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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
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
3–8 Aug
Top guest favourite
Home in Shelbyville
Kentucky Estate: Speakeasy, Theater & Sleeps 20
4.98 out of 5 average rating, 62 reviews, 8 bedrooms, 11 beds, 4.5 bathrooms
2–7 Aug
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
22–27 Aug
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
Flat in Shelbyville
Downtown Main St 1-Bedroom Suite w/ Hi-Speed Wifi
4.96 out of 5 average rating, 78 reviews, 1 bedroom, 1 bed, 1 bathroom
27 Jul – 1 Aug
Top guest favourite
Cabin in Frankfort
Sip on bourbon in the hot tub! +hiking & game shed
5.0 out of 5 average rating, 153 reviews, 2 bedrooms, 2 beds, 2 bathrooms
1–6 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
26–31 Jul
Top guest favourite
Cabin in Lawrenceburg
Romantic Cozy Cabin Getaway w/ Firepit & Hot Tub
4.98 out of 5 average rating, 251 reviews, 1 bedroom, 2 beds, 1 bathroom
2–7 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
31 Jul – 5 Aug
Guest favourite
Home in Simpsonville
Eastern Sky
4.95 out of 5 average rating, 39 reviews, 3 bedrooms, 3 beds, 2 bathrooms
22–27 Jul
Top guest favourite
Home in Shelbyville
Bourbon, Bridles & Birdies Retreat
5.0 out of 5 average rating, 18 reviews, 4 bedrooms, 7 beds, 2 bathrooms
17–22 Aug
Top guest favourite
Home in Shelbyville
Bourbon Trail Retreat: Pool, Hot tub & Game Room
5.0 out of 5 average rating, 10 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
Home in Shelbyville
Long Ridge Farm
3 bedrooms, 4 beds, 2.5 bathrooms
21–26 Jul
Top guest favourite
Home in Waddy
Private A-frame Cabin | Hot tub, Firepit & Views
5.0 out of 5 average rating, 39 reviews, 2 bedrooms, 4 beds, 2 bathrooms
9–14 Aug
Guest favourite
Home in Shelbyville
Historic Centrally Located Gem •Hot Tub •Sleeps 10
4.94 out of 5 average rating, 31 reviews, 4 bedrooms, 5 beds, 3 bathrooms
29 Jul – 3 Aug
Guest favourite
Home in Simpsonville
Luxury Country Retreat w 7 Bedroom | Bourbon Trail
5.0 out of 5 average rating, 6 reviews, 7 bedrooms, 7 beds, 3.5 bathrooms
31 Jul – 5 Aug
Top guest favourite
Home in Shelbyville
Hot Tub Speakeasy Game Room FirePit Bourbon Trail
4.98 out of 5 average rating, 60 reviews, 3 bedrooms, 5 beds, 3.5 bathrooms
29 Jul – 3 Aug