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Best Oak Bluffs Vacation rentals on Holiday Lettings - Cottages

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308 Vacation rentals

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Oak Bluffs Vacation apartment rental

Oak Bluffs apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $695 / night

$4,865 / week

1 / 8

Vacation apartment in Oak Bluffs

Oak Bluffs apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $599 / night

$4,193 / week

1 / 8

Vacation home in Oak Bluffs

Oak Bluffs house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 8

from $534 / night

$3,738 / week

1 / 27

Oak Bluffs ski home to rent.

Oak Bluffs house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 7

from $335 / night

$2,345 / week

1 / 17

Oak Bluffs Vacation cottage rental

Oak Bluffs cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $227 / night

$1,589 / week

1 / 14

Vacation home in Oak Bluffs

Oak Bluffs house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $524 / night

$3,668 / week

1 / 30

Home rental in Oak Bluffs

Oak Bluffs house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $460 / night

$3,220 / week

1 / 24

Home rental in Oak Bluffs

Oak Bluffs house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

from $459 / night

$3,213 / week

1 / 13

Vacation home in Oak Bluffs

Oak Bluffs house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

from $1,239 / night

$8,673 / week

1 / 30

Oak Bluffs Vacation home rental

Oak Bluffs house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $426 / night

$2,982 / week

1 / 26

Vacation home rental

Oak Bluffs house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $535 / night

$3,745 / week

1 / 26

Vacation home in Oak Bluffs

Oak Bluffs house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $197 / night

$1,379 / week

1 / 20

Cottage rental in Oak Bluffs

Oak Bluffs cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from $390 / night

$2,730 / week

1 / 26

Oak Bluffs Vacation apartment rental

Oak Bluffs apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $355 / night

$2,485 / week

1 / 21

Home rental in Oak Bluffs

Oak Bluffs house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 10

from $1,470 / night

$10,290 / week

1 / 30

Oak Bluffs Vacation cottage rental

Oak Bluffs cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $431 / night

$3,017 / week

1 / 10

Vacation condo in Oak Bluffs

Oak Bluffs condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $427 / night

$2,989 / week

1 / 16

Vacation home in Oak Bluffs

Oak Bluffs house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

from $485 / night

$3,395 / week

1 / 30

Oak Bluffs Vacation apartment rental

Oak Bluffs apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $315 / night

$2,205 / week

1 / 21

Oak Bluffs Vacation home rental

Oak Bluffs house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $447 / night

$3,129 / week

1 / 30

Vacation home in Oak Bluffs

Oak Bluffs house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $374 / night

$2,618 / week

1 / 27

Vacation home rental

Oak Bluffs house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $510 / night

$3,570 / week

1 / 30

Oak Bluffs Vacation apartment rental

Oak Bluffs apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $894 / night

$6,258 / week

1 / 27

Home rental in Oak Bluffs

Oak Bluffs house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $957 / night

$6,699 / week

1 / 25

Oak Bluffs Vacation condo rental

Oak Bluffs condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $350 / night

$2,450 / week

1 / 29

Vacation home in Oak Bluffs

Oak Bluffs house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 6

from $978 / night

$6,846 / week

1 / 28

Oak Bluffs Vacation home rental

Oak Bluffs house

  • 4 bedrooms
  • 1 bathroom
  • sleeps 8

from $728 / night

$5,096 / week

1 / 15

Home rental in Oak Bluffs

Oak Bluffs house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $356 / night

$2,492 / week

1 / 23

Vacation cottage in Oak Bluffs

Oak Bluffs cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $261 / night

$1,827 / week

1 / 30

Oak Bluffs ski apartment to rent.

Oak Bluffs apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $326 / night

$2,282 / week

1 / 17

Ski home to rent in Oak Bluffs

Oak Bluffs house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

from $790 / night

$5,530 / week

1 / 30

Oak Bluffs Vacation home rental

Oak Bluffs house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

from $1,037 / night

$7,259 / week

1 / 30

Vacation home rental

Oak Bluffs house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from $500 / night

$3,500 / week

1 / 30

Vacation apartment in Oak Bluffs

Oak Bluffs apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $192 / night

$1,344 / week

1 / 15

Vacation home in Oak Bluffs

Oak Bluffs house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $383 / night

$2,681 / week

1 / 30

Vacation home in Oak Bluffs

Oak Bluffs house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from $534 / night

$3,738 / week

1 / 19

Oak Bluffs Vacation home rental

Oak Bluffs house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from $598 / night

$4,186 / week

1 / 23

Oak Bluffs ski home to rent.

Oak Bluffs house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 8

from $470 / night

$3,290 / week

1 / 30

Vacation apartment in Oak Bluffs

Oak Bluffs apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $323 / night

$2,261 / week

1 / 27

Vacation cottage in Oak Bluffs

Oak Bluffs cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $1,086 / night

$7,602 / week

1 / 30