
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

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

Spacious Family Home w/ Pool & Amazing Spaces

Roomy Oasis with hot tub on the Hill!

Innsbrook Luxe Escape (5 bedrooms)
Weekly house rentals

A Kirkwood Cottage, Quaint Suburb of St Louis

New: Cozy Cottage Near The Hill

The Ladybug Inn

Dogtown Century home near Forest Park & Maplewood

Sunny South City Guest House

Terra House - Lafayette Square Hideaway

Botanical Gardens Bliss

Beautiful Modern 3BR in the Grove / ABODEbucks
Private house rentals

Luxurious, spa-like retreat steps from Main St.

Long Stay Discounts~Fenced~Pets Welcome

The Frenchtown Inn | 2BR Charmer

3+ private acres, Koi fish pond, garage parking

Swim, Fish, Kayak the LAKE! Near Purina & SixFlags

BEAUTIFUL Historic 3 Bedroom Upscale Guesthouse!!

Home in St. Charles, MO

Charming entire ranch home with free parking
Quick stats about house rentals in Chesterfield
Total rentals
10 properties
Nightly prices starting at
€ 43 before taxes and fees
Total number of reviews
70 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
Destinations to explore
- Chicago Holiday rentals
- Nashville Holiday rentals
- Downtown Chicago Holiday rentals
- Indianapolis Holiday rentals
- St. Louis Holiday rentals
- Branson Holiday rentals
- Louisville Holiday rentals
- Harpeth River Holiday rentals
- Platteville Holiday rentals
- Kansas City Holiday rentals
- Southern Indiana Holiday rentals
- Lake of the Ozarks Holiday rentals
- Busch Stadium
- Six Flags St. Louis
- Central West End
- Saint Louis Zoo
- Enterprise Center
- City Museum
- Missouri Botanical Garden
- Cuivre River State Park
- St. Louis Aquarium at Union Station
- Pere Marquette State Park
- Meramec State Park
- Castlewood State Park
- The Winery at Aerie's Resort
- Hidden Valley Ski Resort
- Grafton Winery the Vineyards
- Cathedral Basilica of Saint Louis
- Norwood Hills Country Club
- Raging Rivers WaterPark
- Saint Louis Science Center
- Adventure Valley Zipline Tours and Paintball Park
- Bellerive Country Club
- Missouri History Museum
- Boone Valley Golf Club
- Old Warson Country Club