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Osterville Vacation Rentals & Homes with Swimming Pool - 6 Rentals Available.

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6 Vacation rentals

Filters applied: Swimming pool

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 / 26

Osterville House

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

$1072

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from $1072 / 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 / 25

Osterville House

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

$1643

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from $1643 / night

1 / 15

Osterville House

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

$1643

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from $1643 / night

1 / 28

Osterville House

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

$3572

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from $3572 / night

Your search has been expanded 13.5 miles to include more rentals

1 / 25

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 / 52

Barnstable House - 0.1 miles away

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

$2858

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from $2858 / 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 / 31

Barnstable House - 2.9 miles away

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

$1858

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from $1858 / night

1 / 14

Marstons Mills House - 3.5 miles away

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

from $258 / night

1 / 36

Hyannis Port House - 4.3 miles away

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

$1958

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from $1958 / 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 / 25

Hyannis House - 5 miles away

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $515 / night

(1)

1 / 38

West Barnstable House - 5.2 miles away

  • 7
  • 16
  • Min stay varies
  • Swimming pool
  • Child friendly

$715

Excellent (1 reviews)

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from $715 / night

(3)

1 / 34

Sandwich House - 6.1 miles away

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

Excellent (3 reviews)

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from $928 / night

1 / 18

Mashpee House - 6.2 miles away

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

from $415 / night

(1)

1 / 61

Barnstable House - 6.5 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 / 24

Mashpee House - 7 miles away

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

from $415 / night

1 / 14

Sandwich House - 7 miles away

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

from $358 / night

1 / 14

Mashpee House - 7.1 miles away

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

from $358 / night

1 / 19

Mashpee House - 7.3 miles away

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

from $643 / night

1 / 17

Falmouth House - 8.9 miles away

  • 3
  • 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $300 / night

1 / 14

Yarmouth House - 9.4 miles away

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

from $286 / night

1 / 10

Falmouth House - 11 miles away

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

from $215 / night

(1)

1 / 26

Yarmouth Port House - 11 miles away

  • 5
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly

$643

Excellent (1 reviews)

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from $643 / night

1 / 18

Falmouth House - 12.1 miles away

  • 4
  • 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $572 / night

(2)

1 / 9

West Dennis House - 12.3 miles away

  • 5
  • 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“From the beginning Kathy was a pleasure to deal with. Through out the experience she was responsive and pleasant. The house is in a great location close to many of the great things to do on the Cape. The house itself was clean and comfortable....”
- Review left on 09/03/2014

$428

Excellent (2 reviews)

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from $428 / night

1 / 13

Dennis Port House - 12.3 miles away

  • 2
  • 6
  • 14 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $215 / night

1 / 13

South Dennis House - 12.4 miles away

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $500 / night

1 / 22

South Dennis House - 12.4 miles away

  • 3
  • 9
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $286 / night

(1)

1 / 14

Sagamore Beach House - 12.6 miles away

  • 5
  • 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 - 12.7 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

(13)

1 / 15

Dennis Port Condo - 12.7 miles away

  • 1
  • 2
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“We love staying in the Dennis Port area and this Condo was perfect! The unit was very well maintained, clean and nicely equipped with everything we needed (including beach chairs). We wish we could have stayed longer. The beach is just a quick...”
- Review left on 09/06/2016

$100

Excellent (13 reviews)

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from $100 / night

1 / 12

Falmouth House - 12.8 miles away

  • 6
  • 14
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

Inquire for Rates

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Pricing unknown

(4)

1 / 9

Dennis Port House - 13.2 miles away

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Ask about children

$199

Very Good (4 reviews)

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from $199 / night

1 / 10

Dennis Port House - 13.2 miles away

  • 1
  • 4
  • 7 nights min
  • Swimming pool
  • Ask about children

from $79 / night

1 / 12

Dennis Port Apartment - 13.5 miles away

  • 2
  • 6
  • 6 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $429 / night

1 / 29

Falmouth House - 13.5 miles away

  • 8
  • 14
  • Min stay varies
  • Swimming pool
  • Ask about children

$500

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from $500 / night