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Search results; Over 1,000 homes in Shelbyville

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Top guest favourite
Flat in Shelbyville
Unique Downtown Studio with an Industrial Vibe
1 bedroom, 1 queen bed, 1 bathroom
2–7 Oct
4.97 out of 5 average rating, 148 reviews
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Guest favourite
Loft in Shelbyville
The Lucky Penny Downtown Loft - Central Location!
1 bedroom, 2 beds, 1 bathroom
26 Sept – 1 Oct
4.91 out of 5 average rating, 55 reviews
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Guest favourite
Home in Shelbyville
Lake Escape | Fire Pit, Fishing & Bourbon Trail
1 bedroom, 1 queen bed, 1.5 bathrooms
27 Sept – 2 Oct
4.91 out of 5 average rating, 106 reviews
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Top guest favourite
Home in Shelbyville
Bourbon, Bridles & Birdies Retreat
4 bedrooms, 7 beds, 2 bathrooms
7–12 Dec
5.0 out of 5 average rating, 25 reviews
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Guest favourite
Home in Shelbyville
The Hutch on Hardesty
1 bedroom, 2 beds, 1 bathroom
15–20 Oct
4.97 out of 5 average rating, 29 reviews
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Home in Shelbyville
Cozy 3BR Retreat by Golf Club, Near Louisville KY
3 bedrooms, 3 beds, 2 bathrooms
24–29 Oct
New place to stay
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Superhost
Home in Shelbyville
the bourbon barrel escape HotTub Game Room
4 bedrooms, 5 beds, 3 bathrooms
25–30 Oct
New place to stay
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Top guest favourite
Guest house in Shelbyville
Cottage of Eden. Bourbon Trail Stay in Shelby Co.
1 bedroom, 1 king bed, 1 bathroom
4–9 Oct
4.97 out of 5 average rating, 147 reviews
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Top guest favourite
Home in Shelbyville
Kentucky Estate: Speakeasy, Theater & Sleeps 20
8 bedrooms, 11 beds, 4.5 bathrooms
18–23 Sept
4.99 out of 5 average rating, 68 reviews
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Top guest favourite
Room in Simpsonville
A Slice Of Bourbon Country 1 BR *Fresh Breakfast*
1 king bed, 1.5 bathrooms
30 Oct – 4 Nov
5.0 out of 5 average rating, 105 reviews
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Top guest favourite
Apartment in Shelbyville
Modern cozy condo, family, friends & bourbon trail
2 bedrooms, 2 beds, 2 bathrooms
31 Oct – 5 Nov
4.94 out of 5 average rating, 160 reviews
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Top guest favourite
Farm stay in Shelbyville
Lux Horse Farm * Pklball * Swim Spa * Sauna * Golf * Speakeasy
7 bedrooms, 8 beds, 4 bathrooms
8–13 Nov
5.0 out of 5 average rating, 45 reviews
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Top guest favourite
Home in Shelbyville
Bourbon Trail! Game Room Hot Tub Speakeasy FirePit
3 bedrooms, 5 beds, 3.5 bathrooms
18–23 Oct
4.98 out of 5 average rating, 64 reviews
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Top guest favourite
Farm stay in Shelbyville
A truly Kentucky experience on the Bourbon Trail
4 bedrooms, 7 beds, 4.5 bathrooms
18–23 Sept
5.0 out of 5 average rating, 15 reviews
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Guest favourite
Flat in Shelbyville
End of Summer Vacation Getaway
6 bedrooms, 6 queen beds, 6 bathrooms
26–31 Oct
4.94 out of 5 average rating, 17 reviews
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Top guest favourite
Home in Shelbyville
4BR Bourbon Trail | Sauna Hot Tub Fire Pit Gym
4 bedrooms, 5 beds, 2.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 13 reviews
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Guest favourite
Home in Shelbyville
Historic Centrally Located Gem •Hot Tub •Sleeps 10
4 bedrooms, 5 beds, 3 bathrooms
18–23 Oct
4.92 out of 5 average rating, 36 reviews
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Guest favourite
Loft in Shelbyville
Sleeps 16/near everything-Transportation available
5 bedrooms, 7 beds, 3.5 bathrooms
20–25 Sept
4.99 out of 5 average rating, 142 reviews