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 Orleans
4.88 out of 5 average rating, 17 reviews5-bedroom Cape with a pool and yard games.
Sep 8 – 15
Home in Eastham
5.0 out of 5 average rating, 6 reviewsLovely villa w pool/hottub, central AC, near beach
Sep 30 – Oct 7
Home in Dennis
4.89 out of 5 average rating, 28 reviewsWalk to the beach or sit poolside! Updated studio!
Apr 9 – 16
Home in Chatham
4.96 out of 5 average rating, 25 reviewsClose2Beach, Sauna, Pool, PetsOk, CantinaBar
Nov 10 – 17
Home in Eastham
5.0 out of 5 average rating, 9 reviewsModern Beach House w/ Heated Pool & Game Room!
Dec 25 – Jan 1
Home in Yarmouth
4.89 out of 5 average rating, 36 reviewsWinslow Acres [heated] Pool Escape; pool May 15
Feb 3 – 10
Home in Falmouth
5.0 out of 5 average rating, 26 reviewsCheerful residential home with swimming pool
Jun 10 – 17
Home in North Truro
4.93 out of 5 average rating, 98 reviewsHeated Pool, Beach, Pets, ADA, 5 bath, EV Charge
Apr 1 – 8
Condo rentals with a pool
Condo in Dennis
4.93 out of 5 average rating, 29 reviewsStylish & Modern Studio Condo - Steps to the Beach
Oct 25 – Nov 1
Condo in Brewster
4.87 out of 5 average rating, 23 reviewsStylish Ocean Edge Condo #TheCouplesNest
Jan 1 – 8
Condo in Brewster
4.97 out of 5 average rating, 39 reviewsOcean Edge 2 Bed 2 Bath, Golf & Resort Free Access
Nov 4 – 11
Condo in Dennis
4.83 out of 5 average rating, 18 reviews1BR 2nd Floor Condo with pool
May 6 – 13
Condo in Brewster
4.83 out of 5 average rating, 18 reviewsOcean Edge: 2 bed/2 bath - Pool/Gym, Near Beaches
Jun 26 – Jul 3
Condo in Yarmouth
5.0 out of 5 average rating, 5 reviewsCarolyn's Bass River Condo
Oct 27 – Nov 3
Condo in Brewster
5.0 out of 5 average rating, 52 reviewsOcean Edge Resort/Pool access/2bedroom-2bath Condo
Jan 18 – 25
Condo in Dennis
4.83 out of 5 average rating, 65 reviewsComfy Cape Escape! Spacious, Cozy, Close to Beach!
Dec 20 – 27
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
ﺩ.ﺇ477 before taxes and fees
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