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
Home in Ballwin
4.95 out of 5 average rating, 126 reviewsPrivate indoor pool & sauna
Home in Lake Saint Louis
5 out of 5 average rating, 3 reviewsLake St. Louis Luxury Get-a-Way
Home in Saint Charles
4.92 out of 5 average rating, 152 reviewsClark Brick House w/ Pool | Historic St. Charles
Home in Creve Coeur
4.96 out of 5 average rating, 49 reviewsBlair's Pool House - Creve Couer Hot Tub Game Room
Home in Saint Charles
4.91 out of 5 average rating, 35 reviewsStunning 4 bedroom, 4 bath, pool, theater, etc
Home in Washington
5 out of 5 average rating, 7 reviewsMill Haus - Heated Swimming Pool, Hot Tub, Dog Fri
Home in Dittmer
4.95 out of 5 average rating, 433 reviewsHoneymoon Suite Camp Skullbone In The Woods
Home in Gray Summit
4.88 out of 5 average rating, 144 reviewsSunset Mountain Privacy
Weekly house rentals
Home in Ballwin
5 out of 5 average rating, 19 reviewsPerfect Getaway 3BR/3BA Home
Home in Marthasville
5 out of 5 average rating, 4 reviewsHappyApples BicycleBunkhouse-WholeHouse-Sleeps 23
Home in St. Louis
5 out of 5 average rating, 9 reviewsBeautiful 1B/1BA Bungalow House*Central Locale*W/D
Home in St. Louis
4.83 out of 5 average rating, 187 reviewsBeautiful and Spacious 3BR Newly Renovated Home
Home in The Hill
4.99 out of 5 average rating, 164 reviewsSpacious Bungalow on "The Hill"
Home in The Hill
4.79 out of 5 average rating, 100 reviewsFragola House
Home in St. Louis
4.91 out of 5 average rating, 181 reviewsLuxurious 5BR Home. Rooftop Deck with Arch views!
Home in St. Louis
4.85 out of 5 average rating, 20 reviewsFully equipped 3bed 1bath home quiet neighborhood
Private house rentals
Home in Tower Grove South
4.87 out of 5 average rating, 110 reviews☆ Hot Tub ☆ New Renovated ☆ Massage Shower ☆Yard☆
Home in Belleville
4.91 out of 5 average rating, 108 reviewsSpacious 2/1 w/large yard only 20 min to STL Arch
Home in Saint Charles
4.96 out of 5 average rating, 78 reviewsOld Charm on Fifth 4B 2.5B/ 10 Guests 5min to Main
Home in St. Louis
4.83 out of 5 average rating, 18 reviewsPrivate 2 Bedroom 1 Bath House
Home in Soulard
5 out of 5 average rating, 32 reviewsThe PS House: Hot Tub, Pool Table, Walk Score 93!
Home in St. Louis
4.92 out of 5 average rating, 370 reviewsSunny South City Guest House
Home in Saint Charles
4.88 out of 5 average rating, 82 reviewsFamily/4bd/2bth/Huge Yard/Playset/Ping-Pong/Arcade
Home in Shiloh
5 out of 5 average rating, 24 reviewsFamily House on the Christmas Tree Farm
Quick stats about house rentals in Chesterfield
Total rentals
20 properties
Total number of reviews
200 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, Faust Park and Chesterfield Mall
Destinations to explore
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