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Chatham Vacation Rentals & Apartments with Swimming Pool - 59 Rentals Available.

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59 Vacation rentals

Filters applied: Swimming pool

1 / 42

Chatham House

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

$2,000.00

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from $2,000.00 / night

1 / 40

Chatham House

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

$2,142.00

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from $2,142.00 / night

(1)

1 / 30

Chatham House

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

$928.00

Excellent (1 reviews)

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from $928.00 / night

1 / 42

Chatham House

  • 5
  • 14
  • min stay varies
  • Swimming pool
  • Child friendly

$1,284.00

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from $1,284.00 / night

1 / 41

Chatham House

  • 5
  • 16
  • min stay varies
  • Swimming pool
  • Child friendly

$1,028.00

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from $1,028.00 / night

1 / 40

Chatham House

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

$685.00

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from $685.00 / night

1 / 48

Chatham House

  • 5
  • 14
  • min stay varies
  • Swimming pool
  • Child friendly

$702.00

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from $702.00 / night

1 / 41

Chatham House

  • 5
  • 14
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

$719.00

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from $719.00 / night

1 / 20

Chatham House

  • 5
  • 11
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$857.00

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from $857.00 / night

1 / 35

Chatham House

  • 3
  • 8
  • 1 night min
  • Swimming pool
  • Ask about children
  • Ask about pets

$1,214.00

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from $1,214.00 / night

1 / 33

Chatham House

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

$857.00

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from $857.00 / night

1 / 30

Chatham House

  • 4
  • 10
  • min stay varies
  • Swimming pool
  • Child friendly

$493.00

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from $493.00 / night

Your search has been expanded 18 miles to include more rentals

(1)

1 / 16

West Yarmouth House - 14.3 miles away

  • 4
  • 10
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

$1,031.00

Excellent (1 reviews)

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from $1,031.00 / night

(1)

1 / 34

Orleans House - 7.1 miles away

  • 5
  • 13
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

$668.00

Excellent (1 reviews)

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from $668.00 / night

1 / 26

Brewster House - 7.8 miles away

  • 3
  • 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

$334.00

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from $334.00 / night

1 / 27

Brewster House - 5.9 miles away

  • 4
  • 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

$676.00

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from $676.00 / night

1 / 49

Orleans House - 8 miles away

  • 6
  • 12
  • min stay varies
  • Swimming pool
  • Child friendly

$1,835.00

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from $1,835.00 / night

1 / 47

Orleans House - 4.1 miles away

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

$481.00

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from $481.00 / night

1 / 47

Orleans House - 8.3 miles away

  • 4
  • 15
  • min stay varies
  • Swimming pool
  • Child friendly

$1,002.00

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from $1,002.00 / night

1 / 21

Brewster House - 7.7 miles away

  • 4
  • 10
  • min stay varies
  • Swimming pool
  • Child friendly

$385.00

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from $385.00 / night

1 / 64

Brewster House - 9.8 miles away

  • 10
  • 22
  • min stay varies
  • Swimming pool
  • Child friendly

$1,352.00

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from $1,352.00 / night

1 / 50

Orleans House - 4.8 miles away

  • 6
  • 14
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

$899.00

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from $899.00 / night

(1)

1 / 30

Brewster House - 7.8 miles away

  • 3
  • 13
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

$565.00

Excellent (1 reviews)

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from $565.00 / night

1 / 29

West Harwich House - 7.7 miles away

  • 3
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

$361.00

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from $361.00 / night

1 / 51

Dennis House - 11.2 miles away

  • 8
  • 17
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

$776.00

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from $776.00 / night

(1)

1 / 28

Yarmouth Port House - 13.1 miles away

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

$407.00

Excellent (1 reviews)

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from $407.00 / night

1 / 41

Brewster House - 7.9 miles away

  • 4
  • 10
  • min stay varies
  • Swimming pool
  • Child friendly

$735.00

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from $735.00 / night

1 / 55

Orleans House - 5.7 miles away

  • 5
  • 12
  • min stay varies
  • Swimming pool
  • Child friendly

$668.00

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from $668.00 / night

1 / 22

Brewster House - 7.8 miles away

  • 3
  • 9
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

$253.00

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from $253.00 / night

1 / 26

Orleans House - 7.1 miles away

  • 3
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly

$303.00

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from $303.00 / night

1 / 29

Orleans House - 6.9 miles away

  • 5
  • 16
  • min stay varies
  • Swimming pool
  • Child friendly

$1,147.00

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from $1,147.00 / night

1 / 44

Brewster House - 5.5 miles away

  • 7
  • 16
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

$565.00

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from $565.00 / night

1 / 48

Orleans House - 7.3 miles away

  • 10
  • 24
  • min stay varies
  • Swimming pool
  • Child friendly

$1,772.00

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from $1,772.00 / night

1 / 33

West Harwich House - 7.4 miles away

  • 6
  • 14
  • min stay varies
  • Swimming pool
  • Child friendly

$862.00

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from $862.00 / night

1 / 35

East Orleans House - 7 miles away

  • 6
  • 12
  • min stay varies
  • Swimming pool
  • Child friendly

$437.00

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from $437.00 / night

1 / 48

Eastham House - 12.6 miles away

  • 7
  • 16
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$916.00

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from $916.00 / night

1 / 25

Eastham House - 11 miles away

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

$286.00

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from $286.00 / night

1 / 50

South Dennis House - 10.6 miles away

  • 6
  • 14
  • 1 night min
  • Swimming pool
  • Ask about children
  • Ask about pets

$1,785.00

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from $1,785.00 / night

(1)

1 / 45

Hyannis Port House - 18 miles away

  • 6
  • 14
  • 1 night min
  • Swimming pool
  • Ask about children
  • Ask about pets

$2,142.00

Excellent (1 reviews)

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from $2,142.00 / night

(5)

1 / 12

Dennis Port House - 9.6 miles away

  • 1
  • 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$93.00

Excellent (5 reviews)

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from $93.00 / night