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Search results; 214 homes in Chesterfield

Descriptions are based on details hosts provide
Guest favourite
Home in Chesterfield
The Chesterfield Farmhouse on 35 acres
2 bedrooms, 4 beds, 2 private bathrooms
3–8 Aug
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4.92 out of 5 average rating, 73 reviews
Guest favourite
Home in Medora
Bonfire stargazing on a working farm
4.88 out of 5 average rating, 64 reviews, 2 bedrooms, 3 beds, 1 bathroom
20–25 Jul
Top guest favourite
Bungalow in Carlinville
Renovated bungalow in historic Carlinville
4.98 out of 5 average rating, 44 reviews, 3 bedrooms, 3 beds, 3 bathrooms
15–20 Jul
Top guest favourite
Room in Carlinville
Spacious family bedroom in Victorian Rt 66 home
4.92 out of 5 average rating, 50 reviews, 3 beds, 1.5 bathrooms
15–20 Jul
Guest house in Plainview
Vineyard views and a fire pit
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 4 beds, 2 bathrooms
15–20 Jul
Guest favourite
Home in Carlinville
1904 Victorian with a fire pit
4.99 out of 5 average rating, 76 reviews, 4 bedrooms, 6 beds, 1.5 bathrooms
15–20 Jul
Guest favourite
Room in Carlinville
1904 Victorian with tall ceilings and woodwork
4.97 out of 5 average rating, 62 reviews, 1 double bed, 1.5 bathrooms
15–20 Jul
Guest favourite
Home in Carlinville
Modern interior with a large backyard
4.96 out of 5 average rating, 49 reviews, 3 bedrooms, 6 beds, 2 bathrooms
25–30 Jul
Superhost
Home in Florissant
Ranch home with a pool and guest house
4.79 out of 5 average rating, 19 reviews, 5 bedrooms, 7 beds, 4.5 bathrooms
2–7 Aug
Top guest favourite
Cabin in Brighton
Log Cabin with Breathtaking View
4.97 out of 5 average rating, 112 reviews, 2 bedrooms, 3 beds, 1 bathroom
22–27 Jul
Top guest favourite
Guest house in Carlinville
2 blocks from the town square
4.98 out of 5 average rating, 153 reviews, 1 bedroom, 1 bed, 1 bathroom
18–23 Jul
Top guest favourite
Home in Carlinville
The Campground House
4.97 out of 5 average rating, 120 reviews, 3 bedrooms, 4 beds, 2 bathrooms
16–21 Jul
Top guest favourite
Flat in Jerseyville
Luxury loft in an 1888 building
4.97 out of 5 average rating, 95 reviews, 2 bedrooms, 4 beds, 2 bathrooms
3–8 Aug
Top guest favourite
Home in Carrollton
1885 home with a game room
4.97 out of 5 average rating, 65 reviews, 3 bedrooms, 4 beds, 2 bathrooms
16–21 Jul
Dome in Worden
Chicory Dome: Hot Tub, Farm Fun, Sleep 6 Near STL
New place to stay, 1 bedroom, 5 beds, No bathroom
15–20 Jul
Guest favourite
Home in Mount Olive
Lakefront cabin with a deck and fire pit
4.92 out of 5 average rating, 74 reviews, 2 bedrooms, 3 beds, 1 bathroom
8–13 Aug
Guest favourite
Cabin in Godfrey
Moms Place, LLC Lodging and Hunting
4.9 out of 5 average rating, 40 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
17–22 Jul
Superhost
Home in Virden
Private indoor pool with custom lighting
4.76 out of 5 average rating, 293 reviews, 5 bedrooms, 24 beds, 2.5 bathrooms
7–12 Aug
Guest favourite
Flat in Carrollton
The Charleston Suite
4.96 out of 5 average rating, 55 reviews, 3 bedrooms, 6 beds, 1 bathroom
16–21 Jul