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Guest favorite
Hotel room in Oak Bluffs
Balcony Room at the Tivoli Inn
3 guests1 bedroom2 beds1 private bath
May 1 – 6
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May 1 – 6
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R25,302 ZAR for 5 nights
for 5 nights

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Guest favorite
Home in Oak Bluffs
impeccable cottage STEPS to downtown OB & beach!
6 beds
May 11 – 16
R42,772 ZAR for 5 nights
for 5 nights
4.92 out of 5 average rating, 167 reviews
Superhost
Room in Oak Bluffs
Stay with EmilyDigital marketing,
Oak Bluffs/In Town/ Harbor Views/ Queen Bed
May 18 – 23
R14,411 ZAR for 5 nights
for 5 nights
4.88 out of 5 average rating, 72 reviews
Guest favorite
Guest suite in Oak Bluffs
Lovely 2 BR Oak Bluffs Apartment
Free cancellation
Oct 3 – 8
R19,361 ZAR for 5 nights
for 5 nights
4.95 out of 5 average rating, 357 reviews
Guest favorite
Cottage in Oak Bluffs
Beautiful clean walk to Town, Inkwell and harbor!
1 king bed
May 4 – 9
R25,616 ZAR for 5 nights
for 5 nights
4.96 out of 5 average rating, 147 reviews
Top guest favorite
Guest suite in Oak Bluffs
Quiet Hide Away
Free cancellation
May 7 – 12
R35,753 ZAR for 5 nights
for 5 nights
4.99 out of 5 average rating, 167 reviews
Top guest favorite
Room in Oak Bluffs
Stay with JohnRetired,
Ocean Park Victorian
Sep 4 – 9
R27,502 ZAR for 5 nights
for 5 nights
4.99 out of 5 average rating, 190 reviews
Guest favorite
Home in Oak Bluffs
Studio apt in newly built barn
2 beds
May 1 – 6
R25,303 ZAR for 5 nights
for 5 nights
4.95 out of 5 average rating, 463 reviews
Top guest favorite
Apartment in Oak Bluffs
Sunny Studio Apartment on Martha's Vineyard
2 beds
May 4 – 9
R27,392 ZAR for 5 nights
for 5 nights
4.98 out of 5 average rating, 202 reviews
Guest favorite
Guest suite in Oak Bluffs
Oak Bluffs Star
3 beds
May 15 – 20
R32,232 ZAR for 5 nights
for 5 nights
4.93 out of 5 average rating, 210 reviews
Top guest favorite
Home in Oak Bluffs
**Vineyard Vacation Retreat** -3 BR
3 beds
Jun 2 – 7
R62,156 ZAR for 5 nights
for 5 nights
4.96 out of 5 average rating, 93 reviews
Guest favorite
Home in Oak Bluffs
Martha's Vineyard Home: Walk to Oak Bluffs Beach!
3 beds
May 4 – 9
R34,367 ZAR for 5 nights
for 5 nights
4.85 out of 5 average rating, 13 reviews
Hotel in Oak Bluffs
Fully reno’d, overlooking the blue harbor
1 queen bed
May 1 – 6
R18,609 ZAR for 5 nights
for 5 nights
Guest favorite
Home in Oak Bluffs
Martha's Vineyard Waterfront | Large Home + Yard
7 beds
May 19 – 24
R73,992 ZAR for 5 nights
for 5 nights
4.92 out of 5 average rating, 38 reviews
Hotel in Oak Bluffs
MORGAN HOTEL ~ Standard Queen w/ Private Bathroom
Free cancellation
May 6 – 11
R22,213 ZAR for 5 nights
for 5 nights
4.79 out of 5 average rating, 62 reviews
Guest favorite
Boutique hotel in Oak Bluffs
In Town Queen Room
1 queen bed
May 26 – 31
R21,452 ZAR for 5 nights
for 5 nights
4.96 out of 5 average rating, 71 reviews
Superhost
Home in Oak Bluffs
Simone by the Sea
4 beds
May 1 – 6
R42,904 ZAR for 5 nights
for 5 nights
4.88 out of 5 average rating, 8 reviews
Top guest favorite
Cottage in Tisbury
One Bedroom Cottage in Vineyard Haven
1 queen bed
May 1 – 6
R21,892 ZAR for 5 nights
for 5 nights
4.97 out of 5 average rating, 39 reviews
Cottage in Oak Bluffs
Almost Paradise Charming two bedroom cottage
3 beds
May 9 – 15
R40,373 ZAR for 6 nights
for 6 nights
4.68 out of 5 average rating, 59 reviews