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Chatham Vacation Rentals & Apartments with Swimming Pool - 56 Rentals Available.

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56 Vacation rentals

Filters applied: Swimming pool

1 / 42

Chatham House

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

$2,285.00

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from $2,285.00 / 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

$714.00

Excellent (1 reviews)

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from $714.00 / night

1 / 42

Chatham House

  • 5
  • 14
  • 1 night min
  • Swimming pool
  • Child friendly

$1,360.00

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from $1,360.00 / night

1 / 42

Chatham House

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

$992.00

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from $992.00 / 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

$807.00

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from $807.00 / 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 / 35

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 19.3 miles to include more rentals

(4)

1 / 28

Eastham House - 12.4 miles away

  • 7
  • 18
  • min stay varies
  • Nearest beach 0.8 mi
  • Swimming pool
  • Child friendly
“The property worked well for our family reunion. Though we ran into a few issues, the owner was quick to address them. Location was great as we were able to walk to the beach and shopping was a short car ride away. We made full use of the kitchens in...”
- Review left on 07/23/2015

$1,145.00

Very Good (4 reviews)

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from $1,145.00 / 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)

1 / 16

West Yarmouth House - 14.3 miles away

  • 4
  • 10
  • 3 nights min
  • 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 / 8

Dennis Port Apartment - 8.5 miles away

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

$150.00

Excellent (1 reviews)

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from $150.00 / night

1 / 43

Eastham House - 11.1 miles away

  • 4
  • 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$213.00

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from $213.00 / night

1 / 29

Orleans House - 7.7 miles away

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

$299.00

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from $299.00 / night

1 / 50

Harwich Port House - 4.8 miles away

  • 7
  • 18
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$653.00

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from $653.00 / night

1 / 48

Eastham House - 9.1 miles away

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

$300.00

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from $300.00 / night

(1)

1 / 44

West Dennis House - 10.4 miles away

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

$374.00

Very Good (1 reviews)

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from $374.00 / 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

1 / 50

South Dennis House - 10.6 miles away

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

$2,142.00

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from $2,142.00 / night

1 / 22

Eastham House - 9.9 miles away

  • 3
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly

$186.00

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from $186.00 / night

(1)

1 / 26

Eastham House - 8.5 miles away

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

$400.00

Excellent (1 reviews)

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from $400.00 / night

1 / 37

West Hyannisport Apartment - 19.3 miles away

  • 3
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$358.00

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from $358.00 / night

1 / 27

Harwich House - 3.9 miles away

  • 4
  • 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$643.00

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from $643.00 / night

1 / 22

East Orleans House - 6.8 miles away

  • 5
  • 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$643.00

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from $643.00 / night

1 / 26

Eastham House - 10.8 miles away

  • 5
  • 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$886.00

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from $886.00 / 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 / 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 / 64

Brewster House - 9.8 miles away

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

$1,480.00

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from $1,480.00 / night

(4)

1 / 17

Dennis Port House - 9.1 miles away

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Child friendly

$225.00

Very Good (4 reviews)

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from $225.00 / night

1 / 50

Orleans House - 4.8 miles away

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

$893.00

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from $893.00 / night

1 / 49

Orleans House - 8 miles away

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

$1,744.00

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from $1,744.00 / night

1 / 47

Orleans House - 8.3 miles away

  • 4
  • 15
  • 1 night min
  • Swimming pool
  • Child friendly

$2,550.00

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from $2,550.00 / night

1 / 18

West Harwich House - 8 miles away

  • 6
  • 20
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$500.00

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from $500.00 / night

(1)

1 / 28

Yarmouth Port House - 13.1 miles away

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

$421.00

Excellent (1 reviews)

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from $421.00 / night

1 / 30

Harwich House - 3.9 miles away

  • 8
  • 20
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$572.00

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from $572.00 / night

1 / 30

Orleans House - 6.6 miles away

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

$313.00

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from $313.00 / night

1 / 47

Orleans House - 4.1 miles away

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

$539.00

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from $539.00 / night

1 / 55

Orleans House - 5.7 miles away

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

$844.00

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from $844.00 / night

1 / 33

West Harwich House - 7.4 miles away

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

$838.00

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from $838.00 / night