reviews
4.79 (341)
,
·
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
19–24 Jul
19–24 Jul
$4,606 SGD
$3,462 SGD
Show price breakdown
for 5 nights
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
$16,315 SGD
Show price breakdown
for 7 nights
$16,315 SGD for 7 nights
Guest favourite
Guest favourite
Flat in Oak Bluffs
14C Kennebec THE center of OB! No car, No problem!
5.0 out of 5 average rating, 19 reviews
5.0 (19)
,
·
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
2–7 Aug
2–7 Aug
$10,880 SGD
$9,415 SGD
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for 5 nights
Top guest favourite
Guest favourite
Home in Oak Bluffs
**Vineyard Vacation Retreat** -3 BR
4.96 out of 5 average rating, 125 reviews
4.96 (125)
,
·
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
8–13 Sept
8–13 Sept
$6,516 SGD
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for 5 nights
$6,516 SGD for 5 nights
Guest favourite
Guest favourite
Apartment in Oak Bluffs
Stunning. Walk to Beach, Town and Harbor 113B
4.9 out of 5 average rating, 264 reviews
4.9 (264)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
31 Jul – 5 Aug
31 Jul – 5 Aug
$7,042 SGD
Show price breakdown
for 5 nights
$7,042 SGD for 5 nights
Superhost
Superhost
Home in Oak Bluffs
Quintessential 1920s renovated bungalow new 2026!
New place to stay
New
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1.5 bathrooms
1.5 bathrooms
23–28 Jul
23–28 Jul
$5,978 SGD
Show price breakdown
for 5 nights
$5,978 SGD for 5 nights
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)
,
·
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1.5 bathrooms
1.5 bathrooms
22–27 Aug
22–27 Aug
$6,473 SGD
Show price breakdown
for 5 nights
$6,473 SGD for 5 nights
Guest favourite
Guest favourite
Home in Oak Bluffs
Oak Bluffs Victorian Walk to Town & Beaches
4.83 out of 5 average rating, 65 reviews
4.83 (65)
,
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5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
5.5 bathrooms
5.5 bathrooms
18–23 Sept
18–23 Sept
$9,301 SGD
Show price breakdown
for 5 nights
$9,301 SGD for 5 nights
Cabin in Oak Bluffs
Newly built cabin walking distance from Oak Bluffs
New place to stay
New
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
21–26 Jul
21–26 Jul
$2,301 SGD
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for 5 nights
$2,301 SGD for 5 nights
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
$5,795 SGD
Show price breakdown
for 5 nights
$5,795 SGD for 5 nights
Superhost
Superhost
Home in Oak Bluffs
Hidden home in the North Bluff
5.0 out of 5 average rating, 4 reviews
5.0 (4)
,
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3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
3 bathrooms
3 bathrooms
6–11 Sept
6–11 Sept
$8,005 SGD
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for 5 nights
$8,005 SGD for 5 nights
Superhost
Superhost
Home in Oak Bluffs
Martha’s Vineyard Boutique Beach Cottage!
5.0 out of 5 average rating, 3 reviews
5.0 (3)
,
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3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
2 bathrooms
2 bathrooms
26–31 Aug
26–31 Aug
$5,216 SGD
Show price breakdown
for 5 nights
$5,216 SGD for 5 nights
Guest favourite
Guest favourite
Home in Oak Bluffs
Casa Luca| Serene 3BR| SunRm, Outdr Shwr, A/C, BBQ
4.91 out of 5 average rating, 11 reviews
4.91 (11)
,
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3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
1 bathroom
1 bathroom
28 Aug – 4 Sept
28 Aug – 4 Sept
$7,436 SGD
Show price breakdown
for 7 nights
$7,436 SGD for 7 nights
Home in Oak Bluffs
Amanda’s Veranda
New place to stay
New
,
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4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
3.5 bathrooms
3.5 bathrooms
17–22 Jul
17–22 Jul
$6,100 SGD
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for 5 nights
$6,100 SGD for 5 nights
Guest favourite
Guest favourite
Home in Oak Bluffs
New Serenity Retreat
5.0 out of 5 average rating, 6 reviews
5.0 (6)
,
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2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1.5 bathrooms
1.5 bathrooms
9–14 Jul
9–14 Jul
$5,981 SGD
$5,490 SGD
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for 5 nights
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