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Holiday rentals in Chesterfield

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Top-rated holiday rentals in Chesterfield

Guests agree: these stays are highly rated for location, cleanliness, and more.

Private room in Chesterfield
Exceptional Suite - Chesterfield
Luxury lower-level suite has everything you need for an amazing stay! Full kitchen has all your kitchen needs & appliances. Full laundry room with utility sink & laundry needs. Full bath with bidet, tub/shower combination. Queen sized bed in main suite with 2 additional single beds in another bedroom. Separate study/library with books for your reading pleasure. Large smart television & wifi. One garage space. Chesterfield offers parks, amphitheaters, shopping, restaurants & movie theaters.
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Private room in University City
Modern Bnb St Louis Comfort Home
The best home one may ever stay at. A modern BnB space true to the essence of the "Bed and Breakfast." Convenient central location in the heart of the city within an 18 minute drive to any of the metro area. Full kitchen available with all amenities, free main level laundry. Plenty of on-street and backyard parking. Beautiful historic "one of the first" subdivisions of St Louis on a functionally dead end street near parks and a few minutes walk to public transportation and grocery stores.
Individual Host
Private room in Saint Charles
Bright & Beautiful Private Bedroom & Full Bath
Comfortable and quite private room and bathroom in a nice neighborhood. No matter the occasion, this private bedroom and bathroom is perfect to get a real nights sleep. Conveniently located for access to major highways. This is the perfect stop.

Stay near Chesterfield's top sights

Photo of St. Louis Premium Outlets
St. Louis Premium Outlets33 locals recommend
Photo of Chesterfield Mall
Chesterfield Mall10 locals recommend
Photo of Topgolf
Topgolf27 locals recommend
Photo of The Butterfly House
The Butterfly House54 locals recommend
Photo of Whole Foods Market
Whole Foods Market9 locals recommend
Photo of Chesterfield Outlets
Chesterfield Outlets30 locals recommend

Other great holiday rentals in Chesterfield

Private room in University City
Cozy home near Washington U in St Louis & the Loop
Individual Host
Home in Saint Charles
Bright & Cozy Shotgun 1 Block from Historic DT.
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Private room in Saint Charles
The Blue Lagoon: Private Bedroom in Saint Charles
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Guest house in Des Peres
Private Suite in West County
Rental unit in Saint Charles
Ella Rose Guest Suite in Historic Old St Charles
Professional Host
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Private room in Saint Charles
Delightful room close to the St. Louis airport.
Individual Host
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Private room in Saint Charles
Cozy 2nd bedroom with semi-private bathroom.
Rental unit in Saint Charles
South Main Comfort
Individual Host
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Private room in University City
Upstairs Private fullbed room near Delmar loop/中国城
Individual Host
Private room in St. Louis
Private studio bedroom, bath, and full kitchen.
Individual Host
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Rental unit in Saint Charles
Pop Lucks Guest Suite Steps From Historic Main St
Professional Host
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Bungalow in Saint Charles
Patio House, secluded in heartbeat of Main Street
Professional Host
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Stays in Meadowbrook Country Club Estates

Guest house in Maplewood
Weaver Guest House
Individual Host
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Private room in St.Louis
Private Suite
Individual Host
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Treehouse in Potosi
Tree House #4- Dancing Under Red Skies w/ Hot tub!
Individual Host
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Guest suite in Valley Park
NO CLEANING FEE Basement with Separate Entrance

Stays in Brook Hill Estates

Rental unit in Chesterfield
Functional and cute
Private room in Ballwin
A private suite.
Individual Host
Private room in St Louis
Cozy and Comfortable Private Basement Studio.
Individual Host
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Guest suite in Des Peres
Private, Convenient Suite—West County, St. Louis
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