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

Workers Love Us! Like Vacation while working

Quiet Country Home in Parkesburg, In Ground Pool

Whitehorse view of Amish country

Cozy 4BR Parkesburg Home with Pool & Sunroom

Family home with Pool, Hot-tub & Pickleball court!

New Pristine Suburban Escape

Comfort, Fun, & charming! - 5BR oasis w/ Pool

6-8 ppl Getaway- to a home that will impress you
Other holiday rentals with a pool

Waterfront A-Frame Studio at Red Run - Site 138

Views from Hot Tub to blow your mind

Waterfront A-Frame Studio at Red Run - Site 137

Cottage

Waterfront A-Frame Tiny Home at Red Run - Site 116

King of the hill

Waterfront A-Frame Studio at Red Run - Site 139

Serene pet allowed country oasis with heated pool
Destinations to explore
- Farm stay rentals Chester County
- Fitness-friendly rentals Chester County
- Rentals with a hot tub Chester County
- Private suite rentals Chester County
- Rentals with lake access Chester County
- Rentals with a washing machine and dryer Chester County
- Guest house rentals Chester County
- Apartment rentals Chester County
- Bed and breakfasts Chester County
- Rentals with a patio Chester County
- Pet-friendly rentals Chester County
- Rentals with a firepit Chester County
- Cottage rentals Chester County
- Rentals with breakfast Chester County
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- House rentals Chester County
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- Rentals with pools Pennsylvania
- Rentals with pools United States
- Pennsylvania Convention Center
- Lincoln Financial Field
- Citizens Bank Park
- Hersheypark
- Dorney Park & Wildwater Kingdom
- Fairmount Park
- Dutch Wonderland
- Longwood Gardens
- Betterton Beach
- Penn's Landing
- Philadelphia Museum of Art
- Diggerland
- 30th Street Station
- The Franklin Institute
- Aronimink Golf Club
- Marsh Creek State Park
- Philadelphia Zoo
- French Creek State Park
- Wissahickon Valley Park
- Crystal Beach Manor, Earleville, MD
- Independence Hall
- Franklin Square
- Valley Forge National Historical Park
- Philadelphia Cricket Club