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Search results; Over 1,000 homes in Shepherdsville

Flat in Shepherdsville
Kingdom of Purradise
2 bedrooms, 2 queen beds
20–25 Sept
New place to stay
Top guest favourite
Cabin in Shepherdsville
Bourbon Cabin - Speakeasy/HotTub/Arcade/Derby
5 bedrooms, 6 beds
29 Nov – 4 Dec
4.98 out of 5 average rating, 125 reviews
Top guest favourite
Flat in Shepherdsville
Blast from the Past
3 bedrooms, 3 beds
4–9 Oct
4.91 out of 5 average rating, 148 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, 8 reviews
Home in Shepherdsville
Modern 3BR house with patio & outdoor firepit
3 bedrooms, 3 beds
21–28 Sept
New place to stay
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
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
Top guest favourite
Place to stay in Shepherdsville
A Little Bit of Kentucky
1 bedroom, 3 beds
4–9 Oct
4.89 out of 5 average rating, 347 reviews
Guest favourite
Home in Shepherdsville
Cedar Forest House
3 bedrooms, 4 beds
18–23 Oct
4.91 out of 5 average rating, 100 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 Coxs Creek
Distiller's Dream - Bourbon Trail Country Fun!
6 bedrooms, 8 beds
15–20 Sept
4.97 out of 5 average rating, 32 reviews
Superhost
Home in Lebanon Junction
Bourbon Trail Retreat | 21 Acres Near Louisville
4 bedrooms, 7 beds
15–20 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Coxs Creek
A-Frame Home | Ultimate Retreat in Bourbon Country
3 bedrooms, 3 beds
4–9 Oct
4.94 out of 5 average rating, 96 reviews
Guest favourite
Home in Coxs Creek
The Retreat on Whitetail Pond
3 bedrooms, 3 beds
20–25 Sept
5.0 out of 5 average rating, 12 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
Guest favourite
Home in Simpsonville
Luxury Country Retreat w 7 Bedroom | Bourbon Trail
7 bedrooms, 7 beds
15–20 Sept
5.0 out of 5 average rating, 9 reviews
Casa particular in Shepherdsville
My NEW KY Home Directly off I-65
3 bedrooms, 3 beds
29 Sept – 4 Oct
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Elizabethtown
Birdie Birkdale Retreat
3 bedrooms, 6 beds
5–10 Nov
4.98 out of 5 average rating, 57 reviews