Oak Bluffs Vacation Rentals, Homes, & More

1-50 of 371 Oak Bluffs Rentals

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Turn of the century 6br Vineyard Cottagesummertime view
1 / 17

Oak Bluffs Cottage
6 Bedrooms / 2 Bathrooms / Sleeps 10

“ Excellent ”3 Reviews

from

$500

/ night

Email Owner
1 / 16

Oak Bluffs Home
5 Bedrooms / 4 Bathrooms / Sleeps 10

from

$500

/ night

Email Owner
Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 5

Oak Bluffs Home
4 Bedrooms / 2 Bathrooms / Sleeps 8

from

$300

/ night

Email Owner
Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 10

Oak Bluffs Home
4 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”1 Review

from

$258

/ night

Email Owner
Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 24

Oak Bluffs Home
5 Bedrooms / 2 Bathrooms / Sleeps 8

from

$315

/ night

Email Owner
Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 23

Oak Bluffs Home
4 Bedrooms / 2.5 Bathrooms / Sleeps 8

“ Excellent ”1 Review

from

$572

/ night

Email Owner
Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 8

Oak Bluffs Home
4 Bedrooms / 3.5 Bathrooms / Sleeps 10

from

$500

/ night

Email Owner
Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 20

Oak Bluffs Home
2 Bedrooms / 1 Bathroom / Sleeps 4

from

$215

/ night

Email Owner
Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 21

Oak Bluffs Home
5 Bedrooms / 4 Bathrooms / Sleeps 13

“ Excellent ”1 Review

from

$372

/ night

Email Owner
Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 16

Oak Bluffs Home
1 Bedroom / 1 Bathroom / Sleeps 4

from

$215

/ night

Email Owner
Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 15
Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 16

Oak Bluffs Home
6 Bedrooms / 2 Bathrooms / Sleeps 11

from

$243

/ night

Email Owner
Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 14

from

$358

/ night

Email Owner
Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 13

Oak Bluffs Home
5 Bedrooms / 0 Bathroom / Sleeps 13

from

$493

/ night

Email Owner
Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 14

Oak Bluffs Home
4 Bedrooms / 0 Bathroom / Sleeps 10

Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 16

Oak Bluffs Home
4 Bedrooms / 0 Bathroom / Sleeps 8

Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 25

Oak Bluffs Home
3 Bedrooms / 0 Bathroom / Sleeps 8

from

$715

/ night

Email Owner
Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 13

Oak Bluffs Home
3 Bedrooms / 0 Bathroom / Sleeps 8

from

$429

/ night

Email Owner
Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 21
Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 20
Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 12

Oak Bluffs Home
4 Bedrooms / 3 Bathrooms / Sleeps 8

from

$572

/ night

Email Owner
Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 16

Oak Bluffs Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ Very Good ”1 Review

from

$493

/ night

Email Owner
Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 8

Oak Bluffs Home
3 Bedrooms / 1 Bathroom / Sleeps 6

from

$572

/ night

Email Owner
Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 21

Oak Bluffs Home
5 Bedrooms / 0 Bathroom / Sleeps 11

from

$500

/ night

Email Owner
Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 17

Oak Bluffs Home
4 Bedrooms / 0 Bathroom / Sleeps 9

from

$643

/ night

Email Owner
Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 11

from

$686

/ night

Email Owner
Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 22

Oak Bluffs Home
4 Bedrooms / 0 Bathroom / Sleeps 8

from

$858

/ night

Email Owner
Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 17

Oak Bluffs Home
4 Bedrooms / 0 Bathroom / Sleeps 8

from

$458

/ night

Email Owner
Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 18

Oak Bluffs Home
4 Bedrooms / 0 Bathroom / Sleeps 8

from

$315

/ night

Email Owner
Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 22
Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 15
Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 8

Oak Bluffs Home
2 Bedrooms / 0 Bathroom / Sleeps 4

from

$286

/ night

Email Owner
Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 17

Oak Bluffs Home
2 Bedrooms / 0 Bathroom / Sleeps 4

from

$258

/ night

Email Owner
Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 16

Oak Bluffs Home
5 Bedrooms / 2 Bathrooms / Sleeps 10

“ Excellent ”3 Reviews

from

$229

/ night

Email Owner
Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 11

Oak Bluffs Home
3 Bedrooms / 0 Bathroom / Sleeps 6

from

$315

/ night

Email Owner
Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 19

Oak Bluffs Home
7 Bedrooms / 7 Bathrooms / Sleeps 14

“ Excellent ”1 Review

Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 14

Oak Bluffs Home
5 Bedrooms / 4 Bathrooms / Sleeps 13

from

$372

/ night

Email Owner
Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 25

Oak Bluffs Home
6 Bedrooms / 5 Bathrooms / Sleeps 12

from

$572

/ night

Email Owner
Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 21

Oak Bluffs Home
6 Bedrooms / 4 Bathrooms / Sleeps 12

from

$715

/ night

Email Owner
Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 24

Oak Bluffs Home
6 Bedrooms / 3 Bathrooms / Sleeps 12

from

$843

/ night

Email Owner
Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 20

Oak Bluffs Home
5 Bedrooms / 3 Bathrooms / Sleeps 10

from

$643

/ night

Email Owner
Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 24

Oak Bluffs Home
5 Bedrooms / 3 Bathrooms / Sleeps 10

from

$843

/ night

Email Owner
Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 19

Oak Bluffs Home
5 Bedrooms / 3 Bathrooms / Sleeps 10

from

$822

/ night

Email Owner
Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 16

Oak Bluffs Home
4 Bedrooms / 3 Bathrooms / Sleeps 10

from

$572

/ night

Email Owner
Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 17

Oak Bluffs Home
5 Bedrooms / 4 Bathrooms / Sleeps 10

from

$429

/ night

Email Owner
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