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 Chatham
4.96 out of 5 average rating, 23 reviewsClose2Beach, Sauna, Pool, PetsOk, CantinaBar
Jan. 8 – 15
Home in Eastham
5.0 out of 5 average rating, 6 reviewsLovely villa w pool/hottub, central AC, near beach
Sep. 27 – Oct. 4
Home in Eastham
5.0 out of 5 average rating, 9 reviewsModern Beach House w/ Heated Pool & Game Room!
Dec. 16 – 23
Home in North Truro
4.93 out of 5 average rating, 97 reviewsHeated Pool, Beach, Pets, ADA, 5 bath, EV Charge
Jan. 22 – 29
Home in Falmouth
5.0 out of 5 average rating, 26 reviewsCheerful residential home with swimming pool
Jun. 2 – 9
Home in Yarmouth
4.89 out of 5 average rating, 36 reviewsWinslow Acres [heated] Pool Escape; pool May 15
Jan. 26 – Feb. 2
Home in Plymouth
4.95 out of 5 average rating, 38 reviewsOur families slice of heaven
Oct. 7 – 14
Home in Dennis
4.91 out of 5 average rating, 43 reviewsCape Cod Lakefront Home
May 25 – Jun. 1
Condo rentals with a pool
Condo in Brewster
4.83 out of 5 average rating, 18 reviewsOcean Edge: 2 bed/2 bath - Pool/Gym, Near Beaches
Jun. 20 – 27
Condo in Dennis
4.83 out of 5 average rating, 65 reviewsComfy Cape Escape! Spacious, Cozy, Close to Beach!
Dec. 11 – 18
Condo in Dennis
4.9 out of 5 average rating, 69 reviewsThe Sea Salt Studio - Steps to the Beach!
Sep. 17 – 24
Condo in Brewster
5.0 out of 5 average rating, 52 reviewsOcean Edge Resort/Pool access/2bedroom-2bath Condo
Jan. 9 – 16
Condo in Dennis
4.92 out of 5 average rating, 25 reviewsApril promo-Location-5 mins to beach-Pvt balcony
Jun. 27 – Jul. 4
Condo in Dennis
4.83 out of 5 average rating, 18 reviews1BR 2nd Floor Condo with pool
Oct. 3 – 10
Condo in Truro
4.82 out of 5 average rating, 51 reviewsDesigner Studio Condo with peeks of Cape Cod Bay.
Aug. 29 – Sep. 5
Condo in Brewster
4.95 out of 5 average rating, 19 reviewsEscape to the Cape
Apr. 12 – 19
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
$178 CAD before taxes and fees
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