Vacation rentals with a pool in Orleans
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Orleans
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Orleans rentals with a pool
House rentals with a pool
Home in Mashpee
4.9 out of 5 average rating, 20 reviewsBeautiful Mashpee Home with Pool
Home in New Seabury
5 out of 5 average rating, 7 reviewsWaterfront Home w/ Dock, Heated Pool, Kayaks & A/C
Home in Sandwich
4.99 out of 5 average rating, 80 reviews"Cape Escape" luxury home w/pool & beach access.
Home in New Seabury
5 out of 5 average rating, 13 reviewsCape Cod multi-structure family compound with Pool
Home in Plymouth
4.96 out of 5 average rating, 55 reviewsOur families slice of heaven
Home in Barnstable
4.88 out of 5 average rating, 34 reviewsParadise home in centerville
Home in Bourne
4.75 out of 5 average rating, 4 reviewsCozy Cape Cod House - Stroll or Bike the Canal
Home in Sandwich
5 out of 5 average rating, 8 reviewsCape Oasis with pool + privacy. New Summer 2024
Condo rentals with a pool
Condo in Provincetown
4.97 out of 5 average rating, 207 reviewsP-Town Beach Beauty on the Bay. Water View!
Condo in Dennis Port
4.8 out of 5 average rating, 5 reviews2BR Presidential Cape Cod Resort Ocean Front
Condo in Dennis Port
4.78 out of 5 average rating, 58 reviewsCozy Studio Just Steps Away From the Beach!
Condo in Brewster
4.97 out of 5 average rating, 177 reviewsOcean Edge Resort-Pool Access-End Unit-2 bdr/2 bth
Condo in West Dennis
4.89 out of 5 average rating, 28 reviews1BR 2nd Floor Condo with pool
Condo in Provincetown
4.9 out of 5 average rating, 10 reviewsLuxury Waterfront Getaway
Condo in Dennis Port
4.84 out of 5 average rating, 58 reviewsStylish & Modern Studio Condo - Steps to the Beach
Condo in West Dennis
4.84 out of 5 average rating, 51 reviewsHidden Hideaway
Quick stats about vacation rentals with a pool in Orleans
Total rentals
40 properties
Nightly prices starting at
$120 before taxes and fees
Total number of reviews
220 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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