
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 Chesterfield house rentals
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

"The Villa" at Villa Augusta in MO wine country

Innsbrook Luxe Escape (5 bedrooms)
Weekly house rentals

Sunny Modern Farmhouse - Pet Friendly Purina Farms

Freshly remodeled house "on The Hill"

Luxurious couples retreat just steps from Historic

Pet & Child Friendly*Great Location*Ideal 4 Groups

Terra House - Lafayette Square Hideaway

Comfy 3BR home in heart of Saint Peters

2BR Cottage Short Drive To Major Attractions

St. Louis Home away from Home!
Private house rentals

Separate Entry Basement Apartment 1BR, 1BA

The Niederschulte House

Beautiful Family Retreat w/ Amazing Movie Theater

12 Sleep, 2 King Bed @ safe Neighborhood

Welcome home! Private and tranquil bungalow

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

Huge yard - 10 min walk to shops & restaurants

Garden of Life in Eureka71, Duplex unit #1
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
Wi-Fi availability
10 properties include access to Wi-Fi
Popular amenities
Kitchen, Wi-Fi 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
- Saint Louis Science Center
- The Winery at Aerie's Resort
- Castlewood State Park
- Cathedral Basilica of Saint Louis
- Missouri History Museum
- St. Louis Country Club
- Norwood Hills Country Club
- Grafton Winery the Vineyards
- Hidden Valley Ski Resort
- Adventure Valley Zipline Tours and Paintball Park
- Boone Valley Golf Club
- Raging Rivers WaterPark