Search 105,200+ Vacation Rentals

Orleans Homes & Apartments with Swimming Pool - 50 Rentals Available.

Payment Protection
To book this vacation rental you need to pay through the Vacation Home Rentals website. We can’t protect your payment if you don’t pay through us. Learn more

50 Vacation rentals

Filters applied: Swimming pool

1 / 47

Orleans House

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

$1,233.00

Inquire

from $1,233.00 / night

1 / 31

Orleans House

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

$1,357.00

Inquire

from $1,357.00 / night

1 / 35

East Orleans House

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

$653.00

Inquire

from $653.00 / night

1 / 48

Orleans House

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

$1,952.00

Inquire

from $1,952.00 / night

1 / 51

Orleans House

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

$514.00

Inquire

from $514.00 / night

(1)

1 / 34

Orleans House

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

$771.00

Excellent (1 reviews)

Inquire

from $771.00 / night

1 / 49

Orleans House

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

$1,541.00

Inquire

from $1,541.00 / night

1 / 22

East Orleans House

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

$572.00

Inquire

from $572.00 / night

1 / 27

Orleans House

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

$299.00

Book

from $299.00 / night

Your search has been expanded 19.7 miles to include more rentals

(1)

1 / 44

Truro House - 14.5 miles away

  • 8
  • 20
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$2,061.00

Excellent (1 reviews)

Book

from $2,061.00 / night

(4)

1 / 54

Barnstable House - 17.1 miles away

  • 5
  • 10
  • 7 nights min
  • Nearest beach 5 mi
  • Swimming pool
  • Ask about children

$786.00

Excellent (4 reviews)

Inquire

from $786.00 / night

(1)

1 / 49

West Barnstable House - 19.7 miles away

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

$514.00

Excellent (1 reviews)

Inquire

from $514.00 / night

(5)

1 / 12

Dennis Port House - 12.2 miles away

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

$85.00

Excellent (5 reviews)

Inquire

from $85.00 / night

1 / 45

Truro House - 14.3 miles away

  • 5
  • 13
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$329.00

Inquire

from $329.00 / 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)

Inquire

from $150.00 / night

1 / 27

Truro House - 16.7 miles away

  • 4
  • 12
  • 1 night min
  • Swimming pool
  • Ask about children
  • Ask about pets

$2,142.00

Inquire

from $2,142.00 / night

1 / 29

Brewster House - 3.5 miles away

  • 3
  • 7
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

$308.00

Inquire

from $308.00 / night

1 / 26

Eastham House - 3.9 miles away

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

$815.00

Inquire

from $815.00 / night

1 / 43

Chatham House - 7 miles away

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

$1,429.00

Inquire

from $1,429.00 / night

1 / 52

Chatham House - 8.1 miles away

  • 8
  • 16
  • 1 night min
  • Swimming pool
  • Ask about children
  • Ask about pets

$5,428.00

Inquire

from $5,428.00 / night

1 / 31

Hyannis Port House - 19.4 miles away

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

$2,142.00

Inquire

from $2,142.00 / night

1 / 46

Chatham House - 8.6 miles away

  • 6
  • 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$1,786.00

Inquire

from $1,786.00 / night

1 / 22

Eastham House - 2.9 miles away

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

$207.00

Inquire

from $207.00 / night

1 / 18

Yarmouth House - 13.9 miles away

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

$285.00

Inquire

from $285.00 / 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)

Inquire

from $928.00 / night

(4)

1 / 17

Dennis Port House - 11.9 miles away

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

$213.00

Very Good (4 reviews)

Inquire

from $213.00 / night

1 / 27

Dennis Port House - 12.5 miles away

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

$215.00

Inquire

from $215.00 / night

1 / 14

Dennis Port House - 11.8 miles away

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

$79.00

Inquire

from $79.00 / night

1 / 30

South Dennis House - 11.5 miles away

  • 3
  • 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$250.00

Inquire

from $250.00 / night

1 / 39

Brewster House - 4.8 miles away

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

$719.00

Inquire

from $719.00 / night

1 / 13

South Dennis House - 11.3 miles away

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

$250.00

Inquire

from $250.00 / night

1 / 30

Harwich House - 8.2 miles away

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

$643.00

Inquire

from $643.00 / night

1 / 26

Wellfleet House - 10.7 miles away

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

$325.00

Book

from $325.00 / night

1 / 26

Dennis Port Condo - 12.4 miles away

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

$250.00

Inquire

from $250.00 / night

1 / 25

Eastham House - 3.8 miles away

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

$272.00

Inquire

from $272.00 / night

1 / 16

Dennis Port Studio - 12.2 miles away

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

$72.00

Inquire

from $72.00 / night

1 / 35

Chatham House - 5.7 miles away

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

$928.00

Inquire

from $928.00 / night

1 / 26

Harwich House - 8.1 miles away

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

$572.00

Inquire

from $572.00 / night

(8)

1 / 34

Dennis Port House - 11 miles away

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

$429.00

Excellent (8 reviews)

Inquire

from $429.00 / night

1 / 19

West Harwich House - 10.6 miles away

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

$500.00

Inquire

from $500.00 / night