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Search results; 241 homes in Gillespie

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Guest favourite
Home in Staunton
2br home, private yard hot tub
2 bedrooms, 2 beds, 1 bathroom
27 Sept – 2 Oct
4.88 out of 5 average rating, 157 reviews
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Top guest favourite
Home in Mount Olive
Relaxing Fishing Cabin
2 bedrooms, 3 beds, 1 bathroom
6–11 Nov
4.93 out of 5 average rating, 84 reviews
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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, 110 reviews
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Top guest favourite
Home in Litchfield
State Street House- Pets welcome; Litchfield
3 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
4.96 out of 5 average rating, 74 reviews
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Guest favourite
Flat in Litchfield
The State Street Loft | Small Town Charm
3 bedrooms, 3 beds, 1.5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 39 reviews
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Top guest favourite
Home in Carlinville
The Campground House
3 bedrooms, 4 beds, 2 bathrooms
12–17 Oct
4.97 out of 5 average rating, 122 reviews
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Guest favourite
Flat in Litchfield
The State Street Loft II | Downtown Retreat
3 bedrooms, 4 beds, 2 bathrooms
4–9 Oct
5.0 out of 5 average rating, 9 reviews
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Top guest favourite
Home in Litchfield
Harrison House; PETS WELCOME; FENCED YARD
2 bedrooms, 2 queen beds, 1 bathroom
21–26 Oct
4.96 out of 5 average rating, 321 reviews
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Guest favourite
Guest house in Plainview
Sip & Stay Vineyard Getaway
3 bedrooms, 4 beds, 2 bathrooms
28 Sept – 3 Oct
5.0 out of 5 average rating, 9 reviews
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Guest favourite
Home in Hillsboro
Hillsboro Home
3 bedrooms, 4 beds, 1 bathroom
24–29 Nov
4.95 out of 5 average rating, 39 reviews
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Guest favourite
Cabin in Hillsboro
3 Bedroom, 2 bath cabin with deck and hot tub
3 bedrooms, 4 beds, 2 bathrooms
27 Sept – 2 Oct
4.94 out of 5 average rating, 292 reviews
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Guest favourite
Home in Hillsboro
Whitledge-Canaday House
4 bedrooms, 4 beds, 3 bathrooms
6–11 Oct
4.91 out of 5 average rating, 55 reviews
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Superhost
Home in Virden
Private indoor pool with custom lighting
5 bedrooms, 25 beds, 2.5 bathrooms
12–17 Oct
4.77 out of 5 average rating, 304 reviews
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Farm stay in Staunton
Patriot on Route 66
2 bedrooms, 3 beds, 1 bathroom
28 Sept – 3 Oct
New place to stay
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Guest favourite
Home in Hillsboro
Historic stay at the 1843 Blackman-Evans Home /4BR
4 bedrooms, 6 beds, 2 bathrooms
24–29 Sept
4.89 out of 5 average rating, 62 reviews
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Guest favourite
Home in Carlinville
The Carlinville Cottage
3 bedrooms, 6 beds, 2 bathrooms
5–10 Oct
4.96 out of 5 average rating, 54 reviews
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Top guest favourite
Room in Carlinville
Charming private room in shared house on Rt. 66
1 queen bed, 1.5 bathrooms
27 Sept – 2 Oct
4.98 out of 5 average rating, 51 reviews
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Top guest favourite
Home in Edwardsville
Cozy Chicken Cottage
1 bedroom, 1 queen bed, 1 bathroom
27 Sept – 2 Oct
4.97 out of 5 average rating, 107 reviews