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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 / 28

Osterville House

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

$3572

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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

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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

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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

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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

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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

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Your search has been expanded 12.8 miles to include more rentals

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

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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

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1 / 15

Marstons Mills House - 1.7 miles away

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

$715

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from $715 / night

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1 / 24

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

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1 / 14

Marstons Mills House - 3.5 miles away

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

$258

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from $258 / night

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(3)

1 / 14

Mashpee House - 4 miles away

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“This is a very nice house. The owners were great the rental was seamless. The house is beautifully decorated, very clean and a stocked kitchen. Two decks wrap around the back with plenty of room for six for breakfast or dinner. The in ground...”
- Review left on 04/26/2016

$275

Excellent (3 reviews)

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from $275 / night

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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

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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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1 / 25

Hyannis House - 5 miles away

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

$515

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(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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(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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1 / 18

Mashpee House - 6.2 miles away

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

$415

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from $415 / night

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(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

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1 / 20

West Yarmouth House - 6.6 miles away

  • 4
  • 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$892

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1 / 21

West Yarmouth House - 6.6 miles away

  • 3
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$576

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1 / 32

West Yarmouth House - 6.6 miles away

  • 4
  • 12
  • 7 nights min
  • Swimming pool
  • Ask about children

$892

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from $892 / night

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1 / 24

Mashpee House - 7 miles away

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

$415

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from $415 / night

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1 / 12

Sandwich House - 7 miles away

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

$358

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from $358 / night

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1 / 16

Mashpee House - 7.1 miles away

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

$486

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1 / 14

Mashpee House - 7.1 miles away

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

$358

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from $358 / night

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1 / 19

Mashpee House - 7.3 miles away

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

$643

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1 / 17

Falmouth House - 8.9 miles away

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

$300

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1 / 14

Yarmouth House - 9.4 miles away

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

$286

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1 / 10

Falmouth House - 11 miles away

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

$143

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from $143 / night

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(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

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1 / 18

Falmouth House - 12.1 miles away

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

$572

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from $572 / night

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(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

$427

Excellent (2 reviews)

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1 / 13

Dennis Port House - 12.3 miles away

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

$215

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1 / 13

South Dennis House - 12.4 miles away

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

$500

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1 / 22

South Dennis House - 12.4 miles away

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

$286

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from $286 / night

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(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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(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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(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

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1 / 12

Falmouth House - 12.8 miles away

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

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