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Search results; Over 1,000 homes in Shepherdsville

Guest favourite
Cabin in Shepherdsville
Pickleball*Hot Tub*Pool*Bourbon Trail*Sleeps 16!
5 bedrooms, 9 beds, 5 private bathrooms
3–8 Oct
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4.92 out of 5 average rating, 60 reviews
Guest favourite
Home in Shepherdsville
Modern Comfort •Bourbon Trail & Derby•Fenced yard
3 bedrooms, 8 beds
25–30 Oct
4.92 out of 5 average rating, 99 reviews
Top guest favourite
Cabin in Shepherdsville
Bourbon Cabin - Speakeasy/HotTub/Arcade/Derby
5 bedrooms, 6 beds
3–8 Oct
4.98 out of 5 average rating, 124 reviews
Guest favourite
Flat in Shepherdsville
Blast from the Past
3 bedrooms, 3 beds
4–9 Oct
4.91 out of 5 average rating, 147 reviews
Guest favourite
Home in Shepherdsville
Cedar Forest House
3 bedrooms, 4 beds
18–23 Oct
4.91 out of 5 average rating, 99 reviews
Guest favourite
Flat in Shepherdsville
For the ones who serve
2 bedrooms, 2 beds
4–9 Oct
4.91 out of 5 average rating, 178 reviews
Home in Shepherdsville
Modern Farmhouse w/ Fenced Yard & Fire Pit
3 bedrooms, 3 beds
8–13 Oct
New place to stay
Top guest favourite
Place to stay in Shepherdsville
A Little Bit of Kentucky
1 bedroom, 3 beds
27 Sept – 2 Oct
4.89 out of 5 average rating, 347 reviews
Guest favourite
Home in Shepherdsville
Close to Bourbon Trl/I65/KY Expo/Parks!
5 bedrooms, 6 beds
2–7 Nov
4.93 out of 5 average rating, 29 reviews
Guest favourite
Room in Shepherdsville
Cozy, luxurious, and minutes from everything!
1 double bed
5–10 Oct
5.0 out of 5 average rating, 7 reviews
Superhost
Home in Lebanon Junction
Bourbon Trail Retreat | 21 Acres Near Louisville
4 bedrooms, 7 beds
11–16 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Shepherdsville
Beach-Themed KY Retreat
3 bedrooms, 3 queen beds
4–9 Oct
5.0 out of 5 average rating, 11 reviews
Guest favourite
Home in Shepherdsville
3 BED/2 BA on Bourbon Trail - Pet Friendly
3 bedrooms, 3 beds
2–7 Oct
4.89 out of 5 average rating, 98 reviews
Top guest favourite
Guest suite in Shepherdsville
Private 1000 sq ft 1-bedroom lower level apartment
1 bedroom, 1 queen bed
19–24 Oct
4.99 out of 5 average rating, 101 reviews
Top guest favourite
Home in Shepherdsville
Cozy Home Near the Bourbon Trail & KY Derby
4 bedrooms, 5 beds
11–16 Sept
5.0 out of 5 average rating, 30 reviews
Casa particular in Shepherdsville
Elegant & New I-65 Sophisticated Model Home
4 bedrooms, 5 beds
12–17 Oct
5.0 out of 5 average rating, 4 reviews
Casa particular in Shepherdsville
NEW KY 5* HOME directly on I-65
3 bedrooms, 3 beds
21–26 Sept
Cabin in Shepherdsville
Family Cabin Near Downtown Louisville
2 bedrooms, 4 beds
27 Sept – 2 Oct
Top guest favourite
Home in Mount Washington
Bourbon Trail Bungalow, Ky Derby! Hot Tub
3 bedrooms, 4 beds
28 Sept – 3 Oct
5.0 out of 5 average rating, 45 reviews