
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

'Hidden Paradise' on 5 Acres w/ Hot Tub & Deck!

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

Honeymoon Suite at Camp Skullbone In The Woods

Innsbrook Luxe Escape (5 bedrooms)

The Pool House 1-Bedroom Home with Hot Tub & Pool
Weekly house rentals

Separate Entry Basement Apartment 1BR, 1BA

Luxurious couples retreat just steps from Historic

Welcome home! Private and tranquil bungalow

Garden of Life in Eureka71, Duplex unit #1

Little Red House, Entire House in Tower Grove East

Cheerful and spacious 2 bedroom home with parking

Dog Friendly! Dogtown Getaway Mins from Zoo

Cheerful two bedroom home on the Hill
Private house rentals

Gateway City Cottage

The Niederschulte House

12 Sleep, 2 King Bed @ safe Neighborhood

Beautiful Family Retreat w/ Amazing Movie Theater

Pet & Child Friendly*Great Location*Ideal 4 Groups

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

Huge yard - 10 min walk to shops & restaurants

Lots of Space! Central to St. Charles & STL
Quick stats about house rentals in Chesterfield
Total rentals
10 properties
Total number of reviews
250 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
- Saint Louis Zoo
- Central West End
- Enterprise Center
- Gateway Arch National Park
- Missouri Botanical Garden
- City Museum
- St. Louis Aquarium at Union Station
- Cuivre River State Park
- Pere Marquette State Park
- Meramec State Park
- The Winery at Aerie's Resort
- Saint Louis Science Center
- Castlewood State Park
- Cathedral Basilica of Saint Louis
- Missouri History Museum
- Grafton Winery the Vineyards
- St. Louis Country Club
- Norwood Hills Country Club
- Hidden Valley Ski Resort
- Adventure Valley Zipline Tours and Paintball Park
- Boone Valley Golf Club
- Raging Rivers WaterPark