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Search results; Over 1,000 homes in Shelbyville

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Home in Shelbyville
2 Hot Tubs, Firepit, & Country Views
5 bedrooms, 8 beds, 3 private bathrooms
1–6 Sept
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4.71 out of 5 average rating, 14 reviews
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Guest favourite
Loft in Shelbyville
Sleeps 16/near everything-Transportation available
5 bedrooms, 7 beds, 3.5 bathrooms
1–6 Sept
4.99 out of 5 average rating, 142 reviews
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Top guest favourite
Cabin in Shelbyville
The Rec Farm-Log Cabin, Private Lake & Arcade
3 bedrooms, 7 beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 21 reviews
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Top guest favourite
Home in Shelbyville
Kentucky Estate: Speakeasy, Theater & Sleeps 20
8 bedrooms, 11 beds, 4.5 bathrooms
15–20 Sept
4.99 out of 5 average rating, 67 reviews
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Home in Shelbyville
Long Ridge Farm
3 bedrooms, 4 beds, 2.5 bathrooms
7–12 Sept
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Farm stay in Simpsonville
Restored 1919 Farmhouse on 100 Private Acres
4 bedrooms, 3 beds, 2 bathrooms
1–6 Sept
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Top guest favourite
Loft in Shelbyville
The Stick at Pondview
3 bedrooms, 4 beds, 1 bathroom
18–23 Oct
5.0 out of 5 average rating, 18 reviews
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Top guest favourite
Home in Shelbyville
Luxury Manor 8BR 16 Beds HeatedPool~Sauna~ HotTubs
7 bedrooms, 16 beds, 4.5 bathrooms
17–22 Oct
5.0 out of 5 average rating, 21 reviews
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Guest favourite
Farm stay in Shelbyville
Horse &Hound Bourbon Trail Retreat@Chickapoo Farm
3 bedrooms, 4 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 16 reviews
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Top guest favourite
Home in Waddy
Cabin Escape | Hot Tub, Game Room & Fire Pit
2 bedrooms, 4 beds, 2 bathrooms
6–11 Sept
4.98 out of 5 average rating, 45 reviews
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Guest favourite
Farm stay in Shelbyville
A truly Kentucky experience on the Bourbon Trail
4 bedrooms, 7 beds, 4.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 14 reviews
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Top guest favourite
Cabin in Waddy
Landmark Luxury Lodge in the heart of the Blugrass
5 bedrooms, 10 beds, 4 bathrooms
6–11 Sept
4.99 out of 5 average rating, 92 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
4.9 out of 5 average rating, 102 reviews
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Top guest favourite
Apartment in Shelbyville
Modern cozy condo, family, friends & bourbon trail
2 bedrooms, 2 beds, 2 bathrooms
7–12 Sept
4.94 out of 5 average rating, 159 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, 12 reviews
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Top guest favourite
Home in Louisville
The Persimmon Ridge Lodge - Golf Room & Pickleball
7 bedrooms, 9 beds, 5 bathrooms
15–20 Sept
4.97 out of 5 average rating, 94 reviews
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Top guest favourite
Cabin in Louisville
Historically Registered 1847 Log Home
3 bedrooms, 6 beds, 2.5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 79 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
The Hutch on Hardesty
1 bedroom, 2 beds, 1 bathroom
5–10 Oct
4.96 out of 5 average rating, 27 reviews