50 Best Oak Bluffs Vacation rentals on Holiday Lettings - Cottages

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Oak Bluffs

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144 Vacation rentals

Travelers going to Oak Bluffs are booking June dates now. Secure your vacation rental today and have the perfect trip.

23

Martha's Vineyard / Oak Bluffs

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

 …see more

from $286 / night

$2000 - $3400 / week

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from $286 / night

19

Martha's Vineyard / Oak Bluffs

7 12 Min stay varies

  • 7 bedrooms
  • Sleeps 12
  • Min stay varies
  • Ask about children

 …see more

from $430 / night

$3001 - $4000 / week

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from $430 / night

21

Martha's Vineyard / Oak Bluffs

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Suitable for children age 5+
  • Air conditioning

 …see more

from $629 / night

$4201 - $4600 / week

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from $629 / night

17

Martha's Vineyard / Oak Bluffs

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Ask about children

 …see more

from $286 / night

$2000 - $2500 / week

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from $286 / night

13

Martha's Vineyard / Oak Bluffs

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Ask about children

 …see more

from $240 / night

$1670 - $2325 / week

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from $240 / night

12

Martha's Vineyard / Oak Bluffs

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Ask about children

 …see more

from $286 / night

$2000 - $3501 / week

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from $286 / night

15

Martha's Vineyard / Oak Bluffs

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Suitable for children age 5+

 …see more

from $357 / night

$2500 - $3001 / week

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from $357 / night

20

Martha's Vineyard / Oak Bluffs

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children

 …see more

from $430 / night

$3001 - $6500 / week

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from $430 / night

19

Martha's Vineyard / Oak Bluffs

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Ask about children
  • Air conditioning

 …see more

from $357 / night

$2500 - $4400 / week

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from $357 / night

14

Martha's Vineyard / Oak Bluffs

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children

 …see more

from $415 / night

$2901 - $4901 / week

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from $415 / night

15

Martha's Vineyard / Oak Bluffs

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Ask about children

 …see more

from $257 / night

$1801 - $3300 / week

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from $257 / night

10

Martha's Vineyard / Oak Bluffs

4 6 7 nights min

  • 4 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Ask about children

 …see more

from $397 / night

$2775 / week

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from $397 / night

(3) Excellent 

22

Martha's Vineyard / Oak Bluffs

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning

 …see more

from $251 / night

$1251 - $2000 / week

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from $251 / night

12

Martha's Vineyard / Oak Bluffs

3 5 7 nights min

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min
  • Ask about children

 …see more

from $308 / night

$2151 - $2500 / week

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from $308 / night

18

Martha's Vineyard / Oak Bluffs

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning

 …see more

from $379 / night

$2651 - $3951 / week

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from $379 / night

14

Martha's Vineyard / Oak Bluffs

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning

 …see more

from $226 / night

$1575 - $2376 / week

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from $226 / night

30

Martha's Vineyard / Oak Bluffs

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning

 …see more

from $458 / night

$3200 - $6001 / week

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from $458 / night

16

Martha's Vineyard / Oak Bluffs

6 11 7 nights min

  • 6 bedrooms
  • Sleeps 11
  • 7 nights min
  • Ask about children

 …see more

from $436 / night

$3050 - $6050 / week

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from $436 / night

(3) Excellent 

14

Martha's Vineyard / Oak Bluffs

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Suitable for children age 5+

 …see more

from $171 / night

$1201 - $3800 / week

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from $171 / night

20

Martha's Vineyard / Oak Bluffs

5 9 Min stay varies

  • 5 bedrooms
  • Sleeps 9
  • Min stay varies
  • Ask about children
  • Air conditioning

 …see more

from $457 / night

$3200 - $4400 / week

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from $457 / night

24

Martha's Vineyard / Oak Bluffs

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children

 …see more

from $318 / night

$2226 - $2726 / week

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from $318 / night

(2) Very Good 

17

Martha's Vineyard / Oak Bluffs

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from $200 / night

$1900 - $3300 / week

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from $200 / night

10

Martha's Vineyard / Oak Bluffs

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Ask about children

 …see more

from $197 / night

$1376 - $1825 / week

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from $197 / night

(1) Very Good 

21

Martha's Vineyard / Oak Bluffs

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Ask about children
  • Air conditioning

 …see more

from $572 / night

$4000 - $10501 / week

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from $572 / night

(2) Very Good 

22

Martha's Vineyard / Oak Bluffs

8 16 Min stay varies

  • 8 bedrooms
  • Sleeps 16
  • Min stay varies
  • Suitable for children age 5+

 …see more

from $671 / night

$4701 - $9425 / week

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from $671 / night

23

Martha's Vineyard / Oak Bluffs

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children
  • Air conditioning

 …see more

from $572 / night

$4000 - $6001 / week

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from $572 / night

(1) Very Good 

10

Martha's Vineyard / Oak Bluffs

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children

 …see more

from $251 / night

$1750 - $2651 / week

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from $251 / night

22

Martha's Vineyard / Oak Bluffs

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Suitable for children age 5+

 …see more

from $415 / night

$2901 - $7500 / week

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from $415 / night

16

Martha's Vineyard / Oak Bluffs

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Ask about children

 …see more

from $258 / night

$1801 - $2450 / week

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from $258 / night

21

Martha's Vineyard / Oak Bluffs

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Ask about children

 …see more

from $501 / night

$3501 - $5000 / week

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from $501 / night

12

Martha's Vineyard / Oak Bluffs

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children

 …see more

from $379 / night

$2651 - $4050 / week

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from $379 / night

10

Martha's Vineyard / Oak Bluffs

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Ask about children
  • Air conditioning

 …see more

from $129 / night

$900 - $1650 / week

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from $129 / night

13

Martha's Vineyard / Oak Bluffs

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Ask about children

 …see more

from $247 / night

$1725 - $3926 / week

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from $247 / night

9

Martha's Vineyard / Oak Bluffs

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning

 …see more

from $361 / night

$2525 / week

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from $361 / night

13

Martha's Vineyard / Oak Bluffs

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children

 …see more

from $529 / night

$3701 - $5501 / week

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from $529 / night

27

Martha's Vineyard / Oak Bluffs

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning

 …see more

from $429 / night

$3001 - $6601 / week

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from $429 / night

21

Martha's Vineyard / Oak Bluffs

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Air conditioning

 …see more

from $271 / night

$1900 - $3351 / week

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from $271 / night

(1) Very Good 

22

Martha's Vineyard / Oak Bluffs

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Ask about children

 …see more

from $144 / night

$1001 - $3251 / week

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from $144 / night

18

Martha's Vineyard / Oak Bluffs

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Air conditioning

 …see more

from $229 / night

$1601 - $2700 / week

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from $229 / night

21

Martha's Vineyard / Oak Bluffs

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning

 …see more

from $429 / night

$3001 - $3400 / week

Inquire View

from $429 / night