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Search results; 221 homes in Gillespie

Guest favourite
Home in Staunton
2br home, private yard hot tub
2 bedrooms, 2 beds, 1 bathroom
6–11 Sept
4.88 out of 5 average rating, 155 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
Guest favourite
Guest house in Plainview
Sip & Stay Vineyard Getaway
3 bedrooms, 4 beds, 2 bathrooms
3–8 Sept
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Litchfield
State Street House- Pets welcome; Litchfield
3 bedrooms, 3 beds, 2 bathrooms
6–11 Sept
4.96 out of 5 average rating, 71 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
Flat in Litchfield
The State Street Loft | Small Town Charm
3 bedrooms, 3 beds, 1.5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 38 reviews
Top guest favourite
Home in Carlinville
The Campground House
3 bedrooms, 4 beds, 2 bathrooms
4–9 Sept
4.97 out of 5 average rating, 122 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
Dome in Worden
Glamping Dome: Bunks, Hot Tub, Brewery & Farm Fun
1 bedroom, 5 beds, No bathroom
7–12 Sept
5.0 out of 5 average rating, 8 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
Dome in Worden
Family Dome: Hot Tub, Farm Fun, Brewery & Pizza
1 bedroom, 2 queen beds, No bathroom
7–12 Sept
New place to stay
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
Tiny home in Worden
Cozy Tiny House: Brewery & Pizza on the Farm
1 bedroom, 2 beds, No bathroom
13–18 Sept
New place to stay
Top guest favourite
Home in Edwardsville
Historic Leclaire Cottage on the Park
3 bedrooms, 4 beds, 1 bathroom
13–18 Sept
4.99 out of 5 average rating, 111 reviews
Guest favourite
Home in Glen Carbon
Easy Highway Access house (3queen 2full size bed)
5 bedrooms, 4 beds, 3 bathrooms
3–8 Sept
5.0 out of 5 average rating, 13 reviews
Superhost
Home in Glen Carbon
Historic Guest House (4 Queen beds)
4 bedrooms, 4 queen beds, 2 bathrooms
14–19 Sept
4.93 out of 5 average rating, 15 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 Carlinville
Historic Home near Blackburn & Square 2 King beds
2 bedrooms, 3 beds, 1 bathroom
3–8 Sept
4.92 out of 5 average rating, 86 reviews