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Search results; Over 1,000 homes in Shelbyville

Top guest favourite
Home in Shelbyville
Bourbon Trail*Hot Tub*Sauna*Mini Golf*Wi-Fi*EVSE
3 bedrooms, 4 beds, 2 private bathrooms
30 Oct – 4 Nov
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5.0 out of 5 average rating, 89 reviews
Top guest favourite
Home in Shelbyville
The Hutch on Hardesty
1 bedroom, 2 beds, 1 bathroom
6–11 Sept
4.96 out of 5 average rating, 27 reviews
Top guest favourite
Home in Shelbyville
Bourbon, Bridles & Birdies Retreat
4 bedrooms, 7 beds, 2 bathrooms
7–12 Dec
5.0 out of 5 average rating, 21 reviews
Room in Shelbyville
Near Weissinger Hills Golf Course + Free Breakfast
2 queen beds, 1 bathroom
1–6 Sept
New place to stay
Top guest favourite
Apartment in Shelbyville
Modern cozy condo, family, friends & bourbon trail
2 bedrooms, 2 beds, 2 bathrooms
7–12 Sept
4.94 out of 5 average rating, 159 reviews
Guest favourite
Flat in Shelbyville
Downtown Main St 1-Bedroom Suite w/ Hi-Speed Wifi
1 bedroom, 1 queen bed, 1 bathroom
1–6 Sept
4.96 out of 5 average rating, 78 reviews
Top guest favourite
Home in Shelbyville
4BR Bourbon Trail | Sauna Hot Tub Fire Pit Gym
4 bedrooms, 5 beds, 2.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Cabin in Mount Eden
Bourbon Country Cabin
1 bedroom, 2 beds, 1 bathroom
1–6 Sept
4.94 out of 5 average rating, 464 reviews
Top guest favourite
Guest suite in Shelbyville
Country guest suite. Convenient to Bourbon trail.
1 bedroom, 1 queen bed, 1 bathroom
1–6 Sept
4.94 out of 5 average rating, 36 reviews
Top guest favourite
Home in Shelbyville
Kentucky Estate: Speakeasy, Theater & Sleeps 20
8 bedrooms, 11 beds, 4.5 bathrooms
15–20 Sept
4.98 out of 5 average rating, 66 reviews
Top guest favourite
Place to stay in Simpsonville
Private Lower Level King Bed/Farm View
2 bedrooms, 2 beds, 1 bathroom
11–16 Oct
4.99 out of 5 average rating, 780 reviews
Top guest favourite
Farm stay in Shelbyville
Beautiful Farm Stay on the bourbon trail!
3 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
4.99 out of 5 average rating, 67 reviews
Top guest favourite
Farm stay in Shelbyville
Lux Horse Farm * Pklball * Swim Spa * Sauna * Golf * Speakeasy
7 bedrooms, 8 beds, 4 bathrooms
15–20 Nov
5.0 out of 5 average rating, 41 reviews
Top guest favourite
Cabin in Frankfort
6 Private Acres! HotTub/Theater | Gamerm | Arcade
5 bedrooms, 6 beds, 3.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 6 reviews
Guest favourite
Loft in Shelbyville
Close to all the popular distilleries Perfect Spot
2 bedrooms, 2 beds, 2 bathrooms
8–13 Sept
4.98 out of 5 average rating, 113 reviews
Guest favourite
Loft in Shelbyville
The Lucky Penny Downtown Loft - Central Location!
1 bedroom, 2 beds, 1 bathroom
12–17 Sept
4.92 out of 5 average rating, 50 reviews
Top guest favourite
Cabin in Frankfort
Sip on bourbon in the hot tub! +hiking & game shed
2 bedrooms, 2 beds, 2 bathrooms
22–27 Nov
5.0 out of 5 average rating, 158 reviews
Top guest favourite
Home in Pleasureville
Bourbon Trail Country Getaway
3 bedrooms, 4 beds, 2 bathrooms
12–17 Oct
5.0 out of 5 average rating, 28 reviews
Guest favourite
Home in Shelbyville
Bourbon & Bluegrass Retreat | Fun & Cozy Stay
4 bedrooms, 5 beds, 3 bathrooms
13–18 Sept
4.9 out of 5 average rating, 30 reviews