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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
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
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
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
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
13–18 Jul
Top guest favourite
Farm stay in Shelbyville
Lux Horse Farm * Pklball * Swim Spa * Sauna * Golf * Speakeasy
5.0 out of 5 average rating, 34 reviews, 7 bedrooms, 8 beds, 4 bathrooms
30 Aug – 4 Sept
Top guest favourite
Home in Shelbyville
Bourbon, Bridles & Birdies Retreat
5.0 out of 5 average rating, 16 reviews, 4 bedrooms, 7 beds, 2 bathrooms
17–22 Aug
Guest favourite
Home in Shelbyville
Bourbon & Bluegrass Retreat | Fun & Cozy Stay
4.96 out of 5 average rating, 24 reviews, 4 bedrooms, 5 beds, 3 bathrooms
26–31 Jul
Top guest favourite
Home in Shelbyville
Historic Downtown~Heart of Bourbon Trail
5.0 out of 5 average rating, 62 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
3–8 Aug
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
Guest favourite
Home in Shelbyville
Historic Centrally Located Gem •Hot Tub •Sleeps 10
4.93 out of 5 average rating, 30 reviews, 4 bedrooms, 5 beds, 3 bathrooms
20–25 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
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
Guest favourite
Home in Shelbyville
Hitching Post on the Bourbon Trl
5.0 out of 5 average rating, 12 reviews, 5 bedrooms, 6 beds, 3 bathrooms
18–23 Jul
Top guest favourite
Cabin in Waddy
Luxury Lodge & hot tub, sleeps 16, serene setting
4.99 out of 5 average rating, 91 reviews, 5 bedrooms, 10 beds, 4 bathrooms
19–24 Jul
Guest favourite
Home in Shelbyville
Bourbon Trail Retreat: Pool, Hot tub & Game Room
5.0 out of 5 average rating, 9 reviews, 4 bedrooms, 4 beds, 2.5 bathrooms
2–7 Aug
Top guest favourite
Cabin in Shelbyville
Cozy Hillside Cabin, Slps 20+, Speakeasy + Hot Tub
5.0 out of 5 average rating, 31 reviews, 4 bedrooms, 11 beds, 3.5 bathrooms
13–18 Jul
Guest favourite
Home in Shelbyville
Heated pool~ Sauna~HotTubs~Cinema~16 Beds~Firepit
5.0 out of 5 average rating, 12 reviews, 7 bedrooms, 16 beds, 4.5 bathrooms
14–19 Sept
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