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Search results; 216 homes in Chesterfield

Guest favourite
Home in Chesterfield
The Chesterfield Farmhouse on 35 acres
2 bedrooms, 4 beds, 2 private bathrooms
30 Sept – 5 Oct
,
4.92 out of 5 average rating, 76 reviews
Guest favourite
Home in Medora
country living
2 bedrooms, 3 beds, 1 bathroom
17–22 Sept
4.87 out of 5 average rating, 68 reviews
Guest favourite
Guest house in Plainview
Sip & Stay Vineyard Getaway
3 bedrooms, 4 beds, 2 bathrooms
2–7 Sept
5.0 out of 5 average rating, 8 reviews
Guest favourite
Room in Carlinville
Charming private room in shared house on Rt. 66
1 queen bed, 1.5 bathrooms
13–18 Sept
4.98 out of 5 average rating, 50 reviews
Guest favourite
Home in Greenfield
The Shed House- Beautiful Sunsets on 14 Acres
2 bedrooms, 3 beds, 1 bathroom
10–15 Nov
4.97 out of 5 average rating, 70 reviews
Guest favourite
Home in Mount Olive
Relaxing Fishing Cabin
2 bedrooms, 3 beds, 1 bathroom
29 Sept – 4 Oct
4.93 out of 5 average rating, 80 reviews
Top guest favourite
Bungalow in Carlinville
The Carlinville Sunset Bungalow
3 bedrooms, 3 beds, 3 bathrooms
2–7 Sept
4.98 out of 5 average rating, 46 reviews
Guest favourite
Flat in Litchfield
The State Street Loft II | Downtown Retreat
3 bedrooms, 4 beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Carlinville
Historic Home near Blackburn & Square 2 King beds
2 bedrooms, 3 beds, 1 bathroom
2–7 Sept
4.92 out of 5 average rating, 86 reviews
Top guest favourite
Room in Carlinville
Spacious family bedroom in shared Victorian home
3 beds, 1.5 bathrooms
2–7 Sept
4.93 out of 5 average rating, 54 reviews
Top guest favourite
Home in Godfrey
Aunt M's Place
3 bedrooms, 3 beds, 1 bathroom
9–14 Nov
4.94 out of 5 average rating, 186 reviews
Top guest favourite
Home in Carlinville
The Campground House
3 bedrooms, 4 beds, 2 bathrooms
3–8 Sept
4.97 out of 5 average rating, 122 reviews
Top guest favourite
Home in Jerseyville
McClusky Trail Guesthouse
2 bedrooms, 2 queen beds, 1 bathroom
20–25 Sept
4.96 out of 5 average rating, 89 reviews
Top guest favourite
Home in Litchfield
Harrison House; PETS WELCOME; FENCED YARD
2 bedrooms, 2 queen beds, 1 bathroom
13–18 Sept
4.96 out of 5 average rating, 320 reviews
Guest favourite
Home in Carlinville
Victorian Home on Rt. 66
4 bedrooms, 6 beds, 1.5 bathrooms
13–18 Sept
4.99 out of 5 average rating, 76 reviews
Superhost
Home in Florissant
Secluded Property w Pool and Hot Tub
5 bedrooms, 7 beds, 4.5 bathrooms
6–11 Sept
4.81 out of 5 average rating, 26 reviews
Guest favourite
Home in Mount Olive
Lake House off Route 66
1 bedroom, 3 beds, 1 bathroom
27 Sept – 2 Oct
4.87 out of 5 average rating, 106 reviews
Guest favourite
Flat in Carrollton
The Charleston Suite
3 bedrooms, 6 beds, 1 bathroom
6–11 Sept
4.96 out of 5 average rating, 56 reviews
Dome in Worden
Romantic Dome: Private Hot Tub + Brewery & Pizza
1 bedroom, 1 king bed, No bathroom
13–18 Sept
5.0 out of 5 average rating, 4 reviews