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Search results; Over 1,000 homes in Simpsonville

Descriptions are based on details hosts provide
Top guest favourite
Flat in Simpsonville
Ridgecrest Estate. Comfort and Convenience.
Studio, 1 bed, 1 private bathroom
18–23 Jul
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4.98 out of 5 average rating, 141 reviews
Top guest favourite
Place to stay in Simpsonville
Walkout level with fire pits, farm view
4.99 out of 5 average rating, 769 reviews, 2 bedrooms, 2 beds, 1 bathroom
2–7 Aug
Top guest favourite
Room in Simpsonville
Elegant mansion on 8 acres with pond
4.99 out of 5 average rating, 623 reviews, 1 king bed, 1 bathroom
19–24 Jul
Top guest favourite
Rooms in Simpsonville
Slice Of Bourbon Country 2 BR FreshBreakfast
5.0 out of 5 average rating, 51 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
19–24 Jul
Top guest favourite
Home in Simpsonville
New luxury retreat near Bourbon Trail
5.0 out of 5 average rating, 6 reviews, 5 bedrooms, 7 beds, 3.5 bathrooms
19–24 Jul
Top guest favourite
Cottage in Simpsonville
KY Cottage near Bourbon, Expo & Horse Park|Hot Tub
5.0 out of 5 average rating, 60 reviews, 3 bedrooms, 4 beds, 2 bathrooms
9–14 Aug
Guest favourite
Home in Simpsonville
Eastern Sky
4.95 out of 5 average rating, 37 reviews, 3 bedrooms, 3 beds, 2 bathrooms
21–26 Jul
Guest favourite
Home in Simpsonville
The Haven Simpsonville* Bourbon Trail* 3 bed/3bath
4.97 out of 5 average rating, 36 reviews, 3 bedrooms, 3 beds, 3 bathrooms
31 Jul – 5 Aug
Top guest favourite
Farm stay in Simpsonville
Farm House - near Bourbon Trail & Pet Friendly
4.89 out of 5 average rating, 96 reviews, 4 bedrooms, 4 beds, 1 bathroom
18–23 Jul
Top guest favourite
Loft in Shelbyville
Modern-rustic farmhouse on the Bourbon Trail
5.0 out of 5 average rating, 17 reviews, 3 bedrooms, 4 beds, 1 bathroom
19–24 Jul
Guest favourite
Home in Shelbyville
Hitching Post on the Bourbon Trl
5.0 out of 5 average rating, 12 reviews, 5 bedrooms, 6 beds, 3 bathrooms
18–23 Jul
Top guest favourite
Home in Simpsonville
Sleeps 24, Hot Tub, Sauna, Privacy on 5 acres
5.0 out of 5 average rating, 12 reviews, 6 bedrooms, 14 beds, 4 bathrooms
19–24 Jul
Guest favourite
Rooms in Louisville
Quiet neighborhood, half mile from trails
4.95 out of 5 average rating, 477 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
2–7 Aug
Top guest favourite
Home in Shelbyville
Walkable to Main Street with a fire pit
5.0 out of 5 average rating, 16 reviews, 4 bedrooms, 7 beds, 2 bathrooms
17–22 Aug
Guest favourite
Room in Louisville
Audubon Room / King Bed
4.93 out of 5 average rating, 532 reviews, 1 king bed, 1.5 bathrooms
2–7 Aug
Top guest favourite
Farm stay in Shelbyville
A 5-acre horse farm with fire pit
4.99 out of 5 average rating, 94 reviews, 1 bedroom, 1 bed, 1 bathroom
20–25 Jul
Guest favourite
Farm stay in Shelbyville
Horse &Hound Bourbon Trail Retreat@Chickapoo Farm
5.0 out of 5 average rating, 16 reviews, 3 bedrooms, 4 beds, 2 bathrooms
15–20 Jul
Top guest favourite
Home in Shelbyville
Renovated historic home on Bourbon Trail
5.0 out of 5 average rating, 62 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
3–8 Aug
Top guest favourite
Flat in Shelbyville
Unique Downtown Studio with an Industrial Vibe
4.97 out of 5 average rating, 139 reviews, 1 bedroom, 1 bed, 1 bathroom
15–20 Jul