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Search results; Over 1,000 homes in Shelbyville

Guest favourite
Loft in Shelbyville
Close to Buffalo Trace/Transpo available-Must See
5 bedrooms, 5 beds, 3 private bathrooms
2–7 Aug
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4.98 out of 5 average rating, 122 reviews
Top guest favourite
Flat in Shelbyville
Unique Downtown Studio with an Industrial Vibe
4.97 out of 5 average rating, 139 reviews, 1 bedroom, 1 bed, 1 bathroom
14–19 Jul
Guest favourite
Flat in Shelbyville
Perfect Downtown Hub for Bourbon Lovers
4.94 out of 5 average rating, 16 reviews, 6 bedrooms, 6 beds, 6 bathrooms
19–24 Jul
Top guest favourite
Cabin in Shelbyville
The Rec Farm-Log Cabin, Private Lake & Arcade
5.0 out of 5 average rating, 15 reviews, 3 bedrooms, 7 beds, 2 bathrooms
19–24 Jul
Top guest favourite
Home in Shelbyville
Kentucky Estate: Speakeasy, Theater & Sleeps 20
4.98 out of 5 average rating, 61 reviews, 8 bedrooms, 11 beds, 4.5 bathrooms
2–7 Aug
Guest favourite
Loft in Shelbyville
Sleeps 16/near everything-Transportation available
4.99 out of 5 average rating, 142 reviews, 5 bedrooms, 7 beds, 3.5 bathrooms
19–24 Jul
Top guest favourite
Loft in Shelbyville
The Stick at Pondview
5.0 out of 5 average rating, 17 reviews, 3 bedrooms, 4 beds, 1 bathroom
19–24 Jul
Top guest favourite
Home in Waddy
Private A-frame Cabin | Hot tub, Firepit & Views
5.0 out of 5 average rating, 38 reviews, 2 bedrooms, 4 beds, 2 bathrooms
19–24 Jul
Top guest favourite
Rooms in Simpsonville
Slice Of Bourbon Country 2 BR FreshBreakfast
5.0 out of 5 average rating, 51 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
19–24 Jul
Top guest favourite
Home in Shelbyville
Bourbon by the Lake
4.95 out of 5 average rating, 41 reviews, 4 bedrooms, 4 beds, 2 bathrooms
20–25 Jul
Top guest favourite
Apartment in Shelbyville
Modern cozy condo, family, friends & bourbon trail
4.94 out of 5 average rating, 154 reviews, 2 bedrooms, 2 beds, 2 bathrooms
19–24 Jul
Top guest favourite
Home in Simpsonville
Luxury Country Retreat w 7 Bedroom | Bourbon Trail
5.0 out of 5 average rating, 5 reviews, 5 bedrooms, 7 beds, 3.5 bathrooms
19–24 Jul
Top guest favourite
Home in Shelbyville
The Hutch on Hardesty
5.0 out of 5 average rating, 22 reviews, 1 bedroom, 2 beds, 1 bathroom
20–25 Jul
Guest favourite
Home in Shelbyville
Lake Escape | Fire Pit, Fishing & Bourbon Trail
4.9 out of 5 average rating, 98 reviews, 1 bedroom, 1 bed, 1.5 bathrooms
27 Jul – 1 Aug
Home in Shelbyville
Long Ridge Farm
3 bedrooms, 4 beds, 2.5 bathrooms
14–19 Jul
Guest favourite
Farm stay in Shelbyville
A truly Kentucky experience on the Bourbon Trail
5.0 out of 5 average rating, 14 reviews, 4 bedrooms, 7 beds, 4.5 bathrooms
20–25 Jul
Top guest favourite
Cottage in Simpsonville
KY Cottage near Bourbon, Expo & Horse Park|Hot Tub
5.0 out of 5 average rating, 60 reviews, 3 bedrooms, 4 beds, 2 bathrooms
9–14 Aug
Top guest favourite
Home in Finchville
Country Retreat on Bourbon Trail - Fire Pit - King
5.0 out of 5 average rating, 88 reviews, 2 bedrooms, 2 beds, 1 bathroom
18–23 Aug
Guest favourite
Farm stay in Shelbyville
Horse &Hound Bourbon Trail Retreat@Chickapoo Farm
5.0 out of 5 average rating, 16 reviews, 3 bedrooms, 4 beds, 2 bathrooms
14–19 Jul