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Search results; Over 1,000 homes in Shelbyville

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Top guest favourite
Guest house in Shelbyville
Cottage of Eden. Bourbon Trail Stay in Shelby Co.
1 bedroom, 1 bed, 1 private bathroom
4–9 Oct
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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
18–23 Sept
4.99 out of 5 average rating, 68 reviews
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Home in Shelbyville
Cozy 3BR Retreat by Golf Club, Near Louisville KY
3 bedrooms, 3 beds
24–29 Oct
New place to stay
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Top guest favourite
Home in Shelbyville
Bourbon, Bridles & Birdies Retreat
4 bedrooms, 7 beds
7–12 Dec
5.0 out of 5 average rating, 25 reviews
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Superhost
Home in Shelbyville
the bourbon barrel escape HotTub Game Room
4 bedrooms, 5 beds
25–30 Oct
New place to stay
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Top guest favourite
Flat in Shelbyville
Unique Downtown Studio with an Industrial Vibe
1 bedroom, 1 queen bed
2–7 Oct
4.97 out of 5 average rating, 148 reviews
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Guest favourite
Loft in Shelbyville
Close to Buffalo Trace/Transpo available-Must See
5 bedrooms, 5 beds
20–25 Sept
4.98 out of 5 average rating, 124 reviews
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Guest favourite
Home in Simpsonville
Luxury Country Retreat w 7 Bedroom | Bourbon Trail
7 bedrooms, 7 beds
17–22 Sept
5.0 out of 5 average rating, 9 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
8–13 Nov
5.0 out of 5 average rating, 45 reviews
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Top guest favourite
Home in Shelbyville
4BR Bourbon Trail | Sauna Hot Tub Fire Pit Gym
4 bedrooms, 5 beds
4–9 Oct
5.0 out of 5 average rating, 13 reviews
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Top guest favourite
Farm stay in Shelbyville
A truly Kentucky experience on the Bourbon Trail
4 bedrooms, 7 beds
18–23 Sept
5.0 out of 5 average rating, 15 reviews
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Top guest favourite
Home in Finchville
Country Retreat on Bourbon Trail - Fire Pit - King
2 bedrooms, 2 beds
29 Sept – 4 Oct
5.0 out of 5 average rating, 91 reviews
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Guest favourite
Home in Shelbyville
Bourbon & Bluegrass Retreat | Fun & Cozy Stay
4 bedrooms, 5 beds
4–9 Oct
4.87 out of 5 average rating, 31 reviews
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Top guest favourite
Home in Shelbyville
Parris on Main St - Downtown, Bourbon and Derby!
3 bedrooms, 4 beds
1–6 Jan
4.96 out of 5 average rating, 27 reviews
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Home in Shelbyville
Long Ridge Farm
3 bedrooms, 4 beds
27 Sept – 2 Oct
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Guest favourite
Home in Shelbyville
Historic Centrally Located Gem •Hot Tub •Sleeps 10
4 bedrooms, 5 beds
18–23 Oct
4.92 out of 5 average rating, 36 reviews
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Guest favourite
Loft in Shelbyville
The Lucky Penny Downtown Loft - Central Location!
1 bedroom, 2 beds
26 Sept – 1 Oct
4.91 out of 5 average rating, 55 reviews
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Top guest favourite
Cabin in Shelbyville
Cozy Hillside Cabin, Slps 20+, Speakeasy + Hot Tub
4 bedrooms, 11 beds
4–9 Oct
5.0 out of 5 average rating, 38 reviews
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Top guest favourite
Rooms in Simpsonville
Slice Of Bourbon Country 2 BR FreshBreakfast
2 bedrooms, 2 beds
17–22 Oct
5.0 out of 5 average rating, 54 reviews