
Holiday rentals with a pool in Chatham
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Chatham
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 Chatham rentals with a pool
House rentals with a pool

Waterfront Home w/ Dock, Heated Pool, Kayaks & A/C

5-bedroom Cape with a pool and yard games.

Family Fun- Games, Pool & HotTub, Dogs ok! Slps 10

Our families slice of heaven

Sauna, Hot Tub, Walk to Beach -Seaglass Cottage

XL Cape Retreat - Pool - Hot Tub - 5min to Beach!

Getaway with pool

Large Home Heated Swimming Pool Private Beach
Apartment rentals with a pool

1BR 2nd Floor Condo with pool

Comfy Cape Escape! Spacious, Cozy, Close to Beach!

Ocean Edge: 2 bed/2 bath - Pools & Resort Access

Ocean Edge 2 Bed 2 Bath, Golf & Free Resort Access

Mary's Cape Escape

Sunny 2bedroom condo w pool, walk to town

Ocean Edge Resort/Pool access/2bedroom-2bath Condo

Escape to the Cape
Other holiday rentals with a pool

Cozy Studio Just Steps Away From the Beach!

Chic Condo Near Mayflower Beach

Hidden Hideaway

Captains Quarters at Dune Crest Hotel

Pet Friendly King Suite in a great location

6 Min to Beach - Pool - Private Balcony - Central

Lovely two - story private cottage.

Charming E. Sandwich Cottage Near Beaches, Dogs OK
Quick stats about holiday rentals with a pool in Chatham
Total rentals
40 properties
Nightly prices starting at
€ 351 before taxes and fees
Total number of reviews
400 reviews
Family-friendly rentals
30 properties are a good fit for families
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
40 properties include access to wifi
Destinations to explore
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- Rentals with pools Barnstable County
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- Rentals with pools United States
- Cape Cod
- Mayflower Beach
- Cape Cod National Seashore
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Duxbury Beach
- Onset Beach
- Coast Guard Beach
- White Horse Beach
- Chapin Memorial Beach
- Lighthouse Beach
- Pinehills Golf Club
- Nauset Beach
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- Nickerson State Park
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