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.
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Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Chesterfield holiday rentals
Other great holiday rentals in Chesterfield
Guest favourite
Home in Belleville
4.99 out of 5 average rating, 149 reviewsThe Pool House 1-Bedroom Home with Hot Tub & Pool
16–23 Jul
€ 134 per night
Guest favourite
Flat in Saint Charles
4.95 out of 5 average rating, 282 reviewsPop Lucks Guest Suite in Historic Old St. Charles
8–15 Jul
€ 137 per night
Guest favourite
Cabin in St Charles
4.98 out of 5 average rating, 295 reviewsCamp Mill Pond: Historic Cabin Near Main Street
19–24 Aug
€ 190 per night
Guest favourite
Tiny home in Saint Ann
4.92 out of 5 average rating, 143 reviewsForest Edge Tiny House | 8 Min to Airport
Guest favourite
Home in Saint Charles
5.0 out of 5 average rating, 227 reviewsRustic Handcrafted Japanese-Style Home by OldTown
1–8 Feb
€ 224 per night
Guest favourite
Home in Saint Charles
4.9 out of 5 average rating, 156 reviewsTompkins Street Retreat
4–11 Aug
€ 167 per night
Guest favourite
Guest suite in Dardenne Prairie
4.89 out of 5 average rating, 197 reviewsTreehouse Spa Suite
14–21 Oct
€ 84 per night
Guest favourite
Farm stay in Union
4.88 out of 5 average rating, 67 reviewsCozy Cabin Retreat
17–24 Feb
€ 143 per night
Quick stats about holiday rentals in Chesterfield
Total rentals
30 properties
Wifi availability
30 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
180 reviews
Destinations to explore
- St. Louis Holiday rentals
- Columbia Holiday rentals
- Saint Charles Holiday rentals
- Springfield Holiday rentals
- Hermann Holiday rentals
- Innsbrook Holiday rentals
- Carbondale Holiday rentals
- Grafton Holiday rentals
- Rolla Holiday rentals
- Ste. Genevieve Holiday rentals
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