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Search results; Over 1,000 homes in Simpsonville

Top guest favourite
Farm stay in Simpsonville
Farm House - near Bourbon Trail & Pet Friendly
4 bedrooms, 4 beds, 1 shared bathroom
9–14 Aug
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4.89 out of 5 average rating, 100 reviews
Top guest favourite
Place to stay in Simpsonville
Private Lower Level King Bed/Farm View
2 bedrooms, 2 beds, 1 bathroom
11–16 Oct
4.99 out of 5 average rating, 777 reviews
Top guest favourite
Room in Simpsonville
Sky Blue Ensuite has a King bed & balcony.
1 king bed, 1 bathroom
8–13 Aug
4.99 out of 5 average rating, 625 reviews
Top guest favourite
Home in Simpsonville
Eastern Sky
3 bedrooms, 3 beds, 2 bathrooms
10–15 Aug
4.95 out of 5 average rating, 42 reviews
Guest favourite
Home in Simpsonville
Luxury Country Retreat w 7 Bedroom | Bourbon Trail
7 bedrooms, 7 beds, 3.5 bathrooms
8–13 Aug
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Cottage in Simpsonville
KY Cottage near Bourbon, Expo & Horse Park|Hot Tub
3 bedrooms, 4 beds, 2 bathrooms
25–30 Oct
5.0 out of 5 average rating, 65 reviews
Top guest favourite
Rooms in Simpsonville
Slice Of Bourbon Country 2 BR FreshBreakfast
2 bedrooms, 2 beds, 1.5 bathrooms
21–26 Aug
5.0 out of 5 average rating, 53 reviews
Guest favourite
Home in Simpsonville
The Haven Simpsonville* Bourbon Trail* 3 bed/3bath
3 bedrooms, 3 queen beds, 3 bathrooms
9–14 Aug
4.97 out of 5 average rating, 38 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, 55 reviews
Top guest favourite
Flat in Simpsonville
Ridgecrest Estate. Comfort and Convenience.
1 king bed, 1 bathroom
9–14 Aug
4.98 out of 5 average rating, 141 reviews
Top guest favourite
Home in Simpsonville
Sleeps 26, Hot Tub & Sauna - Near Bourbon Trail
6 bedrooms, 14 beds, 4 bathrooms
16–21 Aug
5.0 out of 5 average rating, 14 reviews
Farm stay in Simpsonville
Restored 1919 Farmhouse on 100 Private Acres
4 bedrooms, 3 beds, 2 bathrooms
9–14 Aug
Top guest favourite
Guest house in Shelbyville
Cottage of Eden. Bourbon Trail Stay in Shelby Co.
1 bedroom, 1 king bed, 1 bathroom
9–14 Aug
4.97 out of 5 average rating, 144 reviews
Top guest favourite
Home in Louisville
Entire House in Middletown - Trailers/RVs access
3 bedrooms, 3 queen beds, 2.5 bathrooms
10–15 Aug
4.96 out of 5 average rating, 53 reviews
Room in Shelbyville
Near Weissinger Hills Golf Course + Free Breakfast
2 queen beds, 1 bathroom
9–14 Aug
New place to stay
Top guest favourite
Home in Shelbyville
Brown Ave Bourbon Trail & Beds- Shelbyville, KY
3 bedrooms, 3 beds, 2 bathrooms
20–25 Aug
5.0 out of 5 average rating, 64 reviews
Home in Shelbyville
Modern Farmhouse –Close to Horse Show & State Fair
3 bedrooms, 3 beds, 2 bathrooms
8–13 Aug
Guest suite in Simpsonville
Simply Simpsonville
1 bedroom, 1 queen bed, 1 bathroom
8–13 Aug
Top guest favourite
Home in Finchville
Country Retreat on Bourbon Trail - Fire Pit - King
2 bedrooms, 2 beds, 1 bathroom
19–24 Aug
5.0 out of 5 average rating, 90 reviews