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Search results; Over 1,000 homes in Shelbyville

Top guest favourite
Loft in Shelbyville
Close to all the popular distilleries Perfect Spot
2 bedrooms, 2 beds, 2 private bathrooms
19–24 Jul
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4.98 out of 5 average rating, 113 reviews
Top guest favourite
Flat in Shelbyville
Unique Downtown Studio with an Industrial Vibe
1 bedroom, 1 queen bed, 1 bathroom
14–19 Jul
4.97 out of 5 average rating, 139 reviews
Guest favourite
Flat in Shelbyville
Perfect Downtown Hub for Bourbon Lovers
6 bedrooms, 6 queen beds, 6 bathrooms
19–24 Jul
4.94 out of 5 average rating, 16 reviews
Top guest favourite
Cabin in Shelbyville
The Rec Farm-Log Cabin, Private Lake & Arcade
3 bedrooms, 7 beds, 2 bathrooms
19–24 Jul
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Home in Shelbyville
Kentucky Estate: Speakeasy, Theater & Sleeps 20
8 bedrooms, 11 beds, 4.5 bathrooms
2–7 Aug
4.98 out of 5 average rating, 61 reviews
Guest favourite
Loft in Shelbyville
Sleeps 16/near everything-Transportation available
5 bedrooms, 7 beds, 3.5 bathrooms
19–24 Jul
4.99 out of 5 average rating, 142 reviews
Top guest favourite
Loft in Shelbyville
The Stick at Pondview
3 bedrooms, 4 beds, 1 bathroom
19–24 Jul
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Home in Waddy
Private A-frame Cabin | Hot tub, Firepit & Views
2 bedrooms, 4 beds, 2 bathrooms
19–24 Jul
5.0 out of 5 average rating, 38 reviews
Top guest favourite
Rooms in Simpsonville
Slice Of Bourbon Country 2 BR FreshBreakfast
2 bedrooms, 2 beds, 1.5 bathrooms
19–24 Jul
5.0 out of 5 average rating, 51 reviews
Top guest favourite
Home in Shelbyville
Bourbon by the Lake
4 bedrooms, 4 beds, 2 bathrooms
20–25 Jul
4.95 out of 5 average rating, 41 reviews
Top guest favourite
Home in Simpsonville
Luxury Country Retreat w 7 Bedroom | Bourbon Trail
5 bedrooms, 7 beds, 3.5 bathrooms
19–24 Jul
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Apartment in Shelbyville
Modern cozy condo, family, friends & bourbon trail
2 bedrooms, 2 beds, 2 bathrooms
19–24 Jul
4.94 out of 5 average rating, 154 reviews
Home in Shelbyville
Long Ridge Farm
3 bedrooms, 4 beds, 2.5 bathrooms
14–19 Jul
Top guest favourite
Home in Shelbyville
The Hutch on Hardesty
1 bedroom, 2 beds, 1 bathroom
20–25 Jul
5.0 out of 5 average rating, 22 reviews
Guest favourite
Farm stay in Shelbyville
Horse &Hound Bourbon Trail Retreat@Chickapoo Farm
3 bedrooms, 4 beds, 2 bathrooms
14–19 Jul
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Cabin in Waddy
Luxury Lodge & hot tub, sleeps 16, serene setting
5 bedrooms, 10 beds, 4 bathrooms
19–24 Jul
4.99 out of 5 average rating, 91 reviews
Guest favourite
Home in Shelbyville
Lake Escape | Fire Pit, Fishing & Bourbon Trail
1 bedroom, 1 queen bed, 1.5 bathrooms
27 Jul – 1 Aug
4.9 out of 5 average rating, 98 reviews
Guest favourite
Farm stay in Shelbyville
A truly Kentucky experience on the Bourbon Trail
4 bedrooms, 7 beds, 4.5 bathrooms
20–25 Jul
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Cottage in Simpsonville
KY Cottage near Bourbon, Expo & Horse Park|Hot Tub
3 bedrooms, 4 beds, 2 bathrooms
9–14 Aug
5.0 out of 5 average rating, 60 reviews