50 Best Oak Bluffs Vacation rentals on Holiday Lettings - Cottages

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Oak Bluffs

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137 Vacation rentals

(3) Excellent 

16

Martha's Vineyard / Oak Bluffs

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Suitable for children age 5+
  • Air conditioning

 …see more

from $529 / night

$3701 - $4700 / week

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from $529 / night

18

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 $715 / night

$5001 - $6500 / week

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from $715 / night

13

Martha's Vineyard / Oak Bluffs

2 5 Min stay varies

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

 …see more

from $219 / night

$1527 - $2326 / week

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from $219 / night

(1) Excellent 

16

Martha's Vineyard / Oak Bluffs

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children

 …see more

from $186 / night

$1300 - $2976 / week

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from $186 / night

11

Martha's Vineyard / Oak Bluffs

2 6 Min stay varies

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

 …see more

from $157 / night

$1101 - $2501 / week

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from $157 / 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 $172 / night

$1201 - $3801 / week

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from $172 / night

20

Martha's Vineyard / Oak Bluffs

2 4 7 nights min

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

 …see more

from $229 / night

$1601 - $2501 / week

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from $229 / night

13

Martha's Vineyard / Oak Bluffs

3 7 Min stay varies

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

 …see more

from $215 / night

$1500 - $2501 / week

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from $215 / night

22

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 $351 / night

$2451 - $3850 / week

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from $351 / night

(1) Excellent 

19

Martha's Vineyard / Oak Bluffs

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Ask about children
  • Air conditioning

 …see more

from $476 / night

$3325 - $4125 / week

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from $476 / night

19

Martha's Vineyard / Oak Bluffs

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Suitable for children age 5+
  • Air conditioning

 …see more

from $357 / night

$2501 - $4401 / week

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from $357 / night

15

Martha's Vineyard / Oak Bluffs

2 7 Min stay varies

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

 …see more

from $257 / night

$1801 - $2901 / week

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from $257 / night

22

Martha's Vineyard / Oak Bluffs

6 13 7 nights min

  • 6 bedrooms
  • Sleeps 13
  • 7 nights min
  • Ask about children
  • Air conditioning

 …see more

from $422 / night

$2951 - $5300 / week

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from $422 / night

19

Martha's Vineyard / Oak Bluffs

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
  • Ask about children

 …see more

from $247 / night

$1726 - $2226 / week

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from $247 / night

(1) Excellent 

30

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 $1001 / night

$7000 - $9501 / week

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from $1001 / night

31

Martha's Vineyard / Oak Bluffs

4 7 10 nights min

  • 4 bedrooms
  • Sleeps 7
  • 10 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

 …see more

from $2072 / night

$14501 / week

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from $2072 / night

10

Martha's Vineyard / Oak Bluffs

2 4 Min stay varies

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

 …see more

from $130 / night

$900 - $1651 / week

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from $130 / night

19

Martha's Vineyard / Oak Bluffs

4 10 4 nights min

  • 4 bedrooms
  • Sleeps 10
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly

 …see more

from $986 / night

$5975 / week

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from $986 / night

23

Martha's Vineyard / Oak Bluffs

4 8 Min stay varies

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

 …see more

from $287 / night

$2000 - $3400 / week

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from $287 / night

20

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 $787 / night

$5501 - $12001 / week

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from $787 / 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

$2501 - $3001 / week

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from $357 / night

11

Martha's Vineyard / Oak Bluffs

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden

 …see more

from $300 / night

$2301 / week

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from $300 / night

34

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 - $6000 / week

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from $458 / night

24

Martha's Vineyard / Oak Bluffs

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

 …see more

from $381 / night

$2660 - $3860 / week

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from $381 / 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

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from $429 / night

38

Martha's Vineyard / Oak Bluffs

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Ask about children
  • Air conditioning

 …see more

from $551 / night

$3850 - $7750 / week

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from $551 / night

26

Martha's Vineyard / Oak Bluffs

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Child friendly

 …see more

from $850 / night

$5950 / week

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from $850 / night

37

Martha's Vineyard / Oak Bluffs

7 14 7 nights min

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children

 …see more

from $1629 / night

$11401 - $13400 / week

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from $1629 / night

23

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 $593 / night

$4151 - $5051 / week

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from $593 / night

12

Martha's Vineyard / Oak Bluffs

4 7 7 nights min

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

 …see more

from $483 / night

$3375 - $4376 / week

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from $483 / night

15

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 $465 / night

$3250 - $4251 / week

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from $465 / night

20

Martha's Vineyard / Oak Bluffs

4 6 7 nights min

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

 …see more

from $315 / night

$2200 - $3900 / week

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from $315 / night

(1) Very Good 

21

Martha's Vineyard / Oak Bluffs

6 10 Min stay varies

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

 …see more

from $571 / night

$4000 - $10501 / week

Inquire View

from $571 / night

22

Martha's Vineyard / Oak Bluffs

5 8 7 nights min

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

 …see more

from $297 / night

$2075 - $3776 / week

Inquire View

from $297 / 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 $357 / night

$2501 - $3350 / week

Inquire View

from $357 / night

19

Martha's Vineyard / Oak Bluffs

3 6 7 nights min

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

 …see more

from $300 / night

$2100 - $3400 / week

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from $300 / night

7

Martha's Vineyard / Oak Bluffs

2 4 7 nights min

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

 …see more

from $233 / night

$1626 - $2025 / week

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from $233 / 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

$2150 - $2501 / week

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from $308 / night

11

Martha's Vineyard / Oak Bluffs

3 6 7 nights min

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

 …see more

from $250 / night

$1751 - $2351 / week

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from $250 / 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