
Vacation rentals in Chesterfield
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Top-rated vacation rentals in Chesterfield
Guests agree: these stays 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 Chesterfield vacation rentals
Other great vacation rentals in Chesterfield

Home away from Home St. Louis Cnty Ladue Schools

Grafton Getaway@Riverhouse (a waterfront property)

Main Street Historic Loft

Aspen Vista by Innsbrook Vacations!

Gorgeous Chalet with Cabin Feel (sleeps 10)

Dock & Resort Perks: Quiet Lakefront Cottage

Pelican's Perch

Stay In A Piece Of History
Quick stats about vacation rentals in Chesterfield
Total rentals
40 properties
Total number of reviews
400 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
40 properties include access to wifi
Frequently Asked Questions
Are there pet-friendly vacation rentals in Chesterfield?
Four-legged friends are welcome in Chesterfield. Choose from more than 20 vacation rentals for guests traveling with pets.
How much does it cost to stay in hotel rentals in Chesterfield?
Experience the best of Chesterfield with our hotel rentals, starting at about $180 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there family-friendly vacation rentals in Chesterfield?
Chesterfield has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there vacation rentals with a dedicated workspace in Chesterfield?
Yes! Work meets play with ease at over 20 vacation rentals in Chesterfield featuring dedicated workspaces. Stay connected and productive in your home away from home.
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- Busch Stadium
- Six Flags St. Louis
- Central West End
- Saint Louis Zoo
- Enterprise Center
- Gateway Arch National Park
- Missouri Botanical Garden
- St. Louis Aquarium at Union Station
- City Museum
- Cuivre River State Park
- Meramec State Park
- Saint Louis Science Center
- Pere Marquette State Park
- The Winery at Aerie's Resort
- Castlewood State Park
- Missouri History Museum
- St. Louis Country Club
- Grafton Winery the Vineyards
- Hidden Valley Ski Resort
- Norwood Hills Country Club
- Cathedral Basilica of Saint Louis
- Adventure Valley Zipline Tours and Paintball Park
- Boone Valley Golf Club
- Bellerive Country Club
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