
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

Clark Brick House w/ Pool | Historic St. Charles

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

Arch View Luxury Home:Sauna,Pool,Free Wine &Brkfst

Tropical Poolside Paradise - Spacious Luxury Home

"The Villa" at Villa Augusta in MO wine country

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

Perfect Getaway 3BR/3BA Home

Pet & Child Friendly*Great Location*Ideal 4 Groups

Sunny South City Guest House

The Grove's Modern Family Row House / ABODEbucks

Peaceful retreat next to castlewood state park

3 private acres, Koi fish pond, garage parking
Private house rentals

Garden of Life in Eureka 73

*NEW* La Maison Douceur in Historic St Charles

Luxurious couples retreat just steps from Historic

Beautiful & Spacious Historic Home from 1870!

JUNE Sale, St. Charles, 1 Blk Family from Arena!

The Frenchtown Inn | 2BR Charmer

St. Louis Home away from Home!

Stunning 1890s Home Sleeps 8!
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
- The Winery at Aerie's Resort
- Cathedral Basilica of Saint Louis
- Grafton Winery the Vineyards
- Castlewood State Park
- Saint Louis Science Center
- Raging Rivers WaterPark
- Missouri History Museum
- Norwood Hills Country Club
- Hidden Valley Ski Resort
- Adventure Valley Zipline Tours and Paintball Park
- Bellerive Country Club
- Boone Valley Golf Club