Holiday Rentals in Shelby County
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Our top choices for Shelby County holiday rentals
Cottage in Shelbyville
KY Bourbon Trail Home, King Bed, FirePit, Near Louisville9.8 out of 10, Exceptional, (8)
"This was an excellent option as a base to organize some outings to distilleries. We focused on distilleries in Frankfort and Louisville, so Shke yvulle was a great in between stop. The only snafu of the trip was the door code didn't work on arrival, but the owner responded quickly to text to get us in. The house is charming and clean and very quiet outside of the random trains. But if you make use of the ear plugs thoughtfully sprinkled through the bedrooms, the trains aren't much of a problem....
Mike L.
The price is €305
includes taxes & fees
20 Jan - 21 Jan 2026
Cottage in Shelbyville
Beautiful restored Victorian farmhouse9.4 out of 10, Exceptional, (13)
"Great location to downtown Shelbyville. Porch is awesome!!"
Alison L.
The price is €383
includes taxes & fees
1 Jan - 2 Jan 2026
Apartment in Shelbyville
Unique Downtown Studio with an Industrial Vibe9.8 out of 10, Exceptional, (30)
"Cool place to stay & great location"
Amy B.
The price is €160
includes taxes & fees
21 Jan - 22 Jan 2026
Holiday Home in Waddy
Cozy Bourbon Trail Stay | Jacuzzi Tub & Best Views8.8 out of 10, Excellent, (9)
"Clean, quiet and a great location. "
Marla B.
The price is €276
includes taxes & fees
4 Jan - 5 Jan 2026
Apartment in Shelbyville
Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi10.0 out of 10, Exceptional, (19)
"The Stables suite was perfect for an extended stay in Shelbyville. Great location and wonderful place to stay. "
Kim K.
The price is €160
includes taxes & fees
11 Jan - 12 Jan 2026
Holiday Home in Bagdad
Fall & Winter Retreat: Hot Tub, Bourbon, & Pets!10.0 out of 10, Exceptional, (22)
"We enjoyed our stay. It's a great cozy and comfortable place that's secluded and private. Iris was a great host. "
Madison W.
The price is €532
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Home in Shelbyville
Bourbon Trail Getaway ~ Hot Tub + Dogs Welcome + Game Room + Cornhole + KY Fun9.8 out of 10, Exceptional, (18)
"Great location, responsive hosts, fantastic property!"
Timothy S.
Holiday Home in Shelbyville
Hitching Post on the Bourbon Trl10.0 out of 10, Exceptional, (3)
"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.
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
Hilton Garden Inn Louisville/Northeast
10/10 Excellent
Find out more about Shelby County
Holiday Homes in Shelby County
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