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Search results; Over 1,000 homes in Shelbyville

Top guest favorite
Loft in Shelbyville
The Stick at Pondview
3 bedrooms, 4 beds, 1 private bath
Aug 16 – 21
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5.0 out of 5 average rating, 18 reviews
Top guest favorite
Apartment in Shelbyville
Unique Downtown Studio with an Industrial Vibe
1 bedroom, 1 queen bed, 1 bath
Aug 16 – 21
4.97 out of 5 average rating, 144 reviews
Guest favorite
Home in Shelbyville
The Hutch on Hardesty
1 bedroom, 2 beds, 1 bath
Aug 17 – 22
4.96 out of 5 average rating, 26 reviews
Top guest favorite
Train in Lawrenceburg
Bourbon Trail: Caboose on the Farm
1 bedroom, 3 beds, 1 bath
Nov 22 – 27
4.99 out of 5 average rating, 577 reviews
Top guest favorite
Home in Finchville
Country Retreat on Bourbon Trail - Fire Pit - King
2 bedrooms, 2 beds, 1 bath
Aug 19 – 24
5.0 out of 5 average rating, 91 reviews
Top guest favorite
Room in Simpsonville
Sky Blue Ensuite has a King bed & balcony.
1 king bed, 1 bath
Aug 13 – 18
4.99 out of 5 average rating, 625 reviews
Top guest favorite
Home in Shelbyville
Bourbon Trail*Hot Tub*Sauna*Mini Golf*Wi-Fi*EVSE
3 bedrooms, 4 beds, 2 baths
Aug 22 – 27
5.0 out of 5 average rating, 86 reviews
Top guest favorite
Condo in Shelbyville
Modern cozy condo, family, friends & bourbon trail
2 bedrooms, 2 beds, 2 baths
Aug 14 – 19
4.94 out of 5 average rating, 158 reviews
Guest favorite
Home in Shelbyville
Bourbon & Bluegrass Retreat | Fun & Cozy Stay
4 bedrooms, 5 beds, 3 baths
Aug 28 – Sep 2
4.9 out of 5 average rating, 29 reviews
Top guest favorite
Cabin in Mount Eden
Bourbon Country Cottage
2 bedrooms, 2 beds, 1 bath
Aug 13 – 18
4.97 out of 5 average rating, 188 reviews
Top guest favorite
Home in Simpsonville
Eastern Sky
3 bedrooms, 3 beds, 2 baths
Aug 16 – 21
4.95 out of 5 average rating, 42 reviews
Guest favorite
Loft in Shelbyville
The Lucky Penny Downtown Loft - Central Location!
1 bedroom, 2 beds, 1 bath
Aug 23 – 28
4.92 out of 5 average rating, 50 reviews
Top guest favorite
Cabin in Louisville
Historic Cabin by Bourbon Trail
1 bedroom, 2 beds, 1 bath
Aug 30 – Sep 4
4.98 out of 5 average rating, 312 reviews
Guest favorite
Home in Shelbyville
Lake Escape | Fire Pit, Fishing & Bourbon Trail
1 bedroom, 1 queen bed, 1.5 baths
Aug 21 – 26
4.9 out of 5 average rating, 99 reviews
Top guest favorite
Home in Pleasureville
Bourbon Trail Country Getaway
3 bedrooms, 4 beds, 2 baths
Aug 25 – 30
5.0 out of 5 average rating, 27 reviews
Top guest favorite
Home in Shelbyville
Bourbon, Bridles & Birdies Retreat
4 bedrooms, 7 beds, 2 baths
Dec 7 – 12
5.0 out of 5 average rating, 20 reviews
Top guest favorite
Cabin in Frankfort
On The Rocks
2 bedrooms, 3 beds, 2 baths
Nov 13 – 18
5.0 out of 5 average rating, 242 reviews
Top guest favorite
Home in Shelbyville
Game Room Hot Tub Speakeasy FirePit Bourbon Trail
3 bedrooms, 5 beds, 3.5 baths
Aug 21 – 26
4.98 out of 5 average rating, 62 reviews
Top guest favorite
Home in Frankfort
Green Acres
3 bedrooms, 3 beds, 1 bath
Aug 13 – 18
4.98 out of 5 average rating, 93 reviews