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Search results; Over 1,000 homes in Shelbyville

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Guest favourite
Cottage in Shelbyville
Hot Tub ~ Art Gallery ~ Bourbon Trail ~ KY Derby
3 bedrooms, 5 beds, 3 private bathrooms
8–13 Nov
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4.96 out of 5 average rating, 92 reviews
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Top guest favourite
Flat in Shelbyville
Unique Downtown Studio with an Industrial Vibe
1 bedroom, 1 queen bed, 1 bathroom
4–9 Oct
4.97 out of 5 average rating, 150 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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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, 148 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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Guest favourite
Home in Shelbyville
Hitching Post on the Bourbon Trl
5 bedrooms, 6 beds, 3 bathrooms
12–17 Oct
5.0 out of 5 average rating, 13 reviews
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Top guest favourite
Loft in Shelbyville
The Lucky Penny Downtown Loft - Central Location!
1 bedroom, 2 beds, 1 bathroom
1–6 Oct
4.91 out of 5 average rating, 56 reviews
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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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Superhost
Home in Shelbyville
the bourbon barrel escape HotTub Game Room
4 bedrooms, 5 beds, 3 bathrooms
5–10 Oct
New place to stay
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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
Bourbon, Bridles & Birdies Retreat
4 bedrooms, 7 beds, 2 bathrooms
14–19 Dec
5.0 out of 5 average rating, 26 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
Cabin in Shelbyville
Cozy Hillside Cabin, Slps 20+, Speakeasy + Hot Tub
4 bedrooms, 11 beds, 3.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 38 reviews
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Top guest favourite
Farm stay in Shelbyville
Cozy Retreat at Red Gate Farm
1 bedroom, 1 queen bed, 1 bathroom
10–15 Oct
4.99 out of 5 average rating, 103 reviews
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Top guest favourite
Home in Finchville
Country Retreat on Bourbon Trail - Fire Pit - King
2 bedrooms, 2 beds, 1 bathroom
30 Oct – 4 Nov
5.0 out of 5 average rating, 91 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, 107 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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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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Top guest favourite
Home in Shelbyville
Bourbon Trail Farmhouse | Hot Tub + Fenced Yard
3 bedrooms, 5 beds, 2 bathrooms
20–25 Oct
5.0 out of 5 average rating, 13 reviews