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Our top choices for Smithfield holiday homes
1. Renovated 3 bedroom, 2.5 bath 1,900 sq ft home with finished walkout basement
Renovated 3 bedroom, 2.5 bath 1,900 sq ft home with finished walkout basementLa Grange
10.0 out of 10, Exceptional, (11 reviews)
"Very nice house, spacious, clean and very comfortable. Perfect for our stay to attend a conference in the area. Highly recommend!!"
Jessica B.
The price is AU$733
includes taxes & fees
15 Nov - 16 Nov
2. The Shelby House | Historic Charm, Modern Comfort
The Shelby House | Historic Charm, Modern ComfortShelbyville
The price is AU$392
includes taxes & fees
15 Nov - 16 Nov
3. Quiet Downtown Maple Cottage Gem
Quiet Downtown Maple Cottage GemShelbyville
10.0 out of 10, Exceptional, (1 review)
"Very convenient for Horse Show we were attending. Everything was as described and the hosts were very accommodating. "
Marlena J.
The price is AU$481
includes taxes & fees
15 Nov - 16 Nov
4. Haven of the Bluegrass | Bourbon Trail Getaway!
Haven of the Bluegrass | Bourbon Trail Getaway!Shelbyville
The price is AU$636
includes taxes & fees
29 Nov - 30 Nov
5. The Sweet Retreat Wheelchair Accessible Historic Home
The Sweet Retreat Wheelchair Accessible Historic HomeLa Grange
10.0 out of 10, Exceptional, (7 reviews)
"I loved having the travel crib and high chair available for my kids! Everything was clean and the host made everything a breeze!"
Samantha C.
The price is AU$625
includes taxes & fees
15 Nov - 16 Nov
6. Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby
Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the DerbyShelbyville
9.4 out of 10, Exceptional, (51 reviews)
"Great house and location. Enjoyed our stay. Would use this location again."
Donald A.
The price is AU$395
includes taxes & fees
15 Nov - 16 Nov
7. Exclusive Buckner retreat w/ theater & game room!
Exclusive Buckner retreat w/ theater & game room!Buckner
6.0 out of 10, (1 review)
"The house was big enough for my family of 6. The yard was great for my children to run around and for us to sit around the fire at night. The theater room was nice for my children to hang out in. The game room was nice to play pool in but unfortunately the darts for the dart board were in sad shape so we couldn't utilize that. The home gym was nice to workout in. Unfortunately we walked into ants all over the kitchen pantry and on the counters. We contacted the host (company) right away and they...
Jenn M.
The price is AU$708
includes taxes & fees
15 Nov - 16 Nov
8. Spacious Bourbon retreat near Downtown Louisville!
Spacious Bourbon retreat near Downtown Louisville!Simpsonville
The price is AU$692
includes taxes & fees
15 Nov - 16 Nov
9. Estate: Heated Pool, Hot Tub, Game Rooms, Pets
Estate: Heated Pool, Hot Tub, Game Rooms, PetsLa Grange
10.0 out of 10, Exceptional, (29 reviews)
"We had a wonderful stay!"
Katie H.
The price is AU$1,294
includes taxes & fees
2 Dec - 3 Dec
10. Kentucky Bourbon Trail: Hot Tub & Game Room
Kentucky Bourbon Trail: Hot Tub & Game RoomBagdad
10.0 out of 10, Exceptional, (26 reviews)
"Such a beautiful, peaceful area and the cutest home! It was perfect for our large group and Iris was an incredible host. We definitely want to visit again!"
Hannah G.
The price is AU$817
includes taxes & fees
17 Nov - 18 Nov
11. Bourbon Trail! Game Room Hot Tub Speakeasy FirePit
Bourbon Trail! Game Room Hot Tub Speakeasy FirePitShelbyville
10.0 out of 10, Exceptional, (25 reviews)
"Great location perfect house to enjoy"
tim d.
