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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
6–11 Jul
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4.98 out of 5 average rating, 122 reviews
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
6–11 Jul
Home in Shelbyville
4BR Bourbon Trail | Sauna Hot Tub Fire Pit Gym
New place to stay, 4 bedrooms, 5 beds, 2.5 bathrooms
11–16 Jul
Top guest favourite
Home in Shelbyville
Parris on Main St - Downtown, Bourbon and Derby!
4.96 out of 5 average rating, 24 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
2–7 Aug
Top guest favourite
Home in Shelbyville
The Hutch on Hardesty
5.0 out of 5 average rating, 21 reviews, 1 bedroom, 2 beds, 1 bathroom
20–25 Jul
Top guest favourite
Home in Shelbyville
Kentucky Estate: Speakeasy, Theater & Sleeps 20
4.98 out of 5 average rating, 60 reviews, 8 bedrooms, 11 beds, 4.5 bathrooms
11–16 Jul
Guest favourite
Home in Shelbyville
Bourbon & Bluegrass Retreat | Fun & Cozy Stay
4.95 out of 5 average rating, 22 reviews, 4 bedrooms, 5 beds, 3 bathrooms
12–17 Jul
Top guest favourite
Home in Shelbyville
Bourbon, Bridles & Birdies Retreat
5.0 out of 5 average rating, 15 reviews, 4 bedrooms, 7 beds, 2 bathrooms
17–22 Aug
Top guest favourite
Flat in Shelbyville
Unique Downtown Studio with an Industrial Vibe
4.97 out of 5 average rating, 138 reviews, 1 bedroom, 1 bed, 1 bathroom
12–17 Jul
Top guest favourite
Farm stay in Shelbyville
Lux Horse Farm * Pklball * Swim Spa * Sauna * Golf * Speakeasy
5.0 out of 5 average rating, 31 reviews, 7 bedrooms, 8 beds, 4 bathrooms
30 Aug – 4 Sept
Guest favourite
Home in Shelbyville
Lake Escape | Fire Pit, Fishing & Bourbon Trail
4.9 out of 5 average rating, 96 reviews, 1 bedroom, 1 bed, 1.5 bathrooms
19–24 Jul
Top guest favourite
Cottage in Simpsonville
KY Cottage near Bourbon, Expo & Horse Park|Hot Tub
5.0 out of 5 average rating, 59 reviews, 3 bedrooms, 4 beds, 2 bathrooms
9–14 Aug
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
6–11 Jul
Top guest favourite
Home in Shelbyville
Jeptha Crest-Bourbon Trail, Hot Tub, Sauna, Dog OK
5.0 out of 5 average rating, 23 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
18–23 Jul
Top guest favourite
Cabin in Shelbyville
The Rec Farm-Log Cabin, Private Lake & Arcade
5.0 out of 5 average rating, 13 reviews, 3 bedrooms, 7 beds, 2 bathrooms
12–17 Jul
Guest favourite
Cottage in Shelbyville
Hot Tub ~ Art Gallery ~ Bourbon Trail ~ KY Derby
4.95 out of 5 average rating, 87 reviews, 3 bedrooms, 5 beds, 3 bathrooms
9–14 Aug
Guest favourite
Home in Shelbyville
Historic Centrally Located Gem •Hot Tub •Sleeps 10
4.93 out of 5 average rating, 29 reviews, 4 bedrooms, 5 beds, 3 bathrooms
11–16 Jul
Top guest favourite
Home in Pleasureville
Bourbon Trail Country Getaway
5.0 out of 5 average rating, 25 reviews, 3 bedrooms, 4 beds, 2 bathrooms
20–25 Aug
Guest favourite
Home in Shelbyville
Hitching Post on the Bourbon Trl
5.0 out of 5 average rating, 11 reviews, 5 bedrooms, 6 beds, 3 bathrooms
18–23 Jul