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Search results; Over 1,000 homes in Shelbyville

Top guest favourite
Home in Shelbyville
Historic Downtown~Heart of Bourbon Trail
3 bedrooms, 4 beds, 2.5 private bathrooms
9–14 Nov
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5.0 out of 5 average rating, 66 reviews
Top guest favourite
Flat in Shelbyville
Unique Downtown Studio with an Industrial Vibe
1 bedroom, 1 queen bed
12–17 Sept
4.97 out of 5 average rating, 147 reviews
Top guest favourite
Home in Shelbyville
Parris on Main St - Downtown, Bourbon and Derby!
3 bedrooms, 4 beds
30 Dec – 4 Jan
4.96 out of 5 average rating, 27 reviews
Top guest favourite
Home in Shelbyville
Kentucky Estate: Speakeasy, Theater & Sleeps 20
8 bedrooms, 11 beds
15–20 Sept
4.99 out of 5 average rating, 68 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, 24 reviews
Superhost
Home in Shelbyville
the bourbon barrel escape HotTub Game Room
4 bedrooms, 5 beds
5–10 Oct
New place to stay
Guest favourite
Loft in Shelbyville
Close to Buffalo Trace/Transpo available-Must See
5 bedrooms, 5 beds
13–18 Sept
4.98 out of 5 average rating, 124 reviews
Guest favourite
Home in Shelbyville
Hitching Post on the Bourbon Trl
5 bedrooms, 6 beds
26 Sept – 1 Oct
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Rooms in Simpsonville
Slice Of Bourbon Country 2 BR FreshBreakfast
2 bedrooms, 2 beds
17–22 Oct
5.0 out of 5 average rating, 54 reviews
Top guest favourite
Farm stay in Shelbyville
Lux Horse Farm * Pklball * Swim Spa * Sauna * Golf * Speakeasy
7 bedrooms, 8 beds
15–20 Nov
5.0 out of 5 average rating, 45 reviews
Guest favourite
Home in Shelbyville
Bourbon Trail Retreat: Pool, Hot tub & Game Room
4 bedrooms, 4 beds
28 Sept – 3 Oct
4.93 out of 5 average rating, 14 reviews
Guest favourite
Home in Shelbyville
Historic Centrally Located Gem •Hot Tub •Sleeps 10
4 bedrooms, 5 beds
18–23 Oct
4.91 out of 5 average rating, 35 reviews
Guest favourite
Home in Simpsonville
Luxury Country Retreat w 7 Bedroom | Bourbon Trail
7 bedrooms, 7 beds
14–19 Sept
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Shelbyville
HeatedPool~Sauna~ 2 HotTubs ~16 beds ~ Sleeps 25*
7 bedrooms, 16 beds
17–22 Oct
5.0 out of 5 average rating, 22 reviews
Guest favourite
Loft in Shelbyville
The Lucky Penny Downtown Loft - Central Location!
1 bedroom, 2 beds
12–17 Sept
4.91 out of 5 average rating, 54 reviews
Top guest favourite
Guest house in Shelbyville
Cottage of Eden. Bourbon Trail Stay in Shelby Co.
1 bedroom, 1 king bed
20–25 Sept
4.97 out of 5 average rating, 147 reviews
Top guest favourite
Home in Shelbyville
4BR Bourbon Trail | Sauna Hot Tub Fire Pit Gym
4 bedrooms, 5 beds
4–9 Oct
5.0 out of 5 average rating, 12 reviews
Guest favourite
Home in Shelbyville
Lakefront - Bourbon Trl - Hot Tub
4 bedrooms, 8 beds
4–9 Nov
5.0 out of 5 average rating, 77 reviews
Top guest favourite
Home in Finchville
Country Retreat on Bourbon Trail - Fire Pit - King
2 bedrooms, 2 beds
14–19 Sept
5.0 out of 5 average rating, 91 reviews