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Osterville 4+ bedroom Vacation Rentals, Homes & More - 27 Rentals Available.

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27 Vacation rentals

Filters applied: 4+ Bedrooms

(1)

1 / 15

Osterville House

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

$1643

Excellent (1 reviews)

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from $1643 / night

1 / 26

Osterville House

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

from $643 / night

1 / 26

Osterville House

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

$2572

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from $2572 / night

1 / 35

Osterville House

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

from $400 / night

1 / 37

Osterville House

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

$2858

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from $2858 / night

1 / 30

Osterville House

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

$1215

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from $1215 / night

1 / 19

Osterville House

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

$1215

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from $1215 / night

1 / 18

Osterville House

  • 4
  • 8
  • 7 nights min
  • Child friendly
  • Air conditioning

from $243 / night

1 / 29

Osterville House

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

$1643

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from $1643 / night

1 / 19

Osterville House

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

from $643 / night

1 / 21

Osterville House

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

$2358

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from $2358 / night

(2)

1 / 48

Osterville House

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

$1786

Very Good (2 reviews)

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from $1786 / night

1 / 53

Osterville House

  • 6
  • 13
  • 7 nights min
  • Ask about children
  • Ask about pets

from $643 / night

(1)

1 / 28

Osterville House

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

$3572

Excellent (1 reviews)

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from $3572 / night

1 / 16

Osterville House

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

from $643 / night

1 / 46

Osterville House

  • 9
  • 15
  • 7 nights min
  • Ask about children
  • Ask about pets

$3572

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from $3572 / night

1 / 24

Osterville House

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

$1072

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from $1072 / night

1 / 35

Osterville House

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

from $758 / night

1 / 28

Osterville House

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

$1786

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from $1786 / night

1 / 26

Osterville House

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

from $858 / night

(1)

1 / 21

Osterville House

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

$986

Excellent (1 reviews)

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from $986 / night

1 / 17

Osterville House

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

from $258 / night

1 / 22

Osterville House

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

from $715 / night

1 / 24

Osterville House

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

from $429 / night

1 / 34

Osterville House

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

from $715 / night

1 / 24

Osterville House

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

$1429

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from $1429 / night

1 / 19

Osterville House

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

from $272 / night

Your search has been expanded 5.1 miles to include more rentals

1 / 19

Barnstable House - 0.1 miles away

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

from $400 / night

1 / 31

Barnstable House - 0.1 miles away

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

from $858 / night

1 / 15

Barnstable House - 0.1 miles away

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

from $500 / night

1 / 31

Barnstable House - 0.1 miles away

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

$1215

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from $1215 / night

1 / 18

Barnstable House - 1.1 miles away

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

from $858 / night

1 / 19

Marstons Mills House - 1.3 miles away

  • 6
  • 15
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$3572

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from $3572 / night

1 / 28

Marstons Mills House - 1.7 miles away

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

from $715 / night

1 / 28

Centerville House - 1.9 miles away

  • 6
  • 8
  • 7 nights min
  • Ask about children
  • Ask about pets

$2286

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from $2286 / night

1 / 38

Barnstable House - 1.9 miles away

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

$1429

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from $1429 / night

1 / 51

Cotuit House - 2.1 miles away

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

from $572 / night

(3)

1 / 68

Cotuit House - 2.5 miles away

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

$1643

Excellent (3 reviews)

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from $1643 / night

1 / 30

Cotuit House - 2.5 miles away

  • 5
  • 11
  • 7 nights min
  • Ask about children
  • Ask about pets

from $535 / night

1 / 22

Marstons Mills House - 2.6 miles away

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

from $458 / night

1 / 50

Cotuit House - 2.7 miles away

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

$2143

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from $2143 / night

1 / 35

Marstons Mills House - 2.8 miles away

  • 4
  • 8
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

from $211 / night

1 / 34

Barnstable House - 2.9 miles away

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

$1858

Inquire

from $1858 / night

1 / 56

West Hyannisport House - 2.9 miles away

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

$1858

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from $1858 / night

1 / 30

West Hyannisport House - 3 miles away

  • 8
  • 11
  • 7 nights min
  • Ask about children
  • Ask about pets

$2143

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from $2143 / night

1 / 17

West Hyannisport House - 3 miles away

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

from $658 / night

1 / 19

West Hyannisport House - 3 miles away

  • 4
  • 8
  • 7 nights min
  • Child friendly
  • Air conditioning

from $329 / night

1 / 25

West Hyannisport House - 3 miles away

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

from $672 / night

(1)

1 / 24

Barnstable House - 3.1 miles away

  • 4
  • 14
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

$400

Excellent (1 reviews)

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from $400 / night

1 / 37

Marstons Mills House - 3.2 miles away

  • 4
  • 6
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

from $265 / night

(4)

1 / 15

Barnstable House - 3.2 miles away

  • 4
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“We rented this place for two weeks, almost a year in advance. We wanted a nice spot with lots of space and easy water access for the kids! The pond of water that the house sits on is calm, clean and our kids took full advantage of swimming, canoeing...”
- Review left on 08/15/2016

$300

Excellent (4 reviews)

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from $300 / night

1 / 30

West Hyannisport House - 3.5 miles away

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

from $458 / night

(1)

1 / 30

Hyannis Port House - 3.8 miles away

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

$1572

Very Good (1 reviews)

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from $1572 / night

(1)

1 / 20

Centerville House - 3.8 miles away

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

$929

Excellent (1 reviews)

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from $929 / night

1 / 33

Centerville House - 3.9 miles away

  • 4
  • 10
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

from $429 / night

1 / 21

Hyannis Port House - 4.2 miles away

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

from $858 / night

1 / 23

Barnstable House - 4.2 miles away

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

$1000

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from $1000 / night

(1)

1 / 36

Hyannis Port House - 4.3 miles away

  • 6
  • 14
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$1958

Excellent (1 reviews)

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from $1958 / night

1 / 30

Hyannis Port House - 4.3 miles away

  • 8
  • 13
  • 7 nights min
  • Ask about children
  • Ask about pets

$1000

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from $1000 / night

(4)

1 / 13

Marstons Mills House - 4.3 miles away

  • 4
  • 8
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$129

Excellent (4 reviews)

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from $129 / night

1 / 19

Hyannis Port House - 4.3 miles away

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

from $686 / night

1 / 27

Hyannis Port House - 4.4 miles away

  • 9
  • 12
  • 7 nights min
  • Ask about children
  • Ask about pets

$1572

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from $1572 / night

1 / 39

Hyannis Port House - 4.8 miles away

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

$1429

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from $1429 / night

1 / 26

Mashpee House - 4.8 miles away

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

$1715

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from $1715 / night

1 / 21

Barnstable Villa - 5 miles away

  • 4
  • 10
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

$300

Book

from $300 / night

1 / 19

Barnstable Villa - 5 miles away

  • 5
  • 10
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

$250

Book

from $250 / night

1 / 37

Mashpee House - 5.1 miles away

  • 4
  • 8
  • 7 nights min
  • Child friendly
  • Air conditioning

$1072

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from $1072 / night