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Search results; Over 1,000 homes in Chesterfield

Top guest favourite
Place to stay in Chesterfield
One bedroom with private bath
1 bedroom, 1 bed, 1 bathroom
5–10 Sept
4.88 out of 5 average rating, 69 reviews
Hotel room in Chesterfield
Homelike Suite with Full Kitchen! Pets Allowed!
2 bedrooms, 3 beds, 2 bathrooms
6–11 Sept
New place to stay
Guest favourite
Home in O'Fallon
Fairway Haven at The Falls – Golf, Shops, Dining
4 bedrooms, 5 beds, 4 bathrooms
3–8 Sept
4.97 out of 5 average rating, 66 reviews
Top guest favourite
Home in Wildwood
3+ acre, fast wi-fi, rustic timber frame, Koi pond
4 bedrooms, 5 beds, 2.5 bathrooms
13–18 Sept
4.99 out of 5 average rating, 109 reviews
Top guest favourite
Home in St. Peters
Blair's House in St. Peters 4 Bed 2 Bath Sleeps 10
4 bedrooms, 6 beds, 2 bathrooms
29 Sept – 4 Oct
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Saint Charles
Cottage on Historic Main St- Low Cleaning Fee
2 bedrooms, 2 beds, 1 bathroom
27 Oct – 1 Nov
4.98 out of 5 average rating, 128 reviews
Guest favourite
Home in Saint Charles
Main Street Hideaway
3 bedrooms, 7 beds, 2 bathrooms
6–11 Sept
4.83 out of 5 average rating, 181 reviews
Superhost
Home in St. Peters
Hot Tub & Game Room | 3 King Beds | Sleeps 11
4 bedrooms, 7 beds, 2.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Guest house in St. Louis
Guesthouse in Town and Country near St. Louis.
2 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
4.88 out of 5 average rating, 8 reviews
Hotel in Valley Park
Near Downtown St. Louis + Breakfast. Pool. Gym.
1 bedroom, 2 queen beds, 1 bathroom
3–8 Sept
4.82 out of 5 average rating, 51 reviews
Top guest favourite
Home in Ballwin
Pet & Child Friendly*Great Location*Ideal 4 Groups
4 bedrooms, 5 beds, 2 bathrooms
28 Sept – 3 Oct
4.99 out of 5 average rating, 127 reviews
Top guest favourite
Room in Ballwin
A private suite.
1 double bed, 1 bathroom
7–12 Sept
4.84 out of 5 average rating, 97 reviews
Top guest favourite
Home in Saint Charles
Meriwether Cottage
3 bedrooms, 5 beds, 1 bathroom
20–25 Sept
4.99 out of 5 average rating, 98 reviews
Top guest favourite
Home in Saint Charles
*NEW HotTub* The Jewel on 5th-2br2b-near Main
2 bedrooms, 2 beds, 2 bathrooms
27 Sept – 2 Oct
4.95 out of 5 average rating, 445 reviews
Superhost
Hotel in Saint Charles
Downtown Boutique Comfort w/ Style- Otter Suite
2 bedrooms, 3 beds, 1 bathroom
7–12 Sept
4.9 out of 5 average rating, 29 reviews
Superhost
Flat in Maryland Heights
Stunning Modern Apt| King bed 5 min CreveCoeurLake
2 bedrooms, 2 beds, 1 bathroom
15–20 Sept
4.87 out of 5 average rating, 206 reviews
Guest favourite
Home in St. Louis
Modern, Cozy House In the Center of St. Louis Co.
3 bedrooms, 3 beds, 2 bathrooms
2–7 Oct
4.84 out of 5 average rating, 147 reviews
Top guest favourite
Home in Saint Charles
Tompkins Street Retreat
2 bedrooms, 4 beds, 2 bathrooms
18–23 Oct
4.91 out of 5 average rating, 312 reviews