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Search results; Over 1,000 homes in Shepherdsville

Top guest favourite
Cabin in Shepherdsville
Bourbon Cabin - Speakeasy/HotTub/Arcade/Derby
5 bedrooms, 6 beds, 3.5 private bathrooms
3–8 Oct
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4.98 out of 5 average rating, 123 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
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
Top guest favourite
Place to stay in Shepherdsville
A Little Bit of Kentucky
1 bedroom, 3 beds
4–9 Sept
4.89 out of 5 average rating, 347 reviews
Guest favourite
Flat in Shepherdsville
For the ones who serve
2 bedrooms, 2 beds
4–9 Sept
4.91 out of 5 average rating, 178 reviews
Guest favourite
Home in Shepherdsville
Cedar Forest House
3 bedrooms, 4 beds
5–10 Sept
4.91 out of 5 average rating, 99 reviews
Guest favourite
Home in Shepherdsville
Modern Comfort •Bourbon Trail & Derby•Fenced yard
3 bedrooms, 8 beds
4–9 Oct
4.92 out of 5 average rating, 97 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
WynDown Spot
2 bedrooms, 3 beds
4–9 Sept
4.96 out of 5 average rating, 135 reviews
Home in Shepherdsville
Modern Farmhouse w/ Fenced Yard & Fire Pit
3 bedrooms, 3 beds
3–8 Oct
New place to stay
Guest favourite
Home in Coxs Creek
The Retreat on Whitetail Pond
3 bedrooms, 3 beds
4–9 Sept
5.0 out of 5 average rating, 11 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 Coxs Creek
Distiller's Dream - Bourbon Trail Country Fun!
6 bedrooms, 8 beds
4–9 Sept
4.97 out of 5 average rating, 32 reviews
Top guest favourite
Home in Mount Washington
The Bourbon Trail Bungalow Ping pong/Foosball/Bar
3 bedrooms, 3 beds
4–9 Sept
4.97 out of 5 average rating, 64 reviews
Top guest favourite
Home in Coxs Creek
Distillery Overlook Barndo Home
3 bedrooms, 3 beds
13–18 Sept
5.0 out of 5 average rating, 53 reviews
Casa particular in Shepherdsville
NEW KY 5* HOME directly on I-65
3 bedrooms, 3 beds
4–9 Sept
Top guest favourite
Guest house in Elizabethtown
Private lake close to the Bourbon Trail
2 bedrooms, 4 beds
28 Sept – 3 Oct
4.99 out of 5 average rating, 78 reviews
Guest favourite
Cabin in Shepherdsville
Bourbon Trail Cabin
2 bedrooms, 2 beds
1–6 Jan
4.94 out of 5 average rating, 36 reviews
Top guest favourite
Home in Mount Washington
Bourbon Trail Bungalow, Ky Derby! Hot Tub
3 bedrooms, 4 beds
7–12 Sept
5.0 out of 5 average rating, 44 reviews