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Search results; Over 1,000 homes in Winston

Guest favourite
Cabin in Winston
Romper Ridge
2 bedrooms, 2 beds, 1 private bathroom
13–18 Sept
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4.93 out of 5 average rating, 138 reviews
Top guest favourite
Cabin in Irvine
Sadie’s Springs
2 bedrooms, 2 queen beds, 1 bathroom
1–6 Sept
4.97 out of 5 average rating, 77 reviews
Guest favourite
Farm stay in Richmond
Martin Manor: Authentic, historic log cabin
5 bedrooms, 7 beds, 3.5 bathrooms
13–18 Sept
4.95 out of 5 average rating, 237 reviews
Top guest favourite
Tiny home in Stanton
The Gorge Adventure Bus/20 min from RRG
2 bedrooms, 3 beds, 1 bathroom
7–12 Sept
4.91 out of 5 average rating, 159 reviews
Top guest favourite
Tiny home in Rogers
Sunset Rest @ Red River Gorge|Muir Valley|DBBB
1 bedroom, 2 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Place to stay in Berea
02 - Treetop Flyer Treehouse
4 double beds, 1.5 bathrooms
1–7 Sept
4.92 out of 5 average rating, 533 reviews
Top guest favourite
Barn in Richmond
The Barn-dominium
2 bedrooms, 2 queen beds, 1.5 bathrooms
1–6 Sept
4.94 out of 5 average rating, 236 reviews
Top guest favourite
Cabin in Stanton
Homespun Hideaway Tiny House Escape to Nature
1 bed, 1 bathroom
14–19 Sept
4.9 out of 5 average rating, 91 reviews
Top guest favourite
Farm stay in Irvine
Cottage on the Hill at Harmony Hollow
1 bedroom, 2 beds, 1 bathroom
8–13 Sept
4.96 out of 5 average rating, 228 reviews
Top guest favourite
Home in Irvine
Pauline's Paradise
2 bedrooms, 3 beds, 1 bathroom
1–6 Sept
4.99 out of 5 average rating, 140 reviews
Top guest favourite
Guest suite in Stanton
Harriet’s Hideaway: Amazing Mountaintop Sunrises
1 bedroom, 2 beds, 1 bathroom
16–21 Sept
4.98 out of 5 average rating, 217 reviews
Superhost
Cabin in Lexington
Unique Stay - 1907 Log Cabin Near Kentucky River
2 bedrooms, 3 beds, 1 bathroom
12–17 Sept
4.82 out of 5 average rating, 656 reviews
Top guest favourite
Guest house in Richmond
Richmond Guesthouse
1 bedroom, 2 beds, 1 bathroom
1–6 Sept
4.97 out of 5 average rating, 353 reviews
Guest favourite
Cabin in Irvine
Tin Cantina | 100 Acres, Fire Pit & Stargazing
2 beds, 1 bathroom
10–15 Sept
4.97 out of 5 average rating, 31 reviews
Top guest favourite
Home in Dreyfus
Hawks Landing
3 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
4.98 out of 5 average rating, 50 reviews
Top guest favourite
Home in Irvine
Premium A-Frame • Hot Tub • Sauna • Pond & Animals
3 bedrooms, 7 beds, 2 bathrooms
6–11 Sept
4.98 out of 5 average rating, 131 reviews
Hotel room in Lexington
Microtel Lexington | Queen | Hamburg Pavilion
1 bedroom, 1 queen bed, 1 bathroom
1–6 Sept
New place to stay
Guest favourite
Cottage in Berea
Country Cottage
2 bedrooms, 3 beds, 1 bathroom
7–12 Sept
4.96 out of 5 average rating, 50 reviews
Guest favourite
Home in McKee
Peaceful Pecans
2 bedrooms, 2 queen beds, 1 bathroom
1–6 Sept
4.82 out of 5 average rating, 11 reviews