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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
4.97 out of 5 average rating, 139 reviews, 1 bedroom, 1 bed, 1 bathroom
13–18 Jul
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
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
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
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
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
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
Top guest favourite
Home in Shelbyville
Jeptha Crest-Bourbon Trail, Hot Tub, Sauna, Dog OK
5.0 out of 5 average rating, 26 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
26–31 Jul
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
Bourbon, Bridles & Birdies Retreat
5.0 out of 5 average rating, 16 reviews, 4 bedrooms, 7 beds, 2 bathrooms
17–22 Aug
Top guest favourite
Cabin in Frankfort
Sip on bourbon in the hot tub! +hiking & game shed
5.0 out of 5 average rating, 150 reviews, 2 bedrooms, 2 beds, 2 bathrooms
1–6 Aug
Top guest favourite
Home in Waddy
Private A-frame Cabin | Hot tub, Firepit & Views
5.0 out of 5 average rating, 38 reviews, 2 bedrooms, 4 beds, 2 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
Home in Pleasureville
Bourbon Trail Country Getaway
5.0 out of 5 average rating, 26 reviews, 3 bedrooms, 4 beds, 2 bathrooms
20–25 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
19–24 Jul
Top guest favourite
Loft in Shelbyville
The Stick at Pondview
5.0 out of 5 average rating, 17 reviews, 3 bedrooms, 4 beds, 1 bathroom
19–24 Jul
Top guest favourite
Cabin in Lawrenceburg
Hidden View Cabin
4.99 out of 5 average rating, 120 reviews, 1 bedroom, 2 beds, 1 bathroom
8–13 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