filters

Search results; Over 1,000 homes in Simpsonville

Top guest favourite
Home in Simpsonville
Eastern Sky
3 bedrooms, 3 beds, 2 private bathrooms
5–10 Oct
,
4.95 out of 5 average rating, 44 reviews
Top guest favourite
Place to stay in Simpsonville
Private Lower Level King Bed/Farm View
2 bedrooms, 2 beds
11–16 Oct
4.99 out of 5 average rating, 783 reviews
Guest favourite
Home in Simpsonville
Luxury Country Retreat w 7 Bedroom | Bourbon Trail
7 bedrooms, 7 beds
1–6 Sept
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Room in Simpsonville
A Slice Of Bourbon Country 1 BR *Fresh Breakfast*
1 king bed
17–22 Oct
5.0 out of 5 average rating, 102 reviews
Top guest favourite
Room in Simpsonville
Sky Blue Ensuite has a King bed & balcony.
1 king bed
1–6 Sept
4.99 out of 5 average rating, 625 reviews
Top guest favourite
Cottage in Simpsonville
KY Cottage near Bourbon, Expo & Horse Park|Hot Tub
3 bedrooms, 4 beds
21–26 Oct
5.0 out of 5 average rating, 68 reviews
Top guest favourite
Flat in Simpsonville
Ridgecrest Estate. Comfort and Convenience.
1 king bed
6–11 Sept
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
6–11 Sept
4.98 out of 5 average rating, 40 reviews
Top guest favourite
Home in Simpsonville
Sleeps 26, Hot Tub & Sauna - Near Bourbon Trail
6 bedrooms, 14 beds
5–11 Oct
5.0 out of 5 average rating, 15 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, 57 reviews
Top guest favourite
Loft in Shelbyville
The Stick at Pondview
3 bedrooms, 4 beds
18–23 Oct
5.0 out of 5 average rating, 18 reviews
Top guest favourite
Cabin in Louisville
Historically Registered 1847 Log Home
3 bedrooms, 6 beds
8–13 Sept
5.0 out of 5 average rating, 79 reviews
Guest favourite
Farm stay in Shelbyville
Horse &Hound Bourbon Trail Retreat@Chickapoo Farm
3 bedrooms, 4 beds
1–6 Sept
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Home in Louisville
Unique Serenity - Entire Home On Private 3-Acres
4 bedrooms, 6 beds
12–17 Oct
5.0 out of 5 average rating, 64 reviews
Top guest favourite
Loft in Shelbyville
The Lucky Penny Downtown Loft - Central Location!
1 bedroom, 2 beds
12–17 Sept
4.92 out of 5 average rating, 52 reviews
Top guest favourite
Home in Shelbyville
Historic Downtown~Heart of Bourbon Trail
3 bedrooms, 4 beds
13–18 Oct
5.0 out of 5 average rating, 64 reviews
Top guest favourite
Cabin in Shelbyville
The Rec Farm-Log Cabin, Private Lake & Arcade
3 bedrooms, 7 beds
13–18 Sept
5.0 out of 5 average rating, 21 reviews
Home in Shelbyville
Long Ridge Farm
3 bedrooms, 4 beds
7–12 Sept
Top guest favourite
Barn in Louisville
Luxury modern barn home on a Kentucky horse farm
3 bedrooms, 4 beds
2–7 Sept
5.0 out of 5 average rating, 21 reviews