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!
27 May – 3 Jun
Home in Orleans
4.88 out of 5 average rating, 17 reviews5-bedroom Cape with a pool and yard games.
9–16 Sept
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
8–15 Jan
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 Sandwich
4.99 out of 5 average rating, 68 reviews"Cape Escape" luxury home w/pool & beach access.
20–27 Mar
Home in Cotuit
4.91 out of 5 average rating, 11 reviewsShoestringBayHouse, waterfront & pool in Cotuit
19–26 Dec
Home in Sandwich
5.0 out of 5 average rating, 14 reviewsCoastal Escape with In-Ground Pool on The Cape
17–24 Jan
Apartment rentals with a pool
Apartment in Brewster
4.87 out of 5 average rating, 23 reviewsStylish Ocean Edge Condo #TheCouplesNest
18–25 Feb
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
9–16 Jan
Apartment in Dennis
4.9 out of 5 average rating, 69 reviewsThe Sea Salt Studio - Steps to the Beach!
14–21 Sept
Apartment in Brewster
4.97 out of 5 average rating, 39 reviewsOcean Edge 2 Bed 2 Bath, Golf & Free Resort Access
30 Sept – 7 Oct
Apartment in Dennis
4.83 out of 5 average rating, 65 reviewsComfy Cape Escape! Spacious, Cozy, Close to Beach!
10–17 Dec
Apartment in Dennis
4.92 out of 5 average rating, 25 reviewsApril promo-Location-5 mins to beach-Pvt balcony
27 Jun – 4 Jul
Apartment in North Truro
4.56 out of 5 average rating, 87 reviewsResort Style Studio Condominium W/Pool, Wifi & A/C
28 Oct – 4 Nov
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
£80 before taxes and fees
Destinations to explore
- Cape Cod Holiday rentals
- Martha's Vineyard Holiday rentals
- Cambridge Holiday rentals
- Nantucket Holiday rentals
- Salem Holiday rentals
- Newport Holiday rentals
- Providence Holiday rentals
- Chebacco Lake Holiday rentals
- Jersey City Holiday rentals
- New York Holiday rentals
- The Hamptons Holiday rentals
- Boston Holiday rentals
- Rentals with pools United States
- Rentals with pools Boston
- Rentals with pools Cape Cod
- Rentals with pools Martha's Vineyard
- Rentals with pools Massachusetts
- Flat rentals Eastham
- Beachfront rentals Eastham
- Pet-friendly rentals Eastham
- Rentals with a firepit Eastham
- Cottage rentals Eastham
- Rentals with a fireplace Eastham
- Rentals with outdoor seating Eastham
- Beach house rentals Eastham
- Rentals with beach access Eastham
- Rentals with a kayak Eastham
- House rentals Eastham
- Rentals with breakfast Eastham
- Rentals with a patio Eastham
- Family-friendly rentals Eastham
- Family-friendly rentals Eastham
- Monthly Rentals Eastham
- Rentals with a washing machine and dryer Eastham
- Waterfront rentals Eastham
- Rentals with lake access Eastham
- Rentals with pools Barnstable County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom