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Search results; Over 1,000 places in Oak Bluffs

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Prices include all fees

Prices include all fees

Prices include all fees

Prices include all fees

Prices include all fees

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Prices include all fees

Prices include all fees

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The home you selected

Guest favorite

Home in Oak Bluffs

Waterview, Private, Walk to Beach, Mile to Town

6 guests2 bedrooms4 beds1.5 baths

May 26 – 31

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May 26 – 31

More

ﺩ.ﺇ 8,695 for 5 nights

for 5 nights

Explore more homes

Guest favorite

Home in Oak Bluffs

Studio apt in newly built barn

2 beds

May 3 – 8

ﺩ.ﺇ 4,736 for 5 nights

for 5 nights

4.95 out of 5 average rating, 463 reviews

Home in Oak Bluffs

Relaxing oasis in center of Oak Bluffs

5 beds

May 11 – 16

ﺩ.ﺇ 5,166 for 5 nights

for 5 nights

New place to stay

Top guest favorite

Room in Oak Bluffs

Stay with JohnRetired,

Ocean Park Victorian

Sep 7 – 12

ﺩ.ﺇ 5,382 for 5 nights

for 5 nights

4.99 out of 5 average rating, 190 reviews

Superhost

Room in Oak Bluffs

Stay with EmilyDigital marketing,

Oak Bluffs/In Town/ Harbor Views/ Queen Bed

May 18 – 23

ﺩ.ﺇ 2,819 for 5 nights

for 5 nights

4.88 out of 5 average rating, 72 reviews

Guest favorite

Guest suite in Oak Bluffs

Oak Bluffs Star

3 beds

May 15 – 20

ﺩ.ﺇ 6,307 for 5 nights

for 5 nights

4.93 out of 5 average rating, 210 reviews

Home in Oak Bluffs

Diamond in The Bluffs

2 beds

Jul 2 – 7

ﺩ.ﺇ 9,298 for 5 nights

for 5 nights

New place to stay

Guest favorite

Home in Oak Bluffs

impeccable cottage STEPS to downtown OB & beach!

6 beds

May 11 – 16

ﺩ.ﺇ 8,368 for 5 nights

for 5 nights

4.92 out of 5 average rating, 167 reviews

Guest favorite

Cottage in Oak Bluffs

Beautiful clean walk to Town, Inkwell and harbor!

1 king bed

May 4 – 9

ﺩ.ﺇ 5,012 for 5 nights

for 5 nights

4.95 out of 5 average rating, 148 reviews

Top guest favorite

Guest suite in Oak Bluffs

Quiet Hide Away

1 queen bed

May 7 – 12

ﺩ.ﺇ 6,996 for 5 nights

for 5 nights

4.99 out of 5 average rating, 167 reviews

Boutique hotel in Oak Bluffs

MORGAN HOTEL ~ Standard Queen w/ wet bar

1 bed

May 3 – 8

ﺩ.ﺇ 4,892 for 5 nights

for 5 nights

5.0 out of 5 average rating, 6 reviews

Apartment in Oak Bluffs

Fantastic beach Ap 0.8 miles from Farm Neck Golf!

3 beds

May 3 – 8

ﺩ.ﺇ 7,211 for 5 nights

for 5 nights

4.68 out of 5 average rating, 142 reviews

Guest favorite

Home in Oak Bluffs

Sweet little post and beam

1 queen bed

May 4 – 9

ﺩ.ﺇ 6,888 for 5 nights

for 5 nights

4.97 out of 5 average rating, 239 reviews

Top guest favorite

Apartment in Oak Bluffs

Sunny Studio Apartment on Martha's Vineyard

2 beds

May 4 – 9

ﺩ.ﺇ 5,360 for 5 nights

for 5 nights

4.98 out of 5 average rating, 202 reviews

Guest favorite

Home in Oak Bluffs

Unique Luxury Yurt w/ Free kayaking

3 queen beds

May 3 – 8

ﺩ.ﺇ 6,590 for 5 nights

for 5 nights

4.91 out of 5 average rating, 251 reviews

Guest favorite

Home in Oak Bluffs

Charming Vacation Home in Oak Bluffs.

4 beds

May 14 – 19

ﺩ.ﺇ 9,665 for 5 nights

for 5 nights

4.92 out of 5 average rating, 39 reviews

Top guest favorite

Apartment in Oak Bluffs

Absolute Best Location on the Island

4 beds

May 24 – 29

ﺩ.ﺇ 7,383 for 5 nights

for 5 nights

4.92 out of 5 average rating, 109 reviews

Hotel in Oak Bluffs

Fully reno’d, overlooking the blue harbor

1 queen bed

May 3 – 8

ﺩ.ﺇ 3,239 for 5 nights

for 5 nights

Guest favorite

Townhouse in Edgartown

Surf and Turf Townhouse

3 beds

May 5 – 10

ﺩ.ﺇ 6,609 for 5 nights

for 5 nights

4.98 out of 5 average rating, 41 reviews

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