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Search results; Over 1,000 homes in Oak Bluffs
Over 1,000 homes in Oak Bluffs
Guest favourite
Guest favourite
Apartment in Oak Bluffs
Serenity on Martha's Vineyard
2 bedrooms
,
·
3 beds
,
·
1 private bathroom
24–29 Sept
24–29 Sept
$3,624 SGD
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for 5 nights
$3,624 SGD for 5 nights
,
·
4.83 out of 5 average rating, 53 reviews
4.83 (53)
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
18–23 Oct
18–23 Oct
$1,251 SGD
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for 5 nights
$1,251 SGD for 5 nights
Free cancellation
4.95 out of 5 average rating, 424 reviews
4.95 (424)
Featured hotel
Featured hotel
1
Review
5.0
Stars
Rating
2
Years hosting
Hotel in Oak Bluffs
Water view double queen
1 bedroom
1 bedroom
,
·
2 queen beds
2 queen beds
16–21 Sept
16–21 Sept
$4,105 SGD
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for 5 nights
$4,105 SGD for 5 nights
+$615 SGD Airbnb credit
Pay $0 today
Guest favourite
Guest favourite
Home in Oak Bluffs
The Luxury Vineyard Yurt
2 bedrooms
2 bedrooms
,
·
3 queen beds
3 queen beds
16–21 Oct
16–21 Oct
$2,589 SGD
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for 5 nights
$2,589 SGD for 5 nights
4.93 out of 5 average rating, 309 reviews
4.93 (309)
Guest favourite
Guest favourite
Guest house in Oak Bluffs
Sweet Summer Cottage
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
26–31 Jul
26–31 Jul
$2,712 SGD
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for 5 nights
$2,712 SGD for 5 nights
Free cancellation
4.92 out of 5 average rating, 66 reviews
4.92 (66)
Home in Oak Bluffs
Oak Bluffs Summer Home
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
14–19 Jul
14–19 Jul
$5,074 SGD
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for 5 nights
$5,074 SGD for 5 nights
Pay $0 today
Free cancellation
New place to stay
New
Guest favourite
Guest favourite
Cottage in Oak Bluffs
Oak Bluffs, Martha's Vineyard; Gingerbread House
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
17–24 Jul
17–24 Jul
$7,306 SGD
$6,700 SGD
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for 7 nights
Free cancellation
4.88 out of 5 average rating, 16 reviews
4.88 (16)
Guest favourite
Guest favourite
Home in Oak Bluffs
Studio apt in newly built barn
2 beds
2 beds
27 Sept – 2 Oct
27 Sept – 2 Oct
$1,603 SGD
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for 5 nights
$1,603 SGD for 5 nights
Free cancellation
4.94 out of 5 average rating, 512 reviews
4.94 (512)
Superhost
Superhost
Home in Oak Bluffs
Quintessential 1920s renovated bungalow new 2026!
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
23–28 Jul
23–28 Jul
$5,864 SGD
$5,203 SGD
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for 5 nights
Free cancellation
New place to stay
New
Guest favourite
Guest favourite
Cottage in Oak Bluffs
Beautiful clean walk to Town, Inkwell and harbor!
1 bedroom
1 bedroom
,
·
2 beds
2 beds
22–27 Jul
22–27 Jul
$4,320 SGD
$3,859 SGD
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for 5 nights
4.95 out of 5 average rating, 189 reviews
4.95 (189)
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
1–6 Sept
1–6 Sept
$3,205 SGD
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for 5 nights
$3,205 SGD for 5 nights
Pay $0 today
Free cancellation
4.97 out of 5 average rating, 133 reviews
4.97 (133)
Top guest favourite
Guest favourite
Flat in Oak Bluffs
Beautiful private apartment walk to everything!
1 bedroom
1 bedroom
,
·
2 beds
2 beds
21–26 Jul
21–26 Jul
$3,743 SGD
$3,202 SGD
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for 5 nights
4.95 out of 5 average rating, 194 reviews
4.95 (194)
Top guest favourite
Guest favourite
Flat in Oak Bluffs
14A Kennebec THE center of OB! No car, No problem!
1 bedroom
1 bedroom
,
·
2 beds
2 beds
20–25 Jul
20–25 Jul
$3,907 SGD
$3,304 SGD
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for 5 nights
4.97 out of 5 average rating, 29 reviews
4.97 (29)
Superhost
Superhost
1
Review
5.0
Stars
Rating
9
Years hosting
Place to stay in Oak Bluffs
Oak Bluffs Circuit Av Walk Everywhere Single Room
1 bedroom
1 bedroom
,
·
7 beds
7 beds
11–16 Sept
11–16 Sept
$1,339 SGD
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for 5 nights
$1,339 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
221
Reviews
4.99
Stars
Rating
10
Years hosting
Room in Oak Bluffs
Ocean Park Victorian
1 double bed
1 double bed
13–18 Sept
13–18 Sept
$1,858 SGD
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for 5 nights
$1,858 SGD for 5 nights
Free cancellation
4.99 out of 5 average rating, 221 reviews
4.99 (221)
Top guest favourite
Guest favourite
Home in Oak Bluffs
The Oak Bluffs House - Walk to Beach & Town
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
14–19 Jul
14–19 Jul
$7,224 SGD
$6,577 SGD
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for 5 nights
5.0 out of 5 average rating, 140 reviews
5.0 (140)
Guest favourite
Guest favourite
107
Reviews
4.91
Stars
Rating
10
Years hosting
Room in Oak Bluffs
Oak Bluffs/ Harbor Views/ Queen Bed/ In Town
1 queen bed
1 queen bed
30 Aug – 4 Sept
30 Aug – 4 Sept
$2,259 SGD
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for 5 nights
$2,259 SGD for 5 nights
Free cancellation
4.91 out of 5 average rating, 107 reviews
4.91 (107)
Top guest favourite
Guest favourite
Flat in Oak Bluffs
Cozy 3 bedroom apartment with King bed on Main St.
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
11–16 Oct
11–16 Oct
$2,683 SGD
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for 5 nights
$2,683 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 97 reviews
4.96 (97)
Home in Edgartown
Vineyard Family Home
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
27 Aug – 1 Sept
27 Aug – 1 Sept
$2,750 SGD
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for 5 nights
$2,750 SGD for 5 nights
Pay $0 today
Free cancellation
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