
Holiday rentals in Chester
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Top-rated holiday rentals in Chester
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
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Popular amenities for Chester holiday rentals
Other great holiday rentals in Chester
Top guest favourite

Home in Chester Springs
4.94 out of 5 average rating, 98 reviewsExperience the charm of a historical getaway
Guest favourite

Guest suite in Pottstown
4.78 out of 5 average rating, 147 reviewsWonderful Suite
Top guest favourite

Home in Spring City
5 out of 5 average rating, 40 reviewsGlenmar Lodge at Vincent Forge
Top guest favourite

Home in Downingtown
4.96 out of 5 average rating, 206 reviewsHistoric Farmhouse
Guest favourite

Home in Chester Springs
4.87 out of 5 average rating, 31 reviews1850s School House
Top guest favourite

Home in Downingtown
5 out of 5 average rating, 60 reviews5 Bedrooms. Newly Renovated! Memory Foam Beds!
Top guest favourite

Tiny home in Gap
4.99 out of 5 average rating, 103 reviewsLuxury Sauna/Wood Burning Hot Tub/Stunning Views
Top guest favourite

Cabin in Robesonia
4.96 out of 5 average rating, 316 reviewsTexter Mountain Home - wooded getaway w/ hot tub
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- Mount Pocono Holiday rentals
- South Jersey Holiday rentals
- The Hamptons Holiday rentals
- Pennsylvania Convention Center
- Lincoln Financial Field
- Citizens Bank Park
- Sesame Place
- Dorney Park & Wildwater Kingdom
- Fairmount Park
- Longwood Gardens
- Dutch Wonderland
- Penn's Landing
- Philadelphia Museum of Art
- Diggerland
- 30th Street Station
- Marsh Creek State Park
- French Creek State Park
- The Franklin Institute
- Aronimink Golf Club
- Philadelphia Zoo
- Wissahickon Valley Park
- Crystal Beach Manor, Earleville, MD
- Valley Forge National Historical Park
- Independence Hall
- Franklin Square
- Philadelphia Cricket Club
- Spruce Street Harbor Park