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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, 1 bathroom
19–24 Jul
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, 3.5 bathrooms
1–6 Jul
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Simpsonville
Sleeps 24, Hot Tub, Sauna, Privacy on 5 acres
6 bedrooms, 14 beds, 4 bathrooms
1–6 Jul
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Cottage in Simpsonville
KY Cottage near Bourbon, Expo & Horse Park|Hot Tub
3 bedrooms, 4 beds, 2 bathrooms
12–17 Jul
5.0 out of 5 average rating, 58 reviews
Top guest favourite
Room in Simpsonville
A Slice Of Bourbon Country 1 BR *Fresh Breakfast*
1 king bed, 1.5 bathrooms
19–24 Jul
5.0 out of 5 average rating, 97 reviews
Top guest favourite
Flat in Simpsonville
Ridgecrest Estate. Comfort and Convenience.
1 king bed, 1 bathroom
1–6 Jul
4.98 out of 5 average rating, 141 reviews
Guest favourite
Home in Simpsonville
The Haven Simpsonville* Bourbon Trail* 3 bed/3bath
3 bedrooms, 3 queen beds, 3 bathrooms
1–6 Jul
4.97 out of 5 average rating, 36 reviews
Top guest favourite
Farm stay in Simpsonville
Farm House - near Bourbon Trail & Pet Friendly
4 bedrooms, 4 beds, 1 bathroom
11–16 Jul
4.88 out of 5 average rating, 92 reviews
Guest favourite
Home in Simpsonville
Eastern Sky
3 bedrooms, 3 beds, 2 bathrooms
19–24 Jul
4.94 out of 5 average rating, 34 reviews
Guest favourite
Loft in Shelbyville
Close to Buffalo Trace/Transpo available-Must See
5 bedrooms, 5 beds, 3 bathrooms
1–6 Jul
4.98 out of 5 average rating, 122 reviews
Top guest favourite
Cabin in Shelbyville
The Rec Farm-Log Cabin, Private Lake & Arcade
3 bedrooms, 7 beds, 2 bathrooms
12–17 Jul
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Guest house in Shelbyville
Cottage of Eden. Bourbon Trail Stay in Shelby Co.
1 bedroom, 1 king bed, 1 bathroom
5–10 Jul
4.98 out of 5 average rating, 137 reviews
Top guest favourite
Barn in Louisville
Luxury modern barn home on a Kentucky horse farm
3 bedrooms, 4 beds, 1 bathroom
1–6 Jul
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Farm stay in Simpsonville
4BR Farm~Bourbon Trail~private heated pool~horses
4 bedrooms, 4 beds, 3 bathrooms
8–13 Sept
5.0 out of 5 average rating, 49 reviews
Top guest favourite
Loft in Shelbyville
The Stick at Pondview
3 bedrooms, 4 beds, 1 bathroom
19–24 Jul
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Farm stay in Louisville
Gentleman’s Farm CEORetreat, Bourbon Trail, In-Cty
6 bedrooms, 15 beds, 3.5 bathrooms
1–6 Jul
5.0 out of 5 average rating, 38 reviews
Home in Shelbyville
Long Ridge Farm
3 bedrooms, 4 beds, 2.5 bathrooms
1–6 Jul
Home in Shelbyville
Between the Barrels & Barns
4 bedrooms, 4 queen beds, 2 bathrooms
3–8 Jul
5.0 out of 5 average rating, 3 reviews