
House holiday rentals in Chesterfield
Find and book unique houses on Airbnb
Top-rated house rentals in Chesterfield
Guests agree: these houses 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 house rentals in Chesterfield
House rentals with a pool

Willow Creek: Mid-Century Oasis

Private indoor pool & sauna

Clark Brick House w/ Pool | Historic St. Charles

Blair's Pool House - Creve Couer Hot Tub Game Room

Honeymoon Suite at Camp Skullbone In The Woods

Heated Pool - Sprawling, Spacious, Family Friendly

Roomy Oasis with hot tub on the Hill!

Innsbrook Luxe Escape (5 bedrooms)
Weekly house rentals

Sunny Modern Farmhouse - Pet Friendly Purina Farms

Separate Entry Basement Apartment 1BR, 1BA

Pet & Child Friendly*Great Location*Ideal 4 Groups

Long Stay Discounts~Fenced~Pets Welcome

The Frenchtown Inn | 2BR Charmer

Garden of Life in Eureka71, Duplex unit #1

Katy Trail Farmhouse - 3 bd/2.5 bath - Amazing!

Comfy 3BR home in heart of Saint Peters
Private house rentals

Renovated home near Six Flags on quiet street

Cozy Home in Wentzville Sleeps 6 + Game Room

Perfect Getaway 3BR/3BA Home

The Niederschulte House

Luxurious couples retreat just steps from Historic

Family Fun 4‑BR • Game Room ! 9min to Airport

Downtown STL view with Free Bottle of wine+brkfst

August Sale St. Charles, 1 Blk Family from Arena!
Quick stats about house rentals in Chesterfield
Total rentals
10 properties
Total number of reviews
280 reviews
Family-friendly rentals
10 properties are a good fit for families
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi and Pool
Local attractions
St. Louis Premium Outlets, Topgolf and Chesterfield Mall
Destinations to explore
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- Busch Stadium
- Six Flags St. Louis
- Central West End
- Saint Louis Zoo
- Enterprise Center
- Gateway Arch National Park
- City Museum
- Missouri Botanical Garden
- Cuivre River State Park
- St. Louis Aquarium at Union Station
- Pere Marquette State Park
- Meramec State Park
- Cathedral Basilica of Saint Louis
- The Winery at Aerie's Resort
- Grafton Winery the Vineyards
- Castlewood State Park
- Raging Rivers WaterPark
- Saint Louis Science Center
- Bellerive Country Club
- Missouri History Museum
- Norwood Hills Country Club
- St. Louis Country Club
- Hidden Valley Ski Resort
- Adventure Valley Zipline Tours and Paintball Park