Holiday rentals with a pool in Eastham
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Eastham
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 Eastham rentals with a pool
House rentals with a pool
Home in Dennis
4.89 out of 5 average rating, 27 reviewsWalk to the beach or sit poolside! Updated studio!
2–9 Nov
Home in Orleans
4.88 out of 5 average rating, 17 reviews5-bedroom Cape with a pool and yard games.
5–12 Sep
Home in North Truro
4.93 out of 5 average rating, 97 reviewsHeated Pool, Beach, Pets, ADA, 5 bath, EV Charge
22–29 Jan
Home in Chatham
4.96 out of 5 average rating, 23 reviewsClose2Beach, Sauna, Pool, PetsOk, CantinaBar
26 Oct – 2 Nov
Home in Yarmouth
4.89 out of 5 average rating, 36 reviewsWinslow Acres [heated] Pool Escape; pool May 15
26 Jan – 2 Feb
Home in Cotuit
4.91 out of 5 average rating, 11 reviewsShoestringBayHouse, waterfront & pool in Cotuit
19–26 Dec
Home in Sandwich
4.99 out of 5 average rating, 68 reviews"Cape Escape" luxury home w/pool & beach access.
20–27 Mar
Home in Plymouth
4.91 out of 5 average rating, 54 reviews5Br | Ocean View | Indoor Pool | Steps From Beach!
9–16 Sep
Apartment rentals with a pool
Apartment in Dennis
4.93 out of 5 average rating, 28 reviewsStylish & Modern Studio Condo - Steps to the Beach
25 Oct – 1 Nov
Apartment in Brewster
4.97 out of 5 average rating, 39 reviewsOcean Edge 2 Bed 2 Bath, Golf & Resort Free Access
12–19 Nov
Apartment in Brewster
4.87 out of 5 average rating, 23 reviewsStylish Ocean Edge Condo #TheCouplesNest
9–16 Nov
Apartment in Brewster
4.83 out of 5 average rating, 18 reviewsOcean Edge: 2 bed/2 bath - Pool/Gym, Near Beaches
20–27 Jun
Apartment in Brewster
5.0 out of 5 average rating, 52 reviewsOcean Edge Resort/Pool access/2bedroom-2bath Condo
10–17 Jan
Apartment in Dennis
4.9 out of 5 average rating, 70 reviewsThe Sea Salt Studio - Steps to the Beach!
17–24 Sep
Apartment in Dennis
4.92 out of 5 average rating, 25 reviewsApril promo-Location-5 mins to beach-Pvt balcony
28 Jun – 5 Jul
Apartment in Dennis
4.83 out of 5 average rating, 65 reviewsComfy Cape Escape! Spacious, Cozy, Close to Beach!
13–20 Dec
Quick stats about holiday rentals with a pool in Eastham
Total rentals
30 properties
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
1.2K reviews
Nightly prices starting at
€ 93 before taxes and fees
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