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Search results; Over 1,000 homes in Shelbyville

Top guest favourite
Cottage in Shelbyville
Cozy Cottage on Firefly Farm
Studio, 1 bed, 1 private bathroom
1–6 Sept
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4.94 out of 5 average rating, 238 reviews
Top guest favourite
Home in Shelbyville
Kentucky Estate: Speakeasy, Theater & Sleeps 20
8 bedrooms, 11 beds, 4.5 bathrooms
2–7 Aug
4.98 out of 5 average rating, 62 reviews
Top guest favourite
Home in Shelbyville
Jeptha Crest-Bourbon Trail, Hot Tub, Sauna, Dog OK
3 bedrooms, 4 beds, 2.5 bathrooms
26–31 Jul
5.0 out of 5 average rating, 26 reviews
Top guest favourite
Apartment in Shelbyville
Modern cozy condo, family, friends & bourbon trail
2 bedrooms, 2 beds, 2 bathrooms
3–8 Aug
4.94 out of 5 average rating, 156 reviews
Guest favourite
Home in Shelbyville
Bourbon & Bluegrass Retreat | Fun & Cozy Stay
4 bedrooms, 5 beds, 3 bathrooms
26–31 Jul
4.96 out of 5 average rating, 24 reviews
Top guest favourite
Home in Shelbyville
Bourbon, Bridles & Birdies Retreat
4 bedrooms, 7 beds, 2 bathrooms
17–22 Aug
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Flat in Shelbyville
Unique Downtown Studio with an Industrial Vibe
1 bedroom, 1 queen bed, 1 bathroom
24–29 Jul
4.97 out of 5 average rating, 139 reviews
Top guest favourite
Cabin in Shelbyville
The Rec Farm-Log Cabin, Private Lake & Arcade
3 bedrooms, 7 beds, 2 bathrooms
24–29 Jul
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Cabin in Frankfort
Sip on bourbon in the hot tub! +hiking & game shed
2 bedrooms, 2 beds, 2 bathrooms
1–6 Aug
5.0 out of 5 average rating, 152 reviews
Home in Shelbyville
4BR Bourbon Trail | Sauna Hot Tub Fire Pit Gym
4 bedrooms, 5 beds, 2.5 bathrooms
1–6 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Shelbyville
Parris on Main St - Downtown, Bourbon and Derby!
3 bedrooms, 4 beds, 2.5 bathrooms
2–7 Aug
4.96 out of 5 average rating, 24 reviews
Top guest favourite
Cabin in Lawrenceburg
Romantic Cozy Cabin Getaway w/ Firepit & Hot Tub
1 bedroom, 2 beds, 1 bathroom
2–7 Aug
4.98 out of 5 average rating, 251 reviews
Guest favourite
Home in Shelbyville
1909 BourbonTrail Gem | 4 King Beds | Fire Pit
4 bedrooms, 4 king beds, 4 bathrooms
21–26 Jul
5.0 out of 5 average rating, 7 reviews
Guest favourite
Home in Simpsonville
Luxury Country Retreat w 7 Bedroom | Bourbon Trail
7 bedrooms, 7 beds, 3.5 bathrooms
19–24 Jul
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Waddy
Private A-frame Cabin | Hot tub, Firepit & Views
2 bedrooms, 4 beds, 2 bathrooms
19–24 Jul
5.0 out of 5 average rating, 38 reviews
Top guest favourite
Cottage in Simpsonville
KY Cottage near Bourbon, Expo & Horse Park|Hot Tub
3 bedrooms, 4 beds, 2 bathrooms
9–14 Aug
5.0 out of 5 average rating, 61 reviews
Top guest favourite
Home in Shelbyville
Hot Tub Speakeasy Game Room on Bourbon Trail
3 bedrooms, 5 beds, 3.5 bathrooms
20–25 Jul
4.98 out of 5 average rating, 60 reviews
Top guest favourite
Loft in Shelbyville
Ideal Location + Futuristic Decor | Galaxy Getaway
1 bedroom, 1 queen bed, 1 bathroom
20–25 Jul
4.95 out of 5 average rating, 39 reviews
Top guest favourite
Home in Shelbyville
The Hutch on Hardesty
1 bedroom, 2 beds, 1 bathroom
2–7 Aug
5.0 out of 5 average rating, 23 reviews