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Search results; Over 1,000 homes in Shepherdsville

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Top guest favourite
Cabin in Shepherdsville
Bourbon Cabin - Speakeasy/HotTub/Arcade/Derby
5 bedrooms, 6 beds, 3.5 private bathrooms
14–20 Sept
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4.98 out of 5 average rating, 121 reviews
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Guest favourite
Home in Shepherdsville
Modern Comfort •Bourbon Trail & Derby•Fenced yard
3 bedrooms, 8 beds, 2 bathrooms
4–9 Oct
4.92 out of 5 average rating, 97 reviews
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Guest favourite
Home in Shepherdsville
Cozy Little Home
3 bedrooms, 3 queen beds, 2 bathrooms
1–6 Sept
4.9 out of 5 average rating, 29 reviews
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Guest favourite
Flat in Shepherdsville
For the ones who serve
2 bedrooms, 2 beds, 1 bathroom
1–6 Sept
4.91 out of 5 average rating, 178 reviews
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Guest favourite
Room in Shepherdsville
Cozy, luxurious, and minutes from everything!
1 double bed, WC
5–10 Oct
5.0 out of 5 average rating, 7 reviews
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Guest favourite
Home in Shepherdsville
3 BED/2 BA on Bourbon Trail - Pet Friendly
3 bedrooms, 3 queen beds, 2 bathrooms
2–7 Oct
4.89 out of 5 average rating, 97 reviews
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Top guest favourite
Home in Shepherdsville
WynDown Spot
2 bedrooms, 3 beds, 2 bathrooms
1–6 Sept
4.96 out of 5 average rating, 135 reviews
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Home in Shepherdsville
Modern Farmhouse w/ Fenced Yard & Fire Pit
3 bedrooms, 3 beds, 2 bathrooms
3–8 Oct
New place to stay
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Guest favourite
Home in Shepherdsville
Cedar Forest House
3 bedrooms, 4 beds, 1 bathroom
11–16 Oct
4.91 out of 5 average rating, 99 reviews
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Top guest favourite
Place to stay in Shepherdsville
A Little Bit of Kentucky
1 bedroom, 3 beds, 1 bathroom
1–6 Sept
4.89 out of 5 average rating, 346 reviews
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Top guest favourite
Home in Shepherdsville
Beach-Themed KY Retreat
3 bedrooms, 3 queen beds, 2 bathrooms
4–9 Oct
5.0 out of 5 average rating, 11 reviews
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Superhost
Home in Lebanon Junction
Bourbon Trail Retreat | 21 Acres Near Louisville
4 bedrooms, 7 beds, 4 bathrooms
1–6 Sept
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Home in Shepherdsville
Cozy Home Near the Bourbon Trail & KY Derby
4 bedrooms, 5 beds, 3 bathrooms
1–6 Sept
5.0 out of 5 average rating, 29 reviews
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Top guest favourite
Guest suite in Shepherdsville
Private 1000 sq ft 1-bedroom lower level apartment
1 bedroom, 1 queen bed, 1 bathroom
19–24 Oct
4.99 out of 5 average rating, 101 reviews
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Guest favourite
Home in Shepherdsville
Close to Bourbon Trl/I65/KY Expo/Parks!
5 bedrooms, 6 beds, 2 bathrooms
2–7 Nov
4.93 out of 5 average rating, 29 reviews
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Top guest favourite
Home in Mount Washington
Whiskey, Horses, & Hospitals
3 bedrooms, 3 beds, 2.5 bathrooms
28 Sept – 3 Oct
5.0 out of 5 average rating, 15 reviews
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Casa particular in Shepherdsville
NEW KY 5* HOME directly on I-65
3 bedrooms, 3 beds, 2 bathrooms
1–6 Sept
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Top guest favourite
Home in Mount Washington
The Bourbon Trail Bungalow Ping pong/Foosball/Bar
3 bedrooms, 3 beds, 2 bathrooms
1–6 Sept
4.97 out of 5 average rating, 64 reviews
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Home in Louisville
Happy House Stays Cozy Home Near Expo Center
3 bedrooms, 3 beds, 1 bathroom
1–6 Sept
New place to stay