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Search results; Over 1,000 homes in Shepherdsville

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Top guest favourite
Home in Shepherdsville
Cozy Home Near the Bourbon Trail & KY Derby
4 bedrooms, 5 beds, 3 private bathrooms
5–10 Oct
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5.0 out of 5 average rating, 30 reviews
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Flat in Shepherdsville
Kingdom of Purradise
2 bedrooms, 2 queen beds
20–25 Sept
New place to stay
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Top guest favourite
Cabin in Shepherdsville
Bourbon Cabin - Speakeasy/HotTub/Arcade/Derby
5 bedrooms, 6 beds
15–20 Nov
4.98 out of 5 average rating, 125 reviews
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Guest favourite
Home in Shepherdsville
Cozy Little Home
3 bedrooms, 3 queen beds
18–23 Oct
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
4–9 Oct
4.91 out of 5 average rating, 178 reviews
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Guest favourite
Home in Shepherdsville
Cedar Forest House
3 bedrooms, 4 beds
18–23 Oct
4.91 out of 5 average rating, 100 reviews
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Guest favourite
Room in Shepherdsville
Cozy, luxurious, and minutes from everything!
1 double bed
5–10 Oct
5.0 out of 5 average rating, 9 reviews
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Home in Shepherdsville
Modern Farmhouse w/ Fenced Yard & Fire Pit
3 bedrooms, 3 beds
21–28 Sept
New place to stay
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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
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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, 99 reviews
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Superhost
Home in Lebanon Junction
Bourbon Trail Retreat | 21 Acres Near Louisville
4 bedrooms, 7 beds
17–22 Sept
5.0 out of 5 average rating, 4 reviews
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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, 12 reviews
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Top guest favourite
Home in Lebanon Junction
Happy Goose Hollow
3 bedrooms, 4 beds
4–9 Oct
4.93 out of 5 average rating, 59 reviews
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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
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Guest favourite
Cabin in Shepherdsville
Bourbon Trail Cabin
2 bedrooms, 2 beds
1–6 Jan
4.94 out of 5 average rating, 36 reviews
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Casa particular in Shepherdsville
NEW KY 5* HOME directly on I-65
3 bedrooms, 3 beds
21–26 Sept
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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
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Top guest favourite
Flat in Brooks
Cozy Studio in Brooks
1 queen bed
28 Sept – 3 Oct
4.98 out of 5 average rating, 50 reviews
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Cottage in Bardstown
Welcome to your “Hideaway” in the Bourbon Capital
1 bedroom, 2 queen beds
18–23 Sept
New place to stay