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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
1–6 Aug
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4.99 out of 5 average rating, 624 reviews
Top guest favourite
Place to stay in Simpsonville
Private Lower Level King Bed/Farm View
2 bedrooms, 2 beds, 1 bathroom
4–9 Oct
4.99 out of 5 average rating, 773 reviews
Top guest favourite
Home in Simpsonville
Luxury Country Retreat w 7 Bedroom | Bourbon Trail
7 bedrooms, 7 beds, 3.5 bathrooms
1–6 Aug
5.0 out of 5 average rating, 7 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
Top guest favourite
Cottage in Simpsonville
KY Cottage near Bourbon, Expo & Horse Park|Hot Tub
3 bedrooms, 4 beds, 2 bathrooms
9–14 Aug
5.0 out of 5 average rating, 63 reviews
Top guest favourite
Home in Simpsonville
Eastern Sky
3 bedrooms, 3 beds, 2 bathrooms
1–6 Aug
4.95 out of 5 average rating, 41 reviews
Top guest favourite
Flat in Simpsonville
Ridgecrest Estate. Comfort and Convenience.
1 king bed, 1 bathroom
3–8 Aug
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 Aug
4.97 out of 5 average rating, 38 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, 13 reviews
Top guest favourite
Farm stay in Simpsonville
Farm House - near Bourbon Trail & Pet Friendly
4 bedrooms, 4 beds, 1 bathroom
9–14 Aug
4.89 out of 5 average rating, 98 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, 53 reviews
Farm stay in Simpsonville
Restored 1919 Farmhouse on 100 Private Acres
4 bedrooms, 3 beds, 2 bathrooms
1–6 Aug
Guest favourite
Rooms in Louisville
The Double Room / 2 Spaces, 2 Beds & 1 Futon
2 bedrooms, 3 beds, 1.5 bathrooms
2–7 Aug
4.95 out of 5 average rating, 479 reviews
Top guest favourite
Home in Shelbyville
Historic Downtown~Heart of Bourbon Trail
3 bedrooms, 4 beds, 2.5 bathrooms
3–8 Aug
5.0 out of 5 average rating, 62 reviews
Guest favourite
Farm stay in Shelbyville
Horse &Hound Bourbon Trail Retreat@Chickapoo Farm
3 bedrooms, 4 beds, 2 bathrooms
1–6 Aug
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Cabin in Frankfort
Sip on bourbon in the hot tub! +hiking & game shed
2 bedrooms, 2 beds, 2 bathrooms
1–6 Aug
5.0 out of 5 average rating, 153 reviews
Top guest favourite
Home in Shelbyville
Hot Tub Speakeasy Game Room FirePit Bourbon Trail
3 bedrooms, 5 beds, 3.5 bathrooms
7–12 Aug
4.98 out of 5 average rating, 60 reviews
Top guest favourite
Flat in Shelbyville
Unique Downtown Studio with an Industrial Vibe
1 bedroom, 1 queen bed, 1 bathroom
16–21 Aug
4.97 out of 5 average rating, 141 reviews
Top guest favourite
Home in Shelbyville
Brown Ave Bourbon Trail & Beds- Shelbyville, KY
3 bedrooms, 3 beds, 2 bathrooms
4–9 Aug
5.0 out of 5 average rating, 63 reviews