The price is AU$942
includes taxes & fees
15 Nov - 16 Nov
12. the bourbon barrel escape HotTub Game Room pets ok
the bourbon barrel escape HotTub Game Room pets okShelbyville
10.0 out of 10, Exceptional, (1 review)
"The host was super helpful and friendly! We had everything that was advertised. The House was cozy and fun for a group of friends. Wonderful stay!"
Breanna N.
The price is AU$898
includes taxes & fees
29 Nov - 30 Nov
13. Bourbon Trail | 4BR, Sleeps 10, Barrel Sauna, Hot Tub, Gym, Game Room, Fire Pits
Bourbon Trail | 4BR, Sleeps 10, Barrel Sauna, Hot Tub, Gym, Game Room, Fire PitsShelbyville
The price is AU$881
includes taxes & fees
29 Nov - 30 Nov
14. Pendleton, KY Farm in Oldham Co
Pendleton, KY Farm in Oldham CoPendleton
10.0 out of 10, Exceptional, (6 reviews)
"The house was perfect for our group of 8. Very clean, great gathering space inside and out and well maintained. Highly recommended! Thanks Betty!"
Scott B.
The price is AU$2,191
includes taxes & fees
16 Nov - 17 Nov
15. *NEW* UNIQUE HOME: HOT TUB-SAUNA-FIREPIT-GAME ROOM-SPEAKEASY-INGROUND POOL-6 BEDS/5 BATHS-5 KING BEDS
*NEW* UNIQUE HOME: HOT TUB-SAUNA-FIREPIT-GAME ROOM-SPEAKEASY-INGROUND POOL-6 BEDS/5 BATHS-5 KING BEDSBagdad
9.8 out of 10, Exceptional, (11 reviews)
"My family & I had a great time at the house. My grandkids loved the pool. It was a very enjoyable stay."
LORI T.
The price is AU$1,266
includes taxes & fees
17 Nov - 18 Nov
16. Ridge View Villa #1 -Haven in the Heart of the Bourbon Trail.
Ridge View Villa #1 -Haven in the Heart of the Bourbon Trail.Waddy
10.0 out of 10, Exceptional, (2 reviews)
"The place was great. Tucked away off the main highway and between bourbon country’s best. Well stocked amenities and little things provided that were a great touch. Will be back again!"
Daniel H.
The price is AU$385
includes taxes & fees
15 Nov - 16 Nov
17. Bourbon Trail Near Buffalo Trace-Hot Tub, Fire Pit, BBQ Grill
Bourbon Trail Near Buffalo Trace-Hot Tub, Fire Pit, BBQ GrillFrankfort
9.8 out of 10, Exceptional, (30 reviews)
"Beautiful and spacious! The host has thought of absolutely everything. We had a wonderfully relaxing time and the beds are SUPER comfortable! It's a perfect blend of being "out in the country" and close enough to civilization that you don't feel isolated."
Sabrina P.
The price is AU$687
includes taxes & fees
15 Nov - 16 Nov
18. Cozy Bourbon Trail Stay | Jacuzzi Tub & Best Views
Cozy Bourbon Trail Stay | Jacuzzi Tub & Best ViewsWaddy
9.0 out of 10, Wonderful, (12 reviews)
"Excellent stay and a beautiful property. Perfect for our needs no complaints."
Anthony T.
The price is AU$555
includes taxes & fees
16 Nov - 17 Nov
19. Beautiful New 2-Bedroom Villa with Stunning Rolling-Hill Views
Beautiful New 2-Bedroom Villa with Stunning Rolling-Hill ViewsWaddy
The price is AU$440
includes taxes & fees
30 Nov - 1 Dec
20. Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!Louisville
9.8 out of 10, Exceptional, (88 reviews)
"We enjoyed a lovely family wedding and birthday party weekend at this very interesting historic property."
Anna S.
The price is AU$1,553
includes taxes & fees
1 Dec - 2 Dec
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.