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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
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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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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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
1909 BourbonTrail Gem | 4 King Beds | Fire Pit
4 bedrooms, 4 king beds, 4 bathrooms
25–30 Oct
5.0 out of 5 average rating, 9 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
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
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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Guest favourite
Home in Shelbyville
Hitching Post on the Bourbon Trl
5 bedrooms, 6 beds, 3 bathrooms
26 Sept – 1 Oct
5.0 out of 5 average rating, 13 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
29 Sept – 4 Oct
5.0 out of 5 average rating, 91 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
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 Simpsonville
Luxury Country Retreat w 7 Bedroom | Bourbon Trail
7 bedrooms, 7 beds, 3.5 bathrooms
18–23 Sept
5.0 out of 5 average rating, 10 reviews
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Guest favourite
Loft in Shelbyville
Ideal Location + Futuristic Decor | Galaxy Getaway
1 bedroom, 1 queen bed, 1 bathroom
30 Nov – 5 Dec
4.93 out of 5 average rating, 41 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
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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Guest favourite
Farm stay in Shelbyville
Horse &Hound Bourbon Trail Retreat@Chickapoo Farm
3 bedrooms, 4 beds, 2 bathrooms
29 Sept – 4 Oct
5.0 out of 5 average rating, 16 reviews
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Guest favourite
Home in Shelbyville
Hot Tub | Firepit | Putting Green | 5 Bedrooms
5 bedrooms, 5 king beds, 3 bathrooms
27 Sept – 2 Oct
4.88 out of 5 average rating, 26 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