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 Eastham
5.0 out of 5 average rating, 6 reviewsLovely villa w pool/hottub, central AC, near beach
Home in Dennis
4.89 out of 5 average rating, 28 reviewsWalk to the beach or sit poolside! Updated studio!
Home in Eastham
5.0 out of 5 average rating, 9 reviewsModern Beach House w/ Heated Pool & Game Room!
Home in Chatham
4.96 out of 5 average rating, 25 reviewsClose2Beach, Sauna, Pool, PetsOk, CantinaBar
Home in Falmouth
5.0 out of 5 average rating, 26 reviewsCheerful residential home with swimming pool
Home in North Truro
4.93 out of 5 average rating, 98 reviewsHeated Pool, Beach, Pets, ADA, 5 bath, EV Charge
Home in Yarmouth
4.89 out of 5 average rating, 36 reviewsWinslow Acres [heated] Pool Escape; pool May 15
Home in Sandwich
4.99 out of 5 average rating, 69 reviews"Cape Escape" luxury home w/pool & beach access.
Condo rentals with a pool
Condo in Dennis
4.83 out of 5 average rating, 18 reviews1BR 2nd Floor Condo with pool
Condo in Brewster
5.0 out of 5 average rating, 52 reviewsOcean Edge Resort/Pool access/2bedroom-2bath Condo
Condo in Dennis
4.9 out of 5 average rating, 71 reviewsThe Sea Salt Studio - Steps to the Beach!
Condo in Yarmouth
5.0 out of 5 average rating, 5 reviewsCarolyn's Bass River Condo
Condo in Dennis
4.83 out of 5 average rating, 65 reviewsComfy Cape Escape! Spacious, Cozy, Close to Beach!
Condo in Truro
4.82 out of 5 average rating, 51 reviewsDesigner Studio Condo with peeks of Cape Cod Bay.
Condo in Brewster
4.95 out of 5 average rating, 19 reviewsEscape to the Cape
Condo in Dennis
5.0 out of 5 average rating, 4 reviews2BR Presidential Cape Cod Resort Ocean Front
Quick stats about vacation rentals with a pool in Orleans
Total rentals
30 properties
Popular amenities
Kitchen, Wifi, and Pool
Wifi availability
30 properties include access to wifi
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
180 reviews
Nightly prices starting at
$130 before taxes and fees
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