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Search results; 213 homes in Chesterfield

Guest favourite
Home in Chesterfield
The Chesterfield Farmhouse on 35 acres
2 bedrooms, 4 beds, 2 private bathrooms
9–14 Aug
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4.92 out of 5 average rating, 74 reviews
Guest favourite
Home in Medora
country living
2 bedrooms, 3 beds, 1 bathroom
4–9 Aug
4.88 out of 5 average rating, 67 reviews
Guest house in Plainview
Sip & Stay Vineyard Getaway
3 bedrooms, 4 beds, 2 bathrooms
9–14 Aug
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Staunton
2br home, private yard hot tub
2 bedrooms, 2 beds, 1 bathroom
9–14 Aug
4.87 out of 5 average rating, 150 reviews
Superhost
Flat in Litchfield
The State Street Loft II | Downtown Retreat
3 bedrooms, 4 beds, 2 bathrooms
24–29 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Guest house in Carlinville
ThE HiDeAwAy
1 bedroom, 1 queen bed, 1 bathroom
16–21 Aug
4.98 out of 5 average rating, 157 reviews
Top guest favourite
Room in Carlinville
Spacious family bedroom in Victorian Rt 66 home
3 beds, 1.5 bathrooms
16–21 Aug
4.92 out of 5 average rating, 50 reviews
Guest favourite
Room in Carlinville
Quiet Victorian hideaway on Rt 66
1 double bed, 1.5 bathrooms
15–20 Aug
4.97 out of 5 average rating, 63 reviews
Guest favourite
Home in Mount Olive
Relaxing Fishing Cabin
2 bedrooms, 3 beds, 1 bathroom
13–18 Sept
4.92 out of 5 average rating, 77 reviews
Top guest favourite
Home in Edwardsville
Cozy Chicken Cottage
1 bedroom, 1 queen bed, 1 bathroom
9–14 Aug
4.97 out of 5 average rating, 102 reviews
Top guest favourite
Guest house in Jerseyville
Cozy cabin on farm near Jerseyville and Grafton IL
2 bedrooms, 4 beds, 1 bathroom
13–18 Sept
4.96 out of 5 average rating, 197 reviews
Superhost
Home in Livingston
2 bedroom home with fenced backyard and hot tub
2 bedrooms, 2 queen beds, 1 bathroom
9–14 Aug
4.83 out of 5 average rating, 29 reviews
Guest favourite
Flat in Litchfield
The State Street Loft | Small Town Charm
3 bedrooms, 3 beds, 1.5 bathrooms
9–14 Aug
5.0 out of 5 average rating, 37 reviews
Top guest favourite
Home in Godfrey
Aunt M's Place
3 bedrooms, 3 beds, 1 bathroom
12–17 Oct
4.94 out of 5 average rating, 182 reviews
Guest favourite
Home in White Hall
Cozy-Rose-Cottage
2 bedrooms, 3 beds, 1 bathroom
17–22 Aug
4.92 out of 5 average rating, 88 reviews
Top guest favourite
Home in Grafton
Charming Home in the Country
3 bedrooms, 3 beds, 2 bathrooms
9–14 Aug
4.98 out of 5 average rating, 62 reviews
Top guest favourite
Flat in Jerseyville
Luxury loft
2 bedrooms, 4 beds, 2 bathrooms
6–11 Aug
4.97 out of 5 average rating, 97 reviews
Guest favourite
Home in Elsah
Gated Garden home in Elsah, IL
3 bedrooms, 4 beds, 2.5 bathrooms
4–9 Aug
4.88 out of 5 average rating, 205 reviews
Guest favourite
Home in Elsah
Elsah’s Finn Inn- restaurant across street
3 bedrooms, 3 beds, 2 bathrooms
14–19 Aug
4.94 out of 5 average rating, 112 reviews