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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
24–29 Jul
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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
4.99 out of 5 average rating, 773 reviews, 2 bedrooms, 2 beds, 1 bathroom
2–7 Aug
Top guest favourite
Room in Simpsonville
A Slice Of Bourbon Country 1 BR *Fresh Breakfast*
5.0 out of 5 average rating, 97 reviews, 1 king bed, 1.5 bathrooms
14–19 Aug
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
31 Jul – 5 Aug
Guest favourite
Home in Simpsonville
Eastern Sky
4.95 out of 5 average rating, 39 reviews, 3 bedrooms, 3 beds, 2 bathrooms
22–27 Jul
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
Flat in Simpsonville
Ridgecrest Estate. Comfort and Convenience.
4.98 out of 5 average rating, 141 reviews, 1 bed, 1 bathroom
3–8 Aug
Top guest favourite
Room in Louisville
The Yellow Horse Room / King bed & Futon
4.98 out of 5 average rating, 435 reviews, 1 king bed, 1.5 bathrooms
2–7 Aug
Guest favourite
Rooms in Louisville
The Double Room / 2 Spaces, 2 Beds & 1 Futon
4.95 out of 5 average rating, 478 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
2–7 Aug
Guest favourite
Home in Simpsonville
Luxury Country Retreat w 7 Bedroom | Bourbon Trail
5.0 out of 5 average rating, 6 reviews, 7 bedrooms, 7 beds, 3.5 bathrooms
31 Jul – 5 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
22–27 Jul
Top guest favourite
Loft in Shelbyville
Ideal Location + Futuristic Decor | Galaxy Getaway
4.95 out of 5 average rating, 39 reviews, 1 bedroom, 1 bed, 1 bathroom
22–27 Jul
Top guest favourite
Farm stay in Shelbyville
Cozy Retreat at Red Gate Farm
4.99 out of 5 average rating, 96 reviews, 1 bedroom, 1 bed, 1 bathroom
21–26 Jul
Top guest favourite
Home in Louisville
Entire House in Middletown - Trailers/RVs access
4.96 out of 5 average rating, 52 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
21–26 Jul
Top guest favourite
Cabin in Louisville
Historic Cabin by Bourbon Trail
4.98 out of 5 average rating, 305 reviews, 1 bedroom, 2 beds, 1 bathroom
28 Jul – 2 Aug
Top guest favourite
Home in Simpsonville
Sleeps 24, Hot Tub, Sauna, Privacy on 5 acres
5.0 out of 5 average rating, 13 reviews, 6 bedrooms, 14 beds, 4 bathrooms
21–26 Jul
Guest suite in Simpsonville
Simply Simpsonville
1 bedroom, 1 bed, 1 bathroom
21–26 Jul
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
29 Jul – 3 Aug