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Search results; Over 1,000 homes in Shelbyville

Guest favourite
Cabin in Shelbyville
Cabin with spectacular views, creek, & hot tub
2 bedrooms, 3 beds, 1 private bathroom
21–26 Jul
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4.94 out of 5 average rating, 112 reviews
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
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
24–29 Jul
Top guest favourite
Apartment in Shelbyville
Modern cozy condo, family, friends & bourbon trail
4.94 out of 5 average rating, 156 reviews, 2 bedrooms, 2 beds, 2 bathrooms
19–24 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
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
Home in Shelbyville
The Hutch on Hardesty
5.0 out of 5 average rating, 23 reviews, 1 bedroom, 2 beds, 1 bathroom
21–26 Jul
Top guest favourite
Home in Shelbyville
Bourbon, Bridles & Birdies Retreat
5.0 out of 5 average rating, 17 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, 151 reviews, 2 bedrooms, 2 beds, 2 bathrooms
1–6 Aug
Guest favourite
Home in Shelbyville
1909 BourbonTrail Gem | 4 King Beds | Fire Pit
5.0 out of 5 average rating, 7 reviews, 4 bedrooms, 4 beds, 4 bathrooms
21–26 Jul
Top guest favourite
Home in Shelbyville
Hot Tub Speakeasy Game Room on Bourbon Trail
4.98 out of 5 average rating, 60 reviews, 3 bedrooms, 5 beds, 3.5 bathrooms
19–24 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 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
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
Guest favourite
Home in Simpsonville
Luxury Country Retreat w 7 Bedroom | Bourbon Trail
5.0 out of 5 average rating, 6 reviews, 5 bedrooms, 7 beds, 3.5 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, 61 reviews, 3 bedrooms, 4 beds, 2 bathrooms
9–14 Aug
Top guest favourite
Cabin in Louisville
Historic Cabin by Bourbon Trail
4.98 out of 5 average rating, 304 reviews, 1 bedroom, 2 beds, 1 bathroom
19–24 Jul
Top guest favourite
Home in Finchville
Country Retreat on Bourbon Trail - Fire Pit - King
5.0 out of 5 average rating, 88 reviews, 2 bedrooms, 2 beds, 1 bathroom
18–23 Aug