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Search results; Over 1,000 homes in Simpsonville

Top guest favourite
Flat in Simpsonville
Ridgecrest Estate. Comfort and Convenience.
Studio, 1 bed, 1 private bathroom
3–8 Aug
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4.98 out of 5 average rating, 141 reviews
Top guest favourite
Place to stay in Simpsonville
Private Lower Level King Bed/Farm View
4.99 out of 5 average rating, 773 reviews, 2 bedrooms, 2 beds, 1 bathroom
2–7 Aug
Top guest favourite
Room in Simpsonville
Sky Blue Ensuite has a King bed & balcony.
4.99 out of 5 average rating, 624 reviews, 1 king bed, 1 bathroom
1–6 Aug
Guest favourite
Home in Simpsonville
Luxury Country Retreat w 7 Bedroom | Bourbon Trail
5.0 out of 5 average rating, 7 reviews, 7 bedrooms, 7 beds, 3.5 bathrooms
1–6 Aug
Top guest favourite
Cottage in Simpsonville
KY Cottage near Bourbon, Expo & Horse Park|Hot Tub
5.0 out of 5 average rating, 61 reviews, 3 bedrooms, 4 beds, 2 bathrooms
9–14 Aug
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
14–19 Aug
Top guest favourite
Home in Simpsonville
Eastern Sky
4.95 out of 5 average rating, 40 reviews, 3 bedrooms, 3 beds, 2 bathrooms
1–6 Aug
Top guest favourite
Farm stay in Simpsonville
4BR Farm~Bourbon Trail~private heated pool~horses
5.0 out of 5 average rating, 53 reviews, 4 bedrooms, 4 beds, 3 bathrooms
8–13 Sept
Guest favourite
Home in Simpsonville
The Haven Simpsonville* Bourbon Trail* 3 bed/3bath
4.97 out of 5 average rating, 37 reviews, 3 bedrooms, 3 beds, 3 bathrooms
1–6 Aug
Top guest favourite
Home in Simpsonville
Sleeps 26, Hot Tub & Sauna - Near Bourbon Trail
5.0 out of 5 average rating, 13 reviews, 6 bedrooms, 14 beds, 4 bathrooms
16–21 Aug
Top guest favourite
Farm stay in Simpsonville
Farm House - near Bourbon Trail & Pet Friendly
4.89 out of 5 average rating, 97 reviews, 4 bedrooms, 4 beds, 1 bathroom
9–14 Aug
Farm stay in Simpsonville
Restored 1919 Farmhouse on 100 Private Acres
4 bedrooms, 3 beds, 2 bathrooms
1–6 Aug
Top guest favourite
Home in Shelbyville
Brown Ave Bourbon Trail & Beds- Shelbyville, KY
5.0 out of 5 average rating, 62 reviews, 3 bedrooms, 3 beds, 2 bathrooms
4–9 Aug
Top guest favourite
Flat in Simpsonville
Barn Apartment Getaway near Louisville
5.0 out of 5 average rating, 6 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
3–8 Aug
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
1–6 Aug
Guest favourite
Farm stay in Simpsonville
Horse Farm with Beautiful Views
4.89 out of 5 average rating, 80 reviews, 2 bedrooms, 4 beds, 2.5 bathrooms
4–9 May
Superhost
Home in Buckner
Exclusive Buckner retreat w/ theater & game room!
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 3 beds, 3 bathrooms
11–16 Aug
Top guest favourite
Home in Shelbyville
Hot Tub Speakeasy Game Room FirePit Bourbon Trail
4.98 out of 5 average rating, 60 reviews, 3 bedrooms, 5 beds, 3.5 bathrooms
7–12 Aug
Top guest favourite
Cabin in Frankfort
Sip on bourbon in the hot tub! +hiking & game shed
5.0 out of 5 average rating, 153 reviews, 2 bedrooms, 2 beds, 2 bathrooms
1–6 Aug