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Search results; Over 1,000 homes in Shelbyville

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Guest favourite
Loft in Shelbyville
The Lucky Penny Downtown Loft - Central Location!
1 bedroom, 2 beds, 1 private bathroom
1–6 Oct
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4.91 out of 5 average rating, 56 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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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, 150 reviews
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Superhost
Home in Shelbyville
the bourbon barrel escape HotTub Game Room
4 bedrooms, 5 beds, 3 bathrooms
1–6 Nov
New place to stay
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Home in Simpsonville
Spacious Bourbon retreat near Downtown Louisville!
5 bedrooms, 6 beds, 2 bathrooms
12–17 Oct
5.0 out of 5 average rating, 3 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 Oct
4.99 out of 5 average rating, 69 reviews
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Superhost
Flat in Louisville
Modern Downtown Gem 1bdr
1 bedroom, 2 beds, 1 bathroom
4–9 Oct
New place to stay
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Guest favourite
Loft in Shelbyville
Close to Buffalo Trace/Transpo available-Must See
5 bedrooms, 5 beds, 3 bathrooms
4–9 Oct
4.98 out of 5 average rating, 124 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
1–6 Oct
5.0 out of 5 average rating, 15 reviews
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Guest favourite
Home in Shelbyville
Bourbon & Bluegrass Retreat | Fun & Cozy Stay
4 bedrooms, 5 beds, 3 bathrooms
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, 2.5 bathrooms
1–6 Jan
4.97 out of 5 average rating, 29 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, 37 reviews
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Top guest favourite
Home in Shelbyville
Bourbon, Bridles & Birdies Retreat
4 bedrooms, 7 beds, 2 bathrooms
14–19 Dec
5.0 out of 5 average rating, 25 reviews
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Top guest favourite
Home in Shelbyville
HeatedPool~Sauna~ 2 HotTubs ~16 beds ~ Sleeps 25
7 bedrooms, 16 beds, 4.5 bathrooms
25–30 Oct
5.0 out of 5 average rating, 24 reviews
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Guest favourite
Home in Simpsonville
Luxury Country Retreat w 7 Bedroom | Bourbon Trail
7 bedrooms, 7 beds, 3.5 bathrooms
1–6 Oct
5.0 out of 5 average rating, 10 reviews
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Home in Shelbyville
Long Ridge Farm
3 bedrooms, 4 beds, 2.5 bathrooms
4–9 Oct
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Top guest favourite
Home in Finchville
Country Retreat on Bourbon Trail - Fire Pit - King
2 bedrooms, 2 beds, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 91 reviews
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Guest favourite
Home in Shelbyville
Flint Ridge|Sleeps 29|Heated Pool/HotTub|Golf Sim
10 bedrooms, 14 beds, 5.5 bathrooms
1–6 Oct
5.0 out of 5 average rating, 18 reviews
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Top guest favourite
Rooms in Simpsonville
Slice Of Bourbon Country 2 BR FreshBreakfast
2 bedrooms, 2 beds, 1.5 bathrooms
30 Oct – 4 Nov
5.0 out of 5 average rating, 54 reviews