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Osterville Vacation Rentals & Homes - 1131 Rentals Available

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1,131 Vacation rentals

1 / 55

Osterville House

  • 8
  • 20
  • 1 night min
  • Ask about children
  • Pet friendly

$2,001.00

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from $2,001.00 / night

(1)

1 / 24

Osterville House

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

$501.00

Excellent (1 reviews)

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from $501.00 / night

1 / 19

Osterville House

  • 3
  • 6
  • 1 night min
  • Ask about children
  • Pet friendly

$457.00

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from $457.00 / night

1 / 28

Osterville House

  • 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 / 29

Osterville House

  • 3
  • 8
  • 7 nights min
  • Child friendly
  • Air conditioning

$172.00

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from $172.00 / night

1 / 28

Osterville House

  • 5
  • 8
  • 1 night min
  • Ask about children
  • Pet friendly

$2,857.00

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from $2,857.00 / night

(1)

1 / 38

Osterville House

  • 4
  • 8
  • 1 night min
  • Ask about children
  • Ask about pets

$357.00

Excellent (1 reviews)

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from $357.00 / night

1 / 24

Osterville House

  • 3
  • 8
  • 1 night min
  • Ask about children
  • Pet friendly

$251.00

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from $251.00 / night

1 / 37

Osterville House

  • 5
  • 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 / 26

Osterville House

  • 3
  • 8
  • 1 night min
  • Ask about children
  • Pet friendly

$357.00

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from $357.00 / night

(1)

1 / 26

Osterville House

  • 3
  • 6
  • 1 night min
  • Ask about children
  • Ask about pets

$457.00

Excellent (1 reviews)

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from $457.00 / night

1 / 29

Osterville House

  • 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

(2)

1 / 19

Osterville House

  • 4
  • 8
  • 1 night min
  • Ask about children
  • Pet friendly

$271.00

Excellent (2 reviews)

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from $271.00 / night

(1)

1 / 38

Osterville House

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

$2,142.00

Excellent (1 reviews)

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from $2,142.00 / night

(3)

1 / 64

Osterville House

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

$2,714.00

Excellent (3 reviews)

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from $2,714.00 / night

(1)

1 / 51

Osterville House

  • 9
  • 1
  • 1 night min
  • Ask about children
  • Pet friendly

$4,285.00

Excellent (1 reviews)

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from $4,285.00 / night

1 / 36

Osterville House

  • 3
  • 8
  • 1 night min
  • Ask about children
  • Pet friendly

$714.00

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from $714.00 / night

1 / 30

Osterville House

  • 4
  • 10
  • 1 night min
  • Swimming pool
  • Ask about children
  • Pet friendly

$714.00

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from $714.00 / night

1 / 32

Osterville House

  • 4
  • 8
  • 1 night min
  • Ask about children
  • Ask about pets

$714.00

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from $714.00 / night

(1)

1 / 45

Osterville House

  • 4
  • 9
  • 1 night min
  • Ask about children
  • Ask about pets

$1,071.00

Excellent (1 reviews)

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from $1,071.00 / night

(2)

1 / 17

Osterville House

  • 3
  • 6
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

$140.00

Excellent (2 reviews)

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from $140.00 / night

1 / 43

Osterville House

  • 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)

1 / 34

Osterville House

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

$929.00

Excellent (1 reviews)

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from $929.00 / night

(1)

1 / 34

Osterville House

  • 4
  • 8
  • 1 night min
  • Ask about children
  • Ask about pets

$786.00

Excellent (1 reviews)

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from $786.00 / night

1 / 18

Osterville House

  • 3
  • 6
  • 7 nights min
  • Child friendly
  • Air conditioning

$300.00

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from $300.00 / night

1 / 23

Osterville House

  • 3
  • 6
  • 1 night min
  • Ask about children
  • Ask about pets

$257.00

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from $257.00 / night

1 / 13

Osterville House

  • 3
  • 5
  • 1 night min
  • Swimming pool
  • Ask about children
  • Ask about pets

$357.00

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from $357.00 / night

1 / 54

Osterville House

  • 6
  • 14
  • 1 night min
  • Swimming pool
  • Ask about children
  • Pet friendly

$4,001.00

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from $4,001.00 / night

1 / 29

Osterville House

  • 4
  • 7
  • 1 night min
  • Ask about children
  • Ask about pets

$714.00

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from $714.00 / night

1 / 56

Osterville House

  • 4
  • 10
  • 1 night min
  • Swimming pool
  • Ask about children
  • Pet friendly

$2,142.00

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from $2,142.00 / night

1 / 100

Osterville House

  • 7
  • 10
  • 1 night min
  • Swimming pool
  • Ask about children
  • Ask about pets

$2,500.00

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from $2,500.00 / night

1 / 50

Osterville House

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

$2,642.00

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from $2,642.00 / night

1 / 39

Osterville House

  • 4
  • 8
  • 1 night min
  • Ask about children
  • Ask about pets

$786.00

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from $786.00 / night

Your search has been expanded 16 miles to include more rentals

(8)

1 / 16

Dennis Port Cottage - 13 miles away

  • 3
  • 6
  • 7 nights min
  • Child friendly
  • Air conditioning

Responds fast! Avg. 3 hours 19 minutes

$221.00

Excellent (8 reviews)

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from $221.00 / night

1 / 24

Barnstable House - 7.3 miles away

  • 5
  • 8
  • 14 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$409.00

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from $409.00 / night

(7)

1 / 12

Wareham House - 15.8 miles away

  • 3
  • 6
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Private garden

$213.00

Very Good (7 reviews)

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from $213.00 / night

(12)

1 / 18

Mashpee House - 6.6 miles away

  • 3
  • 7
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

Responds fast! Avg. 2 hours 37 minutes

$246.00

Excellent (12 reviews)

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from $246.00 / night

(10)

1 / 38

Onset House - 16 miles away

  • 3
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly

$360.00

Very Good (10 reviews)

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from $360.00 / night

(1)

1 / 34

Falmouth House - 12.3 miles away

  • 5
  • 14
  • 1 night min
  • Swimming pool
  • Ask about children
  • Ask about pets

$929.00

Excellent (1 reviews)

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from $929.00 / night

1 / 38

Centerville House - 1.9 miles away

  • 3
  • 6
  • 1 night min
  • Ask about children
  • Ask about pets

$714.00

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from $714.00 / night