
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

Private indoor pool & sauna

Lake St. Louis Luxury Get-a-Way

Clark Brick House w/ Pool | Historic St. Charles

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

Mill Haus - Heated Swimming Pool, Hot Tub, Dog Fri

Honeymoon Suite Camp Skullbone In The Woods

Sunset Mountain Forest Privacy

Pool/Speakeasy/Spaceship/Beach/pool/Costumes.
Weekly house rentals

Perfect Getaway 3BR/3BA Home

3,000 SF 4+ bdrm Private Home in Central West End

HappyApples BicycleBunkhouse-WholeHouse-Sleeps 23

Beautiful and Spacious 3BR Newly Renovated Home

Spacious Bungalow on "The Hill"

Fragola House

Valley - 9 Beds, 3 TVs, Sleeps 14 - Luxury Stay.

Amazing Vintage Mansion | Sleeps 16 / ABODEbucks
Private house rentals

☆ Hot Tub ☆ New Renovated ☆ Massage Shower ☆Yard☆

Spacious 2/1 w/large yard only 20 min to STL Arch

Home Sweet Fully-Furnished Home!

Private 2 Bedroom 1 Bath House

*NEW* La Maison Douceur in Historic St Charles

The PS House: Hot Tub, Pool Table, Walk Score 93!

Sunny South City Guest House

Backyard Seclusion Cottage
Quick stats about house rentals in Chesterfield
Total rentals
20 properties
Total number of reviews
230 reviews
Family-friendly rentals
10 properties are a good fit for families
Wi-Fi availability
20 properties include access to Wi-Fi
Popular amenities
Kitchen, Wi-Fi and Pool
Local attractions
St. Louis Premium Outlets, Chesterfield Mall and The Butterfly House
Destinations to explore
- St. Louis Holiday rentals
- Columbia Holiday rentals
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- Saint Charles Holiday rentals
- Hermann Holiday rentals
- Innsbrook Holiday rentals
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- Villas with a Pool United Kingdom
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- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Busch Stadium
- Enterprise Center
- Hidden Valley Ski Resort
- Six Flags St. Louis
- City Museum
- Saint Louis Zoo
- Saint Louis Science Center
- St. Louis Aquarium at Union Station
- Adventure Valley Zipline Tours and Paintball Park
- Central West End
- Meramec State Park
- Missouri Botanical Garden
- Castlewood State Park
- Cuivre River State Park
- Norwood Hills Country Club
- Old Warson Country Club
- Grafton Winery the Vineyards
- Bellerive Country Club
- Gateway Arch National Park
- Boone Valley Golf Club
- Cathedral Basilica of Saint Louis
- Raging Rivers WaterPark
- St. Louis Country Club
- Pere Marquette State Park