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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
3–8 Aug
,
4.92 out of 5 average rating, 73 reviews
Top guest favourite
Home in Medora
country living
2 bedrooms, 3 beds, 1 bathroom
8–13 Jul
4.93 out of 5 average rating, 61 reviews
Guest favourite
Bungalow in Carlinville
The Carlinville Sunset Bungalow
3 bedrooms, 3 beds, 3 bathrooms
9–14 Jul
4.98 out of 5 average rating, 43 reviews
Guest house in Plainview
Sip & Stay Vineyard Getaway
3 bedrooms, 4 beds, 2 bathrooms
11–16 Jul
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Room in Carlinville
Spacious family bedroom in Victorian Rt 66 home
3 beds, 1.5 bathrooms
13–18 Jul
4.92 out of 5 average rating, 49 reviews
Guest favourite
Home in Carlinville
The Carlinville Cottage
3 bedrooms, 6 beds, 2 bathrooms
13–18 Jul
4.96 out of 5 average rating, 49 reviews
Top guest favourite
Cabin in Brighton
Log Cabin with Breathtaking View
2 bedrooms, 3 beds, 1 bathroom
12–17 Jul
4.97 out of 5 average rating, 111 reviews
Guest favourite
Home in Carlinville
Victorian Home on Rt. 66
4 bedrooms, 6 beds, 1.5 bathrooms
18–23 Jul
4.99 out of 5 average rating, 76 reviews
Top guest favourite
Guest house in Carlinville
ThE HiDeAwAy
1 bedroom, 1 queen bed, 1 bathroom
18–23 Jul
4.99 out of 5 average rating, 149 reviews
Guest favourite
Home in Mount Olive
Relaxing Fishing Cabin
2 bedrooms, 3 beds, 1 bathroom
8–13 Aug
4.92 out of 5 average rating, 74 reviews
Home in Alton
Riverview Home w/ Enclosed Porch in Downtown Alton
2 bedrooms, 2 queen beds, 1 bathroom
12–17 Jul
4.88 out of 5 average rating, 117 reviews
Top guest favourite
Home in Carlinville
The Campground House
3 bedrooms, 4 beds, 2 bathrooms
13–18 Jul
4.97 out of 5 average rating, 120 reviews
Dome in Worden
Dandelion: Private Hot Tub, Romantic Farm Escape
1 bedroom, 1 king bed, No bathroom
8–13 Jul
New place to stay
Superhost
Home in Virden
Private indoor pool with custom lighting
5 bedrooms, 24 beds, 2.5 bathrooms
7–12 Aug
4.76 out of 5 average rating, 293 reviews
Top guest favourite
Home in Jerseyville
Sunshine Cottage
2 bedrooms, 2 beds, 1 bathroom
13–18 Jul
5.0 out of 5 average rating, 39 reviews
Top guest favourite
Room in Carlinville
Master bedroom in shared house on Route 66
1 queen bed, 1.5 bathrooms
13–18 Jul
4.93 out of 5 average rating, 45 reviews
Top guest favourite
Home in Carrollton
Sunshine on Fifth
3 bedrooms, 4 beds, 2 bathrooms
14–19 Jul
4.97 out of 5 average rating, 64 reviews
Top guest favourite
Home in Wood River
Cozy 3 bedroom home close to STL
3 bedrooms, 3 beds, 1 bathroom
27 Jul – 1 Aug
5.0 out of 5 average rating, 59 reviews
Guest favourite
Home in Elsah
Elsah’s Finn Inn-new restaurant across the street!
3 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
4.94 out of 5 average rating, 108 reviews