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Vacation rentals in Chesterfield

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Chesterfield

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

Room in St. Peters
Private Suite in Nice Home with a view! Near I-70
Our AirBnb is a perfect place to stop for a good nights rest on your road trip and also a great place to stay while you are in town for a longer period of time. The large private suite is big enough to accommodate your group with a queen bed, full size fold out bed, and air mattresses for your use. Extra bedding provided. It’s a nice quiet neighborhood, lots of street parking, meet our sweet golden retriever, check in at whatever time with the lock box code. Sheets are always freshly washed!
$70 per night
Home in Saint Charles
301 Guesthouse/SuperHost/Fast WiFi/Katy Trail/
Our 301 Guest House is new and completely remodeled in 2018! It’s ideal for one or two people with beautiful furnishings, great queen bed, lots of amenities, full kitchen, with big back yard and patio to enjoy outdoors too! Cable and FAST WiFi! Enjoy light Breakfast! BEST location, Great events year round within walking distance, with being only about 2 blocks from S. Main St, where there are about 100 gift shops n restaurants! Katy Trail is so close, with Spring, Summer, Fall and Xmas events!
$128 per night
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.
$85 per night

Stay near Chesterfield's top sights

St. Louis Premium Outlets33 locals recommend
Chesterfield Mall10 locals recommend
Topgolf27 locals recommend
The Butterfly House54 locals recommend
Chesterfield Outlets30 locals recommend
Whole Foods Market9 locals recommend

Other great vacation rentals in Chesterfield

Apartment in Saint Charles
Peaceful 2 Bedroom Next to Park!
$126 per night
Bungalow in Saint Charles
Patio House, secluded in heartbeat of Main Street
$127 per night
Guest suite in Valley Park
NO CLEANING FEE Basement with Separate Entrance
$80 per night
Apartment in Saint Charles
The Historic Bricks on Main
$125 per night

Frequently Asked Questions

How much does it cost to stay in a house in Chesterfield?

Experience the best of Chesterfield with our house vacation rentals, averaging about $490 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Are there pet-friendly vacation rentals in Chesterfield?

Yes! Four-legged friends are welcome too! Select from over 10 pet-friendly vacation rentals in Chesterfield, so your furry family members can join in on the adventure.

Are there vacation rentals with a dedicated workspace in Chesterfield?

Yes! Work meets play with ease at over 10 vacation rentals in Chesterfield featuring dedicated workspaces. Stay connected and productive in your home away from home.

Where should I stay in Chesterfield?

Make yourself at home in Chesterfield by choosing from our most frequently booked neighborhoods. We have over 90 vacation rentals in Brook Hill Estates, and over 90 vacation rentals in Meadowbrook Country Club Estates.