Holiday Rentals in Shelby County
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Our top choices for Shelby County holiday rentals
KY Bourbon Trail Home, King Bed, FirePit, Near Louisville
KY Bourbon Trail Home, King Bed, FirePit, Near LouisvilleShelbyville
9.8 out of 10, Exceptional, (8 reviews)
"The perfect location for a quick stop on the bourbon trail. Ten minutes from Bulleit, down the road from Jeptha Creed, and a short hop over to Buffalo Trace and downtown Louisville!"
Shay D.
The price is €287
includes taxes & fees
17 Feb - 18 Feb
Cozy Bourbon Trail Stay | Jacuzzi Tub & Best Views
Cozy Bourbon Trail Stay | Jacuzzi Tub & Best ViewsWaddy
8.8 out of 10, Excellent, (9 reviews)
"Clean, quiet and a great location. "
Marla B.
The price is €241
includes taxes & fees
16 Feb - 17 Feb
Beautiful restored Victorian farmhouse
Beautiful restored Victorian farmhouseShelbyville
9.4 out of 10, Exceptional, (13 reviews)
"Great location to downtown Shelbyville. Porch is awesome!!"
Alison L.
The price is €392
includes taxes & fees
2 Mar - 3 Mar
Bourbon Trail Retreat . Sleeps 10 + Hot Tub. In the Heart of the Bourbon Trail
Bourbon Trail Retreat . Sleeps 10 + Hot Tub. In the Heart of the Bourbon TrailShelbyville
10.0 out of 10, Exceptional, (4 reviews)
"We had a wonderful stay at this property. The house was clean, comfortable, and well maintained, with everything we needed for our trip. The host was excellent—very responsive, helpful, and made the entire process easy. We would happily stay here again and highly recommend it to others."
Chris W.
The Ridge: 6BR • 100" TV • Hot Tub • Speakeasy
The Ridge: 6BR • 100" TV • Hot Tub • SpeakeasyWaddy
10.0 out of 10, Exceptional, (1 review)
"Thirteen of us escaped to Cat Ridge Resort for a quick stay—and left planning our return.The scenic drive and peaceful setting set the tone. Evenings by the firepit, hot tub soaks under the stars, and time in the sauna made it easy to unwind. The cows next door were a charming bonus.Inside, the design is stunning—thoughtful, handcrafted details and beautiful spaces made for gathering.Communication with the host was excellent, and check-in was a breeze.Short, sweet, and truly special. We can’t...
Barb J.
The price is €749
includes taxes & fees
17 Feb - 18 Feb
Hitching Post on the Bourbon Trl
Hitching Post on the Bourbon TrlShelbyville
10.0 out of 10, Exceptional, (5 reviews)
"Fantastic location for a large family or group of friends. The layout of the house provided for plenty of privacy in a large group, and the game room in the basement was a wonderful place to socialize. Location is great for visiting the bourbon trail and Louisville."
Joe O.
SALE! Winter Retreat: Hot Tub, Bourbon, & Pets
SALE! Winter Retreat: Hot Tub, Bourbon, & PetsBagdad
10.0 out of 10, Exceptional, (22 reviews)
"We enjoyed our stay. It's a great cozy and comfortable place that's secluded and private. Iris was a great host. "
Madison W.
Bourbon Trail Getaway ~ Hot Tub + Dogs Welcome + Game Room + Cornhole + KY Fun
Bourbon Trail Getaway ~ Hot Tub + Dogs Welcome + Game Room + Cornhole + KY FunShelbyville
9.8 out of 10, Exceptional, (19 reviews)
"Great location, responsive hosts, fantastic property!"
Timothy S.
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.
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Top Shelby County Hotel Reviews
Derby City Gaming & Hotel - A Churchill Downs Property
10/10 Excellent
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Holiday Homes in Shelby County
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