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Search results; 214 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, 74 reviews
Guest favourite
Home in Medora
country living
4.88 out of 5 average rating, 64 reviews, 2 bedrooms, 3 beds, 1 bathroom
20–25 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
17–22 Jul
Guest favourite
Room in Carlinville
Quiet Victorian hideaway on Rt 66
4.97 out of 5 average rating, 62 reviews, 1 double bed, 1.5 bathrooms
17–22 Jul
Top guest favourite
Bungalow in Carlinville
The Carlinville Sunset Bungalow
4.98 out of 5 average rating, 44 reviews, 3 bedrooms, 3 beds, 3 bathrooms
17–22 Jul
Top guest favourite
Guest house in Carlinville
ThE HiDeAwAy
4.98 out of 5 average rating, 153 reviews, 1 bedroom, 1 bed, 1 bathroom
10–15 Aug
Guest favourite
Home in White Hall
The Humble Hideaway
4.91 out of 5 average rating, 104 reviews, 3 bedrooms, 3 beds, 2 bathrooms
9–14 Aug
Top guest favourite
Townhouse in Murrayville
Peace on the Prairie — Quiet Nature Retreat
4.98 out of 5 average rating, 351 reviews, 1 bedroom, 3 beds, 1 bathroom
19–24 Jul
Guest favourite
Home in Staunton
2br home, private yard hot tub
4.87 out of 5 average rating, 145 reviews, 2 bedrooms, 2 beds, 1 bathroom
15–20 Aug
Guest favourite
Home in Elsah
Elsah’s Finn Inn-new restaurant across the street!
4.94 out of 5 average rating, 108 reviews, 3 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
Guest house in Plainview
Sip & Stay Vineyard Getaway
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 4 beds, 2 bathrooms
21–26 Jul
Top guest favourite
Cabin in Piasa
Oak Rest Cabin
4.88 out of 5 average rating, 17 reviews, 3 bedrooms, 4 beds, 2 bathrooms
28 Jul – 2 Aug
Guest favourite
Home in Carlinville
Historic Home near Blackburn & Square 2 King beds
4.92 out of 5 average rating, 84 reviews, 2 bedrooms, 3 beds, 1 bathroom
19–24 Jul
Home in Carrollton
Cozy home in picturesque small town
4.82 out of 5 average rating, 184 reviews, 3 bedrooms, 3 beds, 2 bathrooms
5–10 Aug
Superhost
Home in Livingston
2 bedroom home with fenced backyard and hot tub
4.84 out of 5 average rating, 25 reviews, 2 bedrooms, 2 beds, 1 bathroom
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
9–14 Aug
Top guest favourite
Guest house in Carrollton
Shade Family Inn-Carrollton 2-bedroom Apt
4.98 out of 5 average rating, 126 reviews, 2 bedrooms, 2 beds, 1 bathroom
18–23 Jul
Top guest favourite
Home in Carrollton
Sunshine on Fifth
4.97 out of 5 average rating, 65 reviews, 3 bedrooms, 4 beds, 2 bathrooms
18–23 Jul
Top guest favourite
Flat in Jerseyville
Luxury loft
4.97 out of 5 average rating, 95 reviews, 2 bedrooms, 4 beds, 2 bathrooms
3–8 Aug