House holiday rentals in Chesterfield
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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
Home in Union
5 out of 5 average rating, 17 reviewsWillow Creek: Mid-Century Oasis
Home in Black Jack
5 out of 5 average rating, 6 reviews'Hidden Paradise' on 5 Acres w/ Hot Tub & Deck!
Home in Saint Charles
4.92 out of 5 average rating, 150 reviewsClark Brick House w/ Pool | Historic St. Charles
Home in Creve Coeur
4.96 out of 5 average rating, 48 reviewsBlair's Pool House - Creve Couer Hot Tub Game Room
Home in Ballwin
4.83 out of 5 average rating, 23 reviewsBecky's Oasis-Sleeps 6/3 beds/Ballwin MO
Home in Saint Charles
4.91 out of 5 average rating, 33 reviewsStunning 4 bedroom, 4 bath, pool, theater, etc
Home in Wentzville
5 out of 5 average rating, 38 reviewsSpacious (basement) apartment in Wentzville
Home in The Hill
4.97 out of 5 average rating, 70 reviewsVitale’s on the Hill
Weekly house rentals
Home in Saint Charles
5 out of 5 average rating, 281 reviewsRustic Handcrafted Japanese-Style Home by OldTown
Home in The Hill
4.93 out of 5 average rating, 517 reviewsFreshly remodeled house "on The Hill"
Home in St. Louis
4.89 out of 5 average rating, 189 reviewsPerfect Family Getaway w/ Game Room and Deck
Home in St. Louis
4.96 out of 5 average rating, 187 reviewsThe Plant Sanctuary
Home in St. Louis
4.93 out of 5 average rating, 103 reviewsFamily Friendly Cozy Home w/ Large Backyard
Home in St. Louis
4.99 out of 5 average rating, 107 reviews2-Family near Clayton/WUSTL/Pageant with Game Room
Home in Ballwin
4.91 out of 5 average rating, 110 reviewsPeaceful retreat next to castlewood state park
Home in Godfrey
4.89 out of 5 average rating, 222 reviewsPrivate, Bluff-Top Cottage Above Mississippi River
Private house rentals
Home in Villa Ridge
4.94 out of 5 average rating, 70 reviewsSerenity Valley
Home in St. Peters
4.92 out of 5 average rating, 159 reviewsFresh & Modern Home-Away-From-Home Near St Charles
Home in Ballwin
5 out of 5 average rating, 16 reviewsPerfect Getaway 3BR/3BA Home
Home in Gray Summit
4.97 out of 5 average rating, 29 reviewsCozy pet friendly home with fenced yard.
Home in Saint Charles
4.91 out of 5 average rating, 34 reviewsFenced St. Charles Charmer
Home in Godfrey
4.94 out of 5 average rating, 123 reviewsAunt M's Place
Home in Maryland Heights
4.93 out of 5 average rating, 41 reviewsHop on INN to our Cozy 2 BR 1 BA Home Welcome Home
Home in Saint Charles
4.93 out of 5 average rating, 73 reviewsFamily/4bd/2bth/Huge Yard/Playset/Ping-Pong/Arcade
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
Wifi availability
20 properties include access to wifi
Popular amenities
Kitchen, Wifi and Pool
Local attractions
St. Louis Premium Outlets, Chesterfield Mall and Faust Park
Destinations to explore
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