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Oak Bluffs Vacation Rentals & Cottages with Swimming Pool - 123 Rentals Available.

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123 Vacation rentals

Filters applied: Swimming pool

1 / 33

Oak Bluffs House

  • 5
  • 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$700.00

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from $700.00 / night

1 / 30

Oak Bluffs House

  • 4
  • 8
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$1,143.00

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from $1,143.00 / night

1 / 38

Oak Bluffs House

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$1,143.00

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from $1,143.00 / night

1 / 35

Oak Bluffs House

  • 4
  • 8
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$571.00

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from $571.00 / night

1 / 9

Oak Bluffs House

  • 4
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$715.00

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from $715.00 / night

Your search has been expanded 17.3 miles to include more rentals

(7)

1 / 22

Sandwich House - 17.3 miles away

  • 6
  • 22
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“Our group of 17 recently held a family reunion for one week at this property. The group included young children, teens and adults, and everyone was sad to leave as the week went far too fast. Beautiful property that was extremely well maintained by...”
- Review left on 08/18/2015

$1,070.00

Excellent (7 reviews)

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from $1,070.00 / night

1 / 29

Falmouth House - 7.8 miles away

  • 8
  • 14
  • min stay varies
  • Swimming pool
  • Child friendly

$500.00

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from $500.00 / night

1 / 27

West Tisbury House - 4.5 miles away

  • 3
  • 6
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$329.00

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from $329.00 / night

1 / 32

Edgartown House - 5 miles away

  • 5
  • 12
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$1,214.00

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from $1,214.00 / night

1 / 23

Edgartown House - 5.8 miles away

  • 4
  • 8
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$1,786.00

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from $1,786.00 / night

1 / 28

Edgartown House - 5.1 miles away

  • 4
  • 8
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$1,857.00

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from $1,857.00 / night

1 / 21

Edgartown House - 5.1 miles away

  • 4
  • 10
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$857.00

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from $857.00 / night

1 / 22

Edgartown House - 3.7 miles away

  • 6
  • 10
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$5,000.00

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from $5,000.00 / night

1 / 26

Edgartown House - 5.4 miles away

  • 5
  • 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$1,572.00

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from $1,572.00 / night

1 / 40

Edgartown House - 5.6 miles away

  • 5
  • 10
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$1,430.00

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from $1,430.00 / night

1 / 11

Edgartown House - 5.1 miles away

  • 2
  • 6
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$207.00

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from $207.00 / night

1 / 27

Edgartown House - 6.2 miles away

  • 3
  • 7
  • 7 nights min
  • Swimming pool
  • Ask about children

$1,000.00

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from $1,000.00 / night

1 / 29

Vineyard Haven House - 3.5 miles away

  • 4
  • 14
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$679.00

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from $679.00 / night

1 / 19

Chilmark House - 12.3 miles away

  • 6
  • 12
  • min stay varies
  • Swimming pool
  • Ask about children

$857.00

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from $857.00 / night

1 / 23

Edgartown House - 5.1 miles away

  • 5
  • 15
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$857.00

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from $857.00 / night

1 / 27

West Tisbury House - 6.3 miles away

  • 4
  • 8
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$1,071.00

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from $1,071.00 / night

1 / 17

Edgartown House - 4.6 miles away

  • 4
  • 8
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$430.00

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from $430.00 / night

1 / 29

Edgartown House - 6.2 miles away

  • 6
  • 14
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$571.00

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from $571.00 / night

1 / 39

Edgartown House - 5.1 miles away

  • 6
  • 12
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$3,571.00

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from $3,571.00 / night

1 / 32

Edgartown House - 5.2 miles away

  • 5
  • 10
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$1,430.00

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from $1,430.00 / night

1 / 21

Edgartown House - 5.1 miles away

  • 4
  • 10
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$857.00

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from $857.00 / night

1 / 23

Edgartown House - 5 miles away

  • 5
  • 10
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$857.00

Inquire

from $857.00 / night

1 / 16

Edgartown House - 5.5 miles away

  • 2
  • 6
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$321.00

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from $321.00 / night

1 / 21

Edgartown House - 4.3 miles away

  • 3
  • 7
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$643.00

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from $643.00 / night

1 / 36

Edgartown House - 5.8 miles away

  • 4
  • 10
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$1,071.00

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from $1,071.00 / night

1 / 29

Edgartown House - 5 miles away

  • 4
  • 8
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$430.00

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from $430.00 / night

1 / 17

Edgartown House - 5.4 miles away

  • 3
  • 8
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$571.00

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from $571.00 / night

1 / 24

Edgartown House - 5.1 miles away

  • 4
  • 8
  • min stay varies
  • Swimming pool
  • Ask about children

$971.00

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from $971.00 / night

(1)

1 / 20

Edgartown House - 6.6 miles away

  • 6
  • 12
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$579.00

Excellent (1 reviews)

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from $579.00 / night

1 / 25

Edgartown House - 6.1 miles away

  • 4
  • 10
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$643.00

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from $643.00 / night

1 / 45

Edgartown House - 4.8 miles away

  • 6
  • 12
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$1,430.00

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from $1,430.00 / night

1 / 24

Edgartown House - 6.6 miles away

  • 4
  • 10
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$430.00

Inquire

from $430.00 / night

1 / 30

Edgartown House - 5.1 miles away

  • 6
  • 12
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$571.00

Inquire

from $571.00 / night

1 / 22

West Tisbury House - 7.1 miles away

  • 4
  • 8
  • min stay varies
  • Swimming pool
  • Ask about children

$2,143.00

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from $2,143.00 / night

1 / 22

Edgartown House - 5.5 miles away

  • 3
  • 8
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$571.00

Inquire

from $571.00 / night