
Vacation 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.
Vacation 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

Beautiful Mashpee Home with Pool

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

5-bedroom Cape with a pool and yard games.

Our families slice of heaven

Family friendly luxury home with heated pool & spa

Cozy Cape Cod House - Stroll or Bike the Canal

Cape House with Pool by Canal

Home in Hyannis Port
Condo rentals with a pool

P-Town Beach Beauty on the Bay. Water View!

Ocean Edge Resort-Pool Access-End Unit-2 bdr/2 bth

1BR 2nd Floor Condo with pool

Luxury Waterfront Getaway

Private 3bdrm Condo Tashmoo Woods

Hidden Hideaway

Modern, clean waterviews

Ocean Edge Resort/Pool access/2bedroom-2bath Condo
Quick stats about vacation rentals with a pool in Chatham
Total rentals
40 properties
Nightly prices starting at
ﺩ.ﺇ588 before taxes and fees
Total number of reviews
320 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
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- Cape Cod National Seashore
- Sandwich Glass Museum
- Owen Park Beach
- Sagamore Beach
- New Silver Beach
- Onset Beach
- Lighthouse Beach
- Grey's Beach
- Coast Guard Beach
- Scusset Beach
- Pinehills Golf Club
- Nickerson State Park
- Chapin Memorial Beach
- Earle Road Beach
- Corn Hill Beach
- Oyster Harbors Beach
- Englewood Beach
- Springhill Beach
- Pilgrim Beach
- Surfside Beach
- Linnell Landing Beach
- Forest Beach
- Sunken Meadow Beach
- Cahoon Hollow Beach