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Oak Bluffs Vacation Rentals & Cottages with Swimming Pool - 135 Rentals Available.

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135 Vacation rentals

Filters applied: Swimming pool

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 / 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 / 38

Oak Bluffs House

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

$929.00

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from $929.00 / 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 / 26

Oak Bluffs House

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

$715.00

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from $715.00 / night

1 / 11

Oak Bluffs House

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

$1,715.00

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from $1,715.00 / night

1 / 26

Oak Bluffs House

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

$929.00

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from $929.00 / night

Your search has been expanded 18.1 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 / 33

Mashpee House - 8.2 miles away

  • 3
  • 8
  • 1 night min
  • Swimming pool
  • Ask about children
  • Ask about pets

$357.00

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from $357.00 / night

1 / 31

Osterville House - 14.3 miles away

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$1,072.00

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from $1,072.00 / night

1 / 58

Barnstable House - 15.3 miles away

  • 5
  • 12
  • 1 night min
  • Swimming pool
  • Ask about children
  • Pet friendly

$857.00

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from $857.00 / night

1 / 24

Cotuit House - 14 miles away

  • 3
  • 9
  • 1 night min
  • Swimming pool
  • Ask about children
  • Pet friendly

$671.00

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from $671.00 / night

1 / 31

Hyannis Port House - 18.1 miles away

  • 6
  • 14
  • 1 night min
  • Swimming pool
  • Ask about children
  • Ask about pets

$2,142.00

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from $2,142.00 / night

1 / 43

Osterville House - 14.2 miles away

  • 6
  • 10
  • 1 night min
  • Swimming pool
  • Ask about children
  • Ask about pets

$2,857.00

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from $2,857.00 / night

1 / 37

Osterville House - 14.3 miles away

  • 5
  • 10
  • 1 night min
  • Swimming pool
  • Ask about children
  • Ask about pets

$2,000.00

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from $2,000.00 / night

1 / 37

Osterville House - 15.4 miles away

  • 6
  • 12
  • 1 night min
  • Swimming pool
  • Ask about children
  • Ask about pets

$1,786.00

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from $1,786.00 / night

1 / 18

Osterville House - 15.1 miles away

  • 5
  • 12
  • 1 night min
  • Swimming pool
  • Ask about children
  • Ask about pets

$1,000.00

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from $1,000.00 / night

1 / 44

Osterville House - 13.8 miles away

  • 6
  • 10
  • 1 night min
  • Swimming pool
  • Ask about children
  • Ask about pets

$2,000.00

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from $2,000.00 / night

1 / 43

Osterville House - 13.4 miles away

  • 6
  • 12
  • 1 night min
  • Swimming pool
  • Ask about children
  • Ask about pets

$2,142.00

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from $2,142.00 / night

1 / 19

New Seabury House - 8.8 miles away

  • 4
  • 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$572.00

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from $572.00 / night

1 / 71

Marstons Mills House - 15 miles away

  • 7
  • 15
  • 1 night min
  • Swimming pool
  • Ask about children
  • Ask about pets

$2,142.00

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from $2,142.00 / night

(1)

1 / 64

Osterville House - 14.3 miles away

  • 10
  • 22
  • 1 night min
  • Swimming pool
  • Ask about children
  • Ask about pets

$2,142.00

Excellent (1 reviews)

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from $2,142.00 / night

1 / 50

Osterville House - 13.9 miles away

  • 5
  • 8
  • 1 night min
  • Swimming pool
  • Ask about children
  • Ask about pets

$1,428.00

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from $1,428.00 / night

1 / 50

Osterville House - 15.2 miles away

  • 5
  • 10
  • 1 night min
  • Swimming pool
  • Ask about children
  • Ask about pets

$1,142.00

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from $1,142.00 / night

1 / 19

Mashpee House - 8.2 miles away

  • 3
  • 10
  • 1 night min
  • Swimming pool
  • Ask about children
  • Ask about pets

$642.00

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from $642.00 / night

1 / 30

Osterville House - 14.9 miles away

  • 4
  • 10
  • 1 night min
  • Swimming pool
  • Ask about children
  • Ask about pets

$500.00

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from $500.00 / night

1 / 28

Osterville House - 13.8 miles away

  • 6
  • 12
  • 1 night min
  • Swimming pool
  • Ask about children
  • Pet friendly

$3,571.00

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from $3,571.00 / night

1 / 24

Mashpee House - 8.2 miles away

  • 3
  • 8
  • 1 night min
  • Swimming pool
  • Ask about children
  • Ask about pets

$464.00

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from $464.00 / night

1 / 42

Marstons Mills House - 15.2 miles away

  • 5
  • 10
  • 1 night min
  • Swimming pool
  • Ask about children
  • Pet friendly

$428.00

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from $428.00 / night

1 / 21

Mashpee House - 9 miles away

  • 3
  • 8
  • 1 night min
  • Swimming pool
  • Ask about children
  • Ask about pets

$428.00

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from $428.00 / night

1 / 56

Marstons Mills House - 14.8 miles away

  • 6
  • 15
  • 1 night min
  • Swimming pool
  • Ask about children
  • Pet friendly

$3,571.00

Inquire

from $3,571.00 / 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 / 31

Edgartown House - 6.6 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 / 20

Vineyard Haven House - 3 miles away

  • 6
  • 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$929.00

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from $929.00 / night

1 / 30

Edgartown House - 5.7 miles away

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

$1,143.00

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from $1,143.00 / night

1 / 30

Edgartown House - 5.1 miles away

  • 6
  • 12
  • 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 / 23

Edgartown House - 5 miles away

  • 5
  • 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