
Vacation 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.
Vacation 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

Contractors 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

Modern Farmhouse: Pool, Hot Tub & Pickleball

Comfort, Fun, & charming! - 5BR oasis w/ Pool
Other vacation rentals with a pool

Creekfront Glamping Pod - Site 42

Contractors/ long-term pricing

Waterfront A-Frame Studio at Red Run - Site 138

Cozywood Pinecrest Tiny Home at Red Run - Site 66

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

King of the hill

Waterfront A-Frame Studio at Red Run - Site 139

Spacious country oasis stay that's pet allowed
Destinations to explore
- Cottage rentals Chester County
- Apartment rentals Chester County
- Cabin rentals Chester County
- Private suite rentals Chester County
- Fitness-friendly rentals Chester County
- Rentals with lake access Chester County
- Farmstay rentals Chester County
- Rentals with a patio Chester County
- Pet-friendly rentals Chester County
- Condo rentals Chester County
- Rentals with a hot tub Chester County
- Rentals with a washer and dryer Chester County
- Bed and breakfasts Chester County
- House rentals Chester County
- Rentals with outdoor seating Chester County
- Rentals with breakfast Chester County
- Rentals with a firepit Chester County
- Townhouse rentals Chester County
- Guesthouse rentals Chester County
- Rentals with a fireplace Chester County
- Boutique hotel rentals Chester County
- Rentals with pools Pennsylvania
- Rentals with pools United States
- Pennsylvania Convention Center
- Lincoln Financial Field
- Hersheypark
- Citizens Bank Park
- Dorney Park & Wildwater Kingdom
- Fairmount Park
- Longwood Gardens
- Dutch Wonderland
- Betterton Beach
- Penn's Landing
- Philadelphia Museum of Art
- Diggerland
- 30th Street Station
- Marsh Creek State Park
- French Creek State Park
- Aronimink Golf Club
- Philadelphia Zoo
- The Franklin Institute
- Wissahickon Valley Park
- Crystal Beach Manor, Earleville, MD
- Valley Forge National Historical Park
- Independence Hall
- Franklin Square
- Wells Fargo Center