50 Best Oak Bluffs Vacation rentals on Holiday Lettings - Cottages

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Oak Bluffs

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141 Vacation rentals

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

15

Martha's Vineyard / Oak Bluffs

Studio 4 7 nights min

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

 …see more

from $222 / night

$1550 - $2700 / week

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from $222 / 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

7

Martha's Vineyard / Oak Bluffs

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly

 …see more

from $255 / night

$1345 - $3150 / week

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from $255 / night

24

Martha's Vineyard / Oak Bluffs

Studio 8 7 nights min

  • Studio
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning

 …see more

from $836 / night

$5850 - $12450 / week

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from $836 / night

11

Martha's Vineyard / Oak Bluffs

Studio 4 7 nights min

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

 …see more

from $225 / night

$1575 - $2300 / week

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from $225 / 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

$1200 - $3800 / week

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from $171 / night

19

Martha's Vineyard / Oak Bluffs

Studio 6 7 nights min

  • Studio
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning

 …see more

from $304 / night

$2125 - $3575 / week

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from $304 / night

(1) Excellent 

17

Martha's Vineyard / Oak Bluffs

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 2 mi
  • Child friendly
  • Car not necessary

 …see more

from $400 / night

$2600 / week

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from $400 / 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 $286 / night

$2000 - $3900 / week

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from $286 / 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 $250 / night

$1250 - $2000 / week

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from $250 / night

9

Martha's Vineyard / Oak Bluffs

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly

 …see more

from $230 / night

$1600 - $2450 / week

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from $230 / 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 $786 / night

$5500 - $12000 / week

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from $786 / night

16

Martha's Vineyard / Oak Bluffs

Studio 8 7 nights min

  • Studio
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning

 …see more

from $465 / night

$3250 - $5300 / week

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from $465 / night

25

Martha's Vineyard / Oak Bluffs

Studio 4 7 nights min

  • Studio
  • Sleeps 4
  • 7 nights min
  • Ask about children

 …see more

from $247 / night

$1725 - $2450 / week

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from $247 / 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 $714 / night

$5000 - $6500 / week

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from $714 / night

23

Martha's Vineyard / Oak Bluffs

Studio 8 Min stay varies

  • Studio
  • 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

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 $357 / night

$2500 - $4000 / week

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from $357 / 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 $414 / night

$2900 - $7500 / week

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from $414 / 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

$4700 - $9425 / week

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from $671 / night

14

Martha's Vineyard / Oak Bluffs

Studio 8 Min stay varies

  • Studio
  • Sleeps 8
  • Min stay varies
  • Ask about children

 …see more

from $414 / night

$2900 - $4900 / week

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from $414 / night

(1) Very Good 

22

Martha's Vineyard / Oak Bluffs

Studio 10 Min stay varies

  • Studio
  • Sleeps 10
  • Min stay varies
  • Ask about children

 …see more

from $143 / night

$1000 - $3250 / week

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from $143 / 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

$4200 - $4600 / week

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from $629 / night

15

Martha's Vineyard / Oak Bluffs

Studio 4 Min stay varies

  • Studio
  • Sleeps 4
  • Min stay varies
  • Ask about children

 …see more

from $257 / night

$1800 - $3300 / week

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from $257 / night

21

Martha's Vineyard / Oak Bluffs

Studio 12 Min stay varies

  • Studio
  • Sleeps 12
  • Min stay varies
  • Ask about children

 …see more

from $500 / night

$3500 - $5000 / week

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from $500 / night

13

Martha's Vineyard / Oak Bluffs

Studio 10 7 nights min

  • Studio
  • Sleeps 10
  • 7 nights min
  • Ask about children

 …see more

from $247 / night

$1725 - $3925 / week

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from $247 / night

19

Martha's Vineyard / Oak Bluffs

Studio 7 Min stay varies

  • Studio
  • 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

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

$1100 - $2500 / week

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from $157 / night

19

Martha's Vineyard / Oak Bluffs

Studio 12 Min stay varies

  • Studio
  • Sleeps 12
  • Min stay varies
  • Ask about children

 …see more

from $429 / night

$3000 - $4000 / week

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from $429 / night

23

Martha's Vineyard / Oak Bluffs

Studio 6 7 nights min

  • Studio
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning

 …see more

from $297 / night

$2075 - $3075 / week

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from $297 / night

20

Martha's Vineyard / Oak Bluffs

Studio 4 7 nights min

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

 …see more

from $243 / night

$1700 - $2500 / week

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from $243 / night

21

Martha's Vineyard / Oak Bluffs

Studio 6 Min stay varies

  • Studio
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Air conditioning

 …see more

from $271 / night

$1900 - $3350 / week

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from $271 / night

33

Martha's Vineyard / Oak Bluffs

Studio 8 7 nights min

  • Studio
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

 …see more

from $443 / night

$3100 - $7000 / week

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from $443 / night

31

Martha's Vineyard / Oak Bluffs

Studio 7 10 nights min

  • Studio
  • Sleeps 7
  • 10 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

 …see more

from $2072 / night

$14500 / week

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from $2072 / night

22

Martha's Vineyard / Oak Bluffs

Studio 6 7 nights min

  • Studio
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning

 …see more

from $350 / night

$2450 - $3850 / week

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from $350 / night

9

Martha's Vineyard / Oak Bluffs

Studio 2 7 nights min

  • Studio
  • Sleeps 2
  • 7 nights min
  • Ask about children

 …see more

from $197 / night

$1375 - $1825 / week

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from $197 / night

21

Martha's Vineyard / Oak Bluffs

Studio 8 Min stay varies

  • Studio
  • Sleeps 8
  • Min stay varies
  • Ask about children

 …see more

from $229 / night

$1600 - $4800 / week

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from $229 / night

20

Martha's Vineyard / Oak Bluffs

Studio 8 7 nights min

  • Studio
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning

 …see more

from $686 / night

$4800 - $7300 / week

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from $686 / night

18

Martha's Vineyard / Oak Bluffs

Studio 6 Min stay varies

  • Studio
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Air conditioning

 …see more

from $229 / night

$1600 - $2700 / week

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from $229 / night

12

Martha's Vineyard / Oak Bluffs

Studio 7 7 nights min

  • Studio
  • Sleeps 7
  • 7 nights min
  • Ask about children
  • Air conditioning

 …see more

from $483 / night

$3375 - $4375 / week

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from $483 / night

27

Martha's Vineyard / Oak Bluffs

Studio 8 7 nights min

  • Studio
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning

 …see more

from $429 / night

$3000 - $6600 / week

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from $429 / night

1