
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

Big Lake 'Livin A-Frame Chalet in Innsbrook Resort

Bright Urban Comfort by JZ Vacation Rentals

Pelican's Perch

Quaint and Cozy Hamlet

One bedroom condo with great riverview.

Waterside Cottage w/ Hot Tub by StayLage

Cozy Cottage off Main Street in Grafton
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
- Enterprise Center
- Six Flags St. Louis
- Saint Louis Zoo
- Central West End
- Gateway Arch National Park
- Missouri Botanical Garden
- City Museum
- Hidden Valley Ski Resort
- Castlewood State Park
- Saint Louis Science Center
- St. Louis Aquarium at Union Station
- Meramec State Park
- Cuivre River State Park
- Missouri History Museum
- Adventure Valley Zipline Tours and Paintball Park
- Raging Rivers WaterPark
- Pere Marquette State Park
- Grafton Winery the Vineyards
- St. Louis Country Club
- Cathedral Basilica of Saint Louis
- Boone Valley Golf Club
- Bellerive Country Club
- Old Warson Country Club