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Search results; Over 1,000 places in Simpsonville

Guest favourite
Room in Simpsonville
Stay with DianaRetired,
Sky Blue Ensuite has a King bed & balcony.
27 Apr – 2 May
4.99 out of 5 average rating, 519 reviews
Guest favourite
Home in Simpsonville
Sleeps 24, 6BR, 4BA, Hot Tub
13 beds
19–24 May
4.96 out of 5 average rating, 25 reviews
Guest favourite
Home in Simpsonville
Comfortable sleek home bourbon trail
4 beds
21–26 Apr
4.94 out of 5 average rating, 64 reviews
Home in Simpsonville
PGA & Derby Luxury with Private Lake
5 beds
21–26 Apr
New place to stay
Home in Louisville
Derby Dream House/ PGA 5Br3Ba
6 beds
19–24 Apr
New place to stay
Superhost
Home in Simpsonville
Charming 4 Bedroom classic home bourbon trail!
1–6 Jun
4.87 out of 5 average rating, 85 reviews
Superhost
Room in Simpsonville
Stay with AmyTeach culinary arts,
Slice of Bourbon Country/1R Grab & Go Breakfast
19–24 May
Guest favourite
Home in Crestwood
Briar Creek Cottage
28 May – 2 Jun
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Shelbyville
Horse Country Hideaway
1 bed
21–26 May
5.0 out of 5 average rating, 5 reviews
Guest favourite
Room in Simpsonville
Stay with KellyRealtor, airbnb host,
Private Lower Level King Bed/Patio
28 Apr – 3 May
4.98 out of 5 average rating, 537 reviews
Superhost
Home in Shelbyville
Farmhouse on 80+ acres minutes from Downtown Louis
4 beds
22–27 Apr
Home in Simpsonville
DreamStar Farm - transportation available
4 beds
19–24 Apr
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Shelbyville
Bourbon Basecamp! New on the Bourbon Trail!
3 beds
27 Apr – 2 May
4.85 out of 5 average rating, 39 reviews
Guest favourite
Home in Finchville
Thoroughbred Horse Farm Cabin-located on Lamb Lake
5 beds
21–26 Apr
4.96 out of 5 average rating, 93 reviews
Home in Simpsonville
BluegrassHome-Derby PGA Bourbon
8 beds
26 Apr – 1 May
New place to stay
Home in Shelbyville
2 Bed/2.5 Bath Restored Beauty - Pistachio Palace
3 beds
6–11 May
4.8 out of 5 average rating, 76 reviews
Superhost
Home in Shelbyville
~KY DERBY Avail~ PGA Tour~ Bourbon Trail~ New List
5 beds
19–24 Apr
New place to stay
Home in Shelbyville
Shelbyville Home - On to the Bourbon Trail!
5 beds
20–25 Apr