Holiday 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.
Holiday 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 Dennis
4.89 out of 5 average rating, 28 reviewsWalk to the beach or sit poolside! Updated studio!
13 – 20 Sept
Home in Eastham
5.0 out of 5 average rating, 6 reviewsLovely villa w pool/hottub, central AC, near beach
30 Sept – 7 Oct
Home in Eastham
5.0 out of 5 average rating, 9 reviewsModern Beach House w/ Heated Pool & Game Room!
21 – 28 Dec
Home in North Truro
4.93 out of 5 average rating, 97 reviewsHeated Pool, Beach, Pets, ADA, 5 bath, EV Charge
10 – 17 Dec
Home in Falmouth
5.0 out of 5 average rating, 26 reviewsCheerful residential home with swimming pool
2 – 9 June
Home in Yarmouth
4.89 out of 5 average rating, 36 reviewsWinslow Acres [heated] Pool Escape; pool May 15
31 Jan – 7 Feb
Home in Sandwich
4.99 out of 5 average rating, 69 reviews"Cape Escape" luxury home w/pool & beach access.
29 Oct – 5 Nov
Home in Plymouth
4.91 out of 5 average rating, 55 reviews5Br | Ocean View | Indoor Pool | Steps From Beach!
26 Feb – 5 Mar
Condo rentals with a pool
Condo in Dennis
4.9 out of 5 average rating, 70 reviewsThe Sea Salt Studio - Steps to the Beach!
22 – 29 Sept
Condo in Dennis
4.92 out of 5 average rating, 25 reviewsApril promo-Location-5 mins to beach-Pvt balcony
22 – 29 May
Condo in Brewster
5.0 out of 5 average rating, 52 reviewsOcean Edge Resort/Pool access/2bedroom-2bath Condo
14 – 21 Jan
Condo in Dennis
4.83 out of 5 average rating, 65 reviewsComfy Cape Escape! Spacious, Cozy, Close to Beach!
16 – 23 Dec
Condo in Dennis
4.83 out of 5 average rating, 18 reviews1BR 2nd Floor Condo with pool
5 – 12 Oct
Condo in Truro
4.82 out of 5 average rating, 51 reviewsDesigner Studio Condo with peeks of Cape Cod Bay.
3 – 10 Sept
Condo in Brewster
4.95 out of 5 average rating, 19 reviewsEscape to the Cape
17 – 24 Apr
Condo in Yarmouth
5.0 out of 5 average rating, 5 reviewsCarolyn's Bass River Condo
17 – 24 Sept
Quick stats about holiday rentals with a pool in Orleans
Total rentals
30 properties
Popular amenities
Kitchen, Wi-Fi and Pool
Wi-Fi availability
30 properties include access to Wi-Fi
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
180 reviews
Nightly prices starting at
$198 AUD before taxes and fees
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