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Search results; Over 1,000 homes in Shelbyville

Guest favourite
Cottage in Shelbyville
Hot Tub ~ Art Gallery ~ Bourbon Trail ~ KY Derby
3 bedrooms, 5 beds, 3 private bathrooms
13–18 Aug
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4.96 out of 5 average rating, 92 reviews
Top guest favourite
Flat in Shelbyville
Unique Downtown Studio with an Industrial Vibe
1 bedroom, 1 queen bed
13–18 Aug
4.97 out of 5 average rating, 144 reviews
Guest favourite
Home in Shelbyville
The Hutch on Hardesty
1 bedroom, 2 beds
17–22 Aug
4.96 out of 5 average rating, 26 reviews
Top guest favourite
Cabin in Louisville
Historic Cabin by Bourbon Trail
1 bedroom, 2 beds
30 Aug – 4 Sept
4.98 out of 5 average rating, 312 reviews
Top guest favourite
Home in Finchville
Country Retreat on Bourbon Trail - Fire Pit - King
2 bedrooms, 2 beds
19–24 Aug
5.0 out of 5 average rating, 91 reviews
Room in Shelbyville
Near Weissinger Hills Golf Course + Free Breakfast
2 queen beds
12–17 Aug
New place to stay
Top guest favourite
Room in Simpsonville
Sky Blue Ensuite has a King bed & balcony.
1 king bed
12–17 Aug
4.99 out of 5 average rating, 625 reviews
Top guest favourite
Home in Simpsonville
Eastern Sky
3 bedrooms, 3 beds
16–21 Aug
4.95 out of 5 average rating, 42 reviews
Top guest favourite
Train in Lawrenceburg
Bourbon Trail: Caboose on the Farm
1 bedroom, 3 beds
22–27 Nov
4.99 out of 5 average rating, 576 reviews
Top guest favourite
Rooms in Simpsonville
Slice Of Bourbon Country 2 BR FreshBreakfast
2 bedrooms, 2 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 53 reviews
Top guest favourite
Apartment in Shelbyville
Modern cozy condo, family, friends & bourbon trail
2 bedrooms, 2 beds
14–19 Aug
4.94 out of 5 average rating, 158 reviews
Top guest favourite
Home in Pleasureville
Bourbon Trail Country Getaway
3 bedrooms, 4 beds
25–30 Aug
5.0 out of 5 average rating, 27 reviews
Top guest favourite
Cabin in Mount Eden
Bourbon Country Cottage
2 bedrooms, 2 beds
12–17 Aug
4.97 out of 5 average rating, 188 reviews
Top guest favourite
Home in Frankfort
Green Acres
3 bedrooms, 3 beds
12–17 Aug
4.98 out of 5 average rating, 93 reviews
Top guest favourite
Home in Shelbyville
Parris on Main St - Downtown, Bourbon and Derby!
3 bedrooms, 4 beds
24–29 Oct
4.96 out of 5 average rating, 27 reviews
Guest favourite
Home in Shelbyville
Bourbon & Bluegrass Retreat | Fun & Cozy Stay
4 bedrooms, 5 beds
28 Aug – 2 Sept
4.9 out of 5 average rating, 29 reviews
Top guest favourite
Cabin in Frankfort
Sip on bourbon in the hot tub! +hiking & game shed
2 bedrooms, 2 beds
23–28 Aug
5.0 out of 5 average rating, 156 reviews
Top guest favourite
Home in Shelbyville
Bourbon, Bridles & Birdies Retreat
4 bedrooms, 7 beds
7–12 Dec
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Farm stay in Frankfort
Highgrounds Modern Cabin with Loft - Ironweed
2 bedrooms, 3 beds
12–17 Aug
4.94 out of 5 average rating, 81 reviews