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Osterville Vacation Rentals & Homes with Swimming Pool - 40 Rentals Available.

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8 Vacation rentals

Filters applied: Swimming pool

1 / 25

Osterville House

  • -1
  • 14
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$1643

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from $1643 / night

1 / 38

Osterville House

  • -1
  • 12
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$3572

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from $3572 / night

1 / 37

Osterville House

  • -1
  • 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$2858

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from $2858 / night

1 / 15

Osterville House

  • -1
  • 12
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$1643

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from $1643 / night

1 / 28

Osterville House

  • -1
  • 12
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$3572

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from $3572 / night

1 / 32

Osterville House

  • -1
  • 12
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$1215

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from $1215 / night

1 / 26

Osterville House

  • -1
  • 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$2215

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from $2215 / night

1 / 26

Osterville House

  • -1
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$1072

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from $1072 / night

Your search has been expanded 20.9 miles to include more rentals

1 / 52

Barnstable House - 1.6 miles away

  • -1
  • 12
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

Inquire for Rates

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Pricing unknown

1 / 19

Marstons Mills House - 2.2 miles away

  • -1
  • 15
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$3572

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from $3572 / night

1 / 15

Marstons Mills House - 2.8 miles away

  • -1
  • 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

from $715 / night

(3)

1 / 14

Mashpee House - 6.4 miles away

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

$275

Excellent (3 reviews)

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from $275 / night

1 / 36

Hyannis Port House - 6.8 miles away

  • -1
  • 14
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$1958

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from $1958 / night

1 / 26

Mashpee House - 7.7 miles away

  • -1
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$1715

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from $1715 / night

1 / 25

Hyannis House - 8 miles away

  • -1
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $515 / night

(1)

1 / 38

West Barnstable House - 8.4 miles away

  • -1
  • 16
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$715

Excellent (1 reviews)

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from $715 / night

(3)

1 / 34

Sandwich House - 9.7 miles away

  • 6
  • 22
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$928

Excellent (3 reviews)

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from $928 / night

1 / 18

Mashpee House - 10 miles away

  • -1
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

from $415 / night

(1)

1 / 61

Barnstable House - 10.4 miles away

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

$571

Excellent (1 reviews)

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from $571 / night

1 / 20

West Yarmouth House - 10.7 miles away

  • -1
  • 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

from $892 / night

1 / 21

West Yarmouth House - 10.7 miles away

  • -1
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

from $576 / night

1 / 32

West Yarmouth House - 10.7 miles away

  • -1
  • 12
  • 7 nights min
  • Swimming pool
  • Ask about children

from $892 / night

1 / 24

Mashpee House - 11.2 miles away

  • -1
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

from $415 / night

1 / 16

Mashpee House - 11.4 miles away

  • -1
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

from $486 / night

1 / 14

Mashpee House - 11.4 miles away

  • -1
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

from $358 / night

1 / 19

Mashpee House - 11.7 miles away

  • -1
  • 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

from $643 / night

1 / 17

Falmouth House - 14.4 miles away

  • -1
  • 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $300 / night

1 / 14

Yarmouth House - 15.1 miles away

  • -1
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

Inquire for Rates

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Pricing unknown

(1)

1 / 26

Yarmouth Port House - 17.7 miles away

  • -1
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$643

Excellent (1 reviews)

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from $643 / night

1 / 18

Falmouth House - 19.5 miles away

  • -1
  • 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $572 / night

(2)

1 / 9

West Dennis House - 19.8 miles away

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

$427

Excellent (2 reviews)

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from $427 / night

1 / 14

Dennis Port Cottage - 19.9 miles away

  • 2
  • 8
  • 14 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $500 / night

1 / 13

Dennis Port House - 19.9 miles away

  • -1
  • 6
  • 14 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $215 / night

1 / 13

South Dennis House - 19.9 miles away

  • -1
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $500 / night

(1)

1 / 14

Sagamore Beach House - 20.3 miles away

  • -1
  • 14
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$743

Excellent (1 reviews)

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from $743 / night

(5)

1 / 11

Dennis Port House - 20.4 miles away

  • -1
  • 4
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$108

Excellent (5 reviews)

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from $108 / night

(10)

1 / 15

Dennis Port Condo - 20.4 miles away

  • 1
  • 2
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$100

Excellent (10 reviews)

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from $100 / night

1 / 12

Falmouth House - 20.6 miles away

  • -1
  • 14
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

Inquire for Rates

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Pricing unknown

1 / 14

Falmouth House - 20.6 miles away

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

from $457 / night

(1)

1 / 13

Bourne House - 20.9 miles away

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

$129

Very Good (1 reviews)

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from $129 / night