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Search results; Over 1,000 homes in Simpsonville

Top guest favourite
Room in Simpsonville
Sky Blue Ensuite has a King bed & balcony.
1 bedroom, 1 bed, 1 private bathroom
19–24 Jul
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4.99 out of 5 average rating, 623 reviews
Top guest favourite
Place to stay in Simpsonville
Private Lower Level King Bed/Farm View
2 bedrooms, 2 beds
2–7 Aug
4.99 out of 5 average rating, 766 reviews
Top guest favourite
Home in Simpsonville
Luxury Country Retreat w 7 Bedroom | Bourbon Trail
5 bedrooms, 7 beds
2–7 Jul
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Cottage in Simpsonville
KY Cottage near Bourbon, Expo & Horse Park|Hot Tub
3 bedrooms, 4 beds
9–14 Aug
5.0 out of 5 average rating, 59 reviews
Guest favourite
Home in Simpsonville
Eastern Sky
3 bedrooms, 3 beds
19–24 Jul
4.94 out of 5 average rating, 36 reviews
Guest favourite
Home in Simpsonville
The Haven Simpsonville* Bourbon Trail* 3 bed/3bath
3 bedrooms, 3 queen beds
2–7 Jul
4.97 out of 5 average rating, 36 reviews
Top guest favourite
Flat in Simpsonville
Ridgecrest Estate. Comfort and Convenience.
1 king bed
3–8 Jul
4.98 out of 5 average rating, 141 reviews
Top guest favourite
Rooms in Simpsonville
Slice Of Bourbon Country 2 BR FreshBreakfast
2 bedrooms, 2 beds
19–24 Jul
5.0 out of 5 average rating, 49 reviews
Top guest favourite
Home in Simpsonville
Sleeps 24, Hot Tub, Sauna, Privacy on 5 acres
6 bedrooms, 14 beds
2–7 Jul
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Farm stay in Simpsonville
Farm House - near Bourbon Trail & Pet Friendly
4 bedrooms, 4 beds
11–16 Jul
4.88 out of 5 average rating, 92 reviews
Top guest favourite
Farm stay in Simpsonville
4BR Farm~Bourbon Trail~private heated pool~horses
4 bedrooms, 4 beds
8–13 Sept
5.0 out of 5 average rating, 50 reviews
Top guest favourite
Home in Shelbyville
Parris on Main St - Downtown, Bourbon and Derby!
3 bedrooms, 4 beds
5–10 Jul
4.96 out of 5 average rating, 23 reviews
Top guest favourite
Farm stay in Shelbyville
Cozy Retreat at Red Gate Farm
1 bedroom, 1 queen bed
13–18 Jul
4.99 out of 5 average rating, 94 reviews
Superhost
Home in Buckner
Exclusive Buckner retreat w/ theater & game room!
3 bedrooms, 3 queen beds
19–24 Jul
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Crestwood
Briar Creek Cottage
2 bedrooms, 2 beds
19–24 Jul
5.0 out of 5 average rating, 86 reviews
Top guest favourite
Camper van/Motorhome in Louisville
The GiGi Airstream, Lakeside at Progress Park
1 bedroom, 5 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 157 reviews
Top guest favourite
Home in Louisville
Entire House in Middletown - Trailers/RVs access
3 bedrooms, 3 queen beds
21–26 Jul
4.96 out of 5 average rating, 51 reviews
Top guest favourite
Home in Pleasureville
Bourbon Trail Country Getaway
3 bedrooms, 4 beds
2–7 Jul
5.0 out of 5 average rating, 24 reviews
Guest favourite
Home in Shelbyville
Lake Escape | Fire Pit, Fishing & Bourbon Trail
1 bedroom, 1 queen bed
19–24 Jul
4.9 out of 5 average rating, 96 reviews