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Osterville 4+ bedroom Vacation Rentals, Homes & More - 647 Rentals Available.

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647 Vacation rentals

Filters applied: 4+ Bedrooms

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 / 31

Osterville House

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

$1,875.00

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from $1,875.00 / night

1 / 37

Osterville House

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

$2,858.00

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from $2,858.00 / night

1 / 43

Osterville House

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

$2,571.00

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from $2,571.00 / night

1 / 24

Osterville House

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

$285.00

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from $285.00 / 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 / 23

Osterville House

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

$2,858.00

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from $2,858.00 / night

(2)

1 / 20

Osterville House

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

$571.00

Excellent (2 reviews)

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from $571.00 / 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

(3)

1 / 64

Osterville House

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

$2,858.00

Excellent (3 reviews)

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from $2,858.00 / night

(1)

1 / 44

Osterville House

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

$1,714.00

Excellent (1 reviews)

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from $1,714.00 / 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)

1 / 49

Osterville House

  • 11
  • 20
  • 1 night min
  • Ask about children
  • Pet friendly

$1,928.00

Very Good (1 reviews)

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from $1,928.00 / 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 / 30

Osterville House

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

$501.00

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from $501.00 / night

(1)

1 / 45

Osterville House

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

$1,028.00

Excellent (1 reviews)

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from $1,028.00 / 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 / 18

Osterville House

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

$1,142.00

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from $1,142.00 / night

1 / 44

Osterville House

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

$2,858.00

Inquire

from $2,858.00 / night

(1)

1 / 33

Osterville House

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

$501.00

Excellent (1 reviews)

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from $501.00 / night

(1)

1 / 43

Osterville House

  • 7
  • 14
  • 1 night min
  • Swimming pool
  • Ask about children
  • Ask about pets

$1,285.00

Excellent (1 reviews)

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from $1,285.00 / night

1 / 22

Osterville House

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

$3,571.00

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from $3,571.00 / night

1 / 50

Osterville House

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

$1,571.00

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from $1,571.00 / night

(1)

1 / 21

Osterville House

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

$714.00

Excellent (1 reviews)

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from $714.00 / night

1 / 55

Osterville House

  • 9
  • 12
  • 1 night min
  • Ask about children
  • Pet friendly

$1,857.00

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from $1,857.00 / night

1 / 50

Osterville House

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

$2,214.00

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from $2,214.00 / night

Your search has been expanded 19.6 miles to include more rentals

(1)

1 / 26

Barnstable Villa - 5 miles away

  • 5
  • 10
  • min stay varies
  • Nearest beach 0.2 mi
  • Child friendly
  • Air conditioning

Responds fast! Avg. 1 hour 53 minutes

$366.00

Excellent (1 reviews)

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from $366.00 / night

(4)

1 / 25

Plymouth House - 16.5 miles away

  • 4
  • 8
  • 5 nights min
  • Nearest beach 6 mi
  • Child friendly
  • Air conditioning

Responds fast! Avg. 2 hours 2 minutes

$344.00

Excellent (4 reviews)

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from $344.00 / night

(9)

1 / 22

Sandwich House - 6 miles away

  • 6
  • 22
  • 7 nights min
  • Swimming pool
  • Child friendly
  • 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

$928.00

Excellent (9 reviews)

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from $928.00 / night

(19)

1 / 31

Falmouth House - 13.1 miles away

  • 5
  • 10
  • min stay varies
  • Ask about children
  • Private garden
“The Old Stone Barn is a charming home, with a fantastic view down to Buzzard's Bay and plenty of space for a large family or group of friends to gather. The home is also well appointed and conveniently located with easy access to the bike path, the...”
- Review left on 08/30/2016

$251.00

Excellent (19 reviews)

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from $251.00 / night

1 / 24

Barnstable House - 7.3 miles away

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

Responds fast! Avg. 2 hours 48 minutes

$409.00

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from $409.00 / night

1 / 25

Sandwich House - 11.2 miles away

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

$152.00

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from $152.00 / night

1 / 33

Brewster House - 19.5 miles away

  • 5
  • 12
  • min stay varies
  • Child friendly
  • Pet friendly

$514.00

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from $514.00 / night

(5)

1 / 49

Falmouth House - 12.6 miles away

  • 5
  • 15
  • 4 nights min
  • Nearest beach 0.5 mi
  • Child friendly
  • Air conditioning

Responds fast! Avg. 7 minutes

$1,488.00

Very Good (5 reviews)

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from $1,488.00 / night

1 / 18

East Sandwich House - 9.3 miles away

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

$238.00

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from $238.00 / night

1 / 12

Oak Bluffs House - 17.4 miles away

  • 4
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden

$295.00

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from $295.00 / night

(1)

1 / 21

Barnstable Villa - 5 miles away

  • 4
  • 10
  • min stay varies
  • Nearest beach 0.1 mi
  • Child friendly
  • Air conditioning

Responds fast! Avg. 1 hour 38 minutes

$343.00

Excellent (1 reviews)

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from $343.00 / night

(5)

1 / 17

Forestdale House - 7.9 miles away

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

$495.00

Excellent (5 reviews)

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from $495.00 / night

1 / 15

Brewster House - 19.6 miles away

  • 5
  • 12
  • 7 nights min
  • Child friendly
  • Air conditioning

$285.00

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from $285.00 / night