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Osterville Waterfront Vacation Rentals, Homes & More - 1709 Rentals Available.

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1,709 Vacation rentals

Filters applied: Waterfront

1 / 26

Osterville House

  • 5
  • 12
  • 7 nights min
  • Ask about children
  • Ask about pets

$500.00

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from $500.00 / night

1 / 27

Osterville House

  • 5
  • 8
  • 7 nights min
  • Ask about children
  • Ask about pets

$1,215.00

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from $1,215.00 / night

1 / 24

Osterville House

  • 3
  • 6
  • 7 nights min
  • Ask about children
  • Ask about pets

$429.00

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from $429.00 / night

1 / 29

Osterville House

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

$858.00

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from $858.00 / night

1 / 13

Osterville House

  • 3
  • 6
  • 7 nights min
  • Ask about children
  • Ask about pets

$386.00

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from $386.00 / night

(1)

1 / 28

Osterville House

  • 6
  • 12
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$3,572.00

Excellent (1 reviews)

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from $3,572.00 / night

(1)

1 / 28

Osterville House

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

$222.00

Excellent (1 reviews)

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from $222.00 / night

1 / 27

Osterville House

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

$415.00

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from $415.00 / night

1 / 22

Osterville House

  • 4
  • 10
  • 7 nights min
  • Ask about children
  • Ask about pets

$572.00

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from $572.00 / night

1 / 31

Osterville House

  • 3
  • 7
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets

$170.00

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from $170.00 / night

1 / 31

Osterville House

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

$272.00

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from $272.00 / night

1 / 19

Osterville House

  • 5
  • 8
  • 7 nights min
  • Ask about children
  • Ask about pets

$1,429.00

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from $1,429.00 / night

1 / 21

Osterville House

  • 8
  • 20
  • 7 nights min
  • Ask about children
  • Ask about pets

$1,215.00

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from $1,215.00 / night

1 / 24

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

1 / 16

Osterville House

  • 6
  • 10
  • 7 nights min
  • Ask about children
  • Ask about pets

$429.00

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from $429.00 / night

(1)

1 / 64

Osterville House

  • 10
  • 22
  • 7 nights min
  • Ask about children
  • Ask about pets

$1,715.00

Excellent (1 reviews)

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from $1,715.00 / night

1 / 25

Osterville House

  • 2
  • 6
  • 7 nights min
  • Ask about children
  • Ask about pets

$572.00

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from $572.00 / night

1 / 14

Osterville House

  • 2
  • 4
  • 7 nights min
  • Ask about children
  • Ask about pets

$229.00

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from $229.00 / night

1 / 22

Osterville House

  • 3
  • 8
  • 7 nights min
  • Ask about children
  • Ask about pets

$415.00

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from $415.00 / night

1 / 24

Osterville House

  • 3
  • 8
  • 7 nights min
  • Ask about children
  • Ask about pets

$143.00

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from $143.00 / night

1 / 12

Osterville House

  • 3
  • 5
  • 7 nights min
  • Ask about children
  • Ask about pets

$358.00

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from $358.00 / night

1 / 43

Osterville House

  • 6
  • 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$2,858.00

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from $2,858.00 / night

(1)

1 / 18

Osterville House

  • 5
  • 12
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$1,215.00

Excellent (1 reviews)

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from $1,215.00 / night

1 / 31

Osterville House

  • 12
  • 15
  • 7 nights min
  • Ask about children
  • Ask about pets

$1,286.00

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from $1,286.00 / night

(2)

1 / 49

Osterville House

  • 11
  • 20
  • 7 nights min
  • Ask about children
  • Ask about pets

$1,358.00

Very Good (2 reviews)

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from $1,358.00 / night

1 / 34

Osterville House

  • 3
  • 10
  • 7 nights min
  • Ask about children
  • Ask about pets

$929.00

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from $929.00 / night

1 / 46

Osterville House

  • 9
  • 1
  • 7 nights min
  • Ask about children
  • Ask about pets

$3,572.00

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from $3,572.00 / night

1 / 37

Osterville House

  • 5
  • 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$2,000.00

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from $2,000.00 / night

1 / 34

Osterville House

  • 3
  • 1
  • 7 nights min
  • Ask about children
  • Ask about pets

$558.00

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from $558.00 / night

1 / 32

Osterville House

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

$500.00

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from $500.00 / night

1 / 14

Osterville House

  • 3
  • 8
  • 7 nights min
  • Ask about children
  • Ask about pets

$615.00

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from $615.00 / night

1 / 35

Osterville House

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

$572.00

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from $572.00 / night

1 / 19

Osterville House

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

$272.00

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from $272.00 / night

1 / 15

Osterville House

  • 3
  • 5
  • 7 nights min
  • Ask about children
  • Ask about pets

$429.00

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from $429.00 / night

(1)

1 / 23

Osterville House

  • 4
  • 9
  • 7 nights min
  • Ask about children
  • Ask about pets

$986.00

Excellent (1 reviews)

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from $986.00 / night

1 / 27

Osterville House

  • 4
  • 9
  • 7 nights min
  • Ask about children
  • Ask about pets

$429.00

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from $429.00 / night

1 / 18

Osterville House

  • 3
  • 8
  • 7 nights min
  • Ask about children
  • Air conditioning

$186.00

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from $186.00 / night

1 / 14

Osterville House

  • 3
  • 8
  • 7 nights min
  • Ask about children
  • Ask about pets

$258.00

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from $258.00 / night

1 / 14

Osterville House

  • 3
  • 6
  • 7 nights min
  • Ask about children
  • Ask about pets

$358.00

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from $358.00 / night

1 / 24

Osterville House

  • 5
  • 10
  • 7 nights min
  • Ask about children
  • Ask about pets

$1,429.00

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from $1,429.00 / night