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Search 105,200+ Vacation Rentals

Orleans Homes & Apartments with Swimming Pool - 60 Rentals Available.

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60 Vacation rentals

Filters applied: Swimming pool

1 / 47

Orleans House

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

$539.00

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from $539.00 / night

1 / 35

East Orleans House

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

$437.00

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from $437.00 / night

1 / 48

Orleans House

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

$1,772.00

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from $1,772.00 / night

1 / 38

Orleans House

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

$1,147.00

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from $1,147.00 / night

1 / 47

Orleans House

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

$1,002.00

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from $1,002.00 / night

(1)

1 / 34

Orleans House

  • 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

Orleans House

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

$303.00

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from $303.00 / night

1 / 22

East Orleans House

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

$643.00

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from $643.00 / night

1 / 49

Orleans House

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

$1,745.00

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from $1,745.00 / night

1 / 29

Orleans House

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

$299.00

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from $299.00 / night

1 / 55

Orleans House

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

$844.00

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from $844.00 / night

1 / 50

Orleans House

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

$893.00

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from $893.00 / night

Your search has been expanded 19.4 miles to include more rentals

(2)

1 / 44

Truro House - 14.5 miles away

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

$1,833.00

Excellent (2 reviews)

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from $1,833.00 / night

(1)

1 / 16

West Yarmouth House - 16.3 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

(4)

1 / 28

Eastham House - 5.2 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 - 5.4 miles away

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

$917.00

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from $917.00 / night

(1)

1 / 8

Dennis Port Apartment - 11.3 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 / 25

Eastham House - 3.8 miles away

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

$286.00

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from $286.00 / night

(1)

1 / 45

Hyannis Port House - 19.4 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 / 35

Chatham House - 9.1 miles away

  • 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 / 50

South Dennis House - 8.6 miles away

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

$1,786.00

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from $1,786.00 / night

1 / 42

Chatham House - 6.8 miles away

  • 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 - 7 miles away

  • 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 - 5.8 miles away

  • 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 / 34

Truro House - 16.7 miles away

  • 4
  • 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 / 20

Dennis House - 9.9 miles away

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

$285.00

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from $285.00 / night

1 / 26

Brewster House - 3.6 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

Dennis Port House - 12.5 miles away

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$229.00

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from $229.00 / night

1 / 48

Chatham House - 7.2 miles away

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

$702.00

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from $702.00 / night

1 / 39

Dennis Port House - 12.4 miles away

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

$857.00

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from $857.00 / night

1 / 29

West Harwich House - 10.7 miles away

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

$399.00

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from $399.00 / night

1 / 41

Brewster House - 4.8 miles away

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

$565.00

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from $565.00 / night

1 / 41

Brewster House - 4.1 miles away

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

$662.00

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from $662.00 / night

1 / 22

Brewster House - 4 miles away

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

$253.00

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from $253.00 / night

1 / 64

Brewster House - 7.7 miles away

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

$1,352.00

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from $1,352.00 / night

1 / 33

Dennis Port House - 12.4 miles away

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

$500.00

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from $500.00 / night

1 / 42

Chatham House - 6.8 miles away

  • 5
  • 14
  • 3 nights min
  • Swimming pool
  • Child friendly

$1,284.00

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from $1,284.00 / night

(1)

1 / 30

Brewster House - 3.5 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 / 27

Brewster House - 4 miles away

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

$348.00

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from $348.00 / night

1 / 18

West Harwich House - 10.6 miles away

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

$500.00

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from $500.00 / night