Photo by Lisa Klein

Holiday Rentals in Shelby County

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Featured Holiday Rentals in Shelby County

Unique Downtown Studio with an Industrial Vibe

Shelbyville
9.8 out of 10, Exceptional, (30)
"Had a great stay, not to far from Louisville. "
Canada
Janet E.
The price is €190
includes taxes & fees
23 Nov - 24 Nov
Unique Downtown Studio with an Industrial Vibe

Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi

Shelbyville
10.0 out of 10, Exceptional, (19)
"The Stables suite was perfect for an extended stay in Shelbyville. Great location and wonderful place to stay. "
United States
Kim K.
The price is €176
includes taxes & fees
16 Nov - 17 Nov
Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi

KY Bourbon Trail Home, King Bed, FirePit, Near Louisville

Shelbyville
9.8 out of 10, Exceptional, (8)
"What a cute little Kentucky house. The house is spacious with a huge laundry room. We would def book this little charming house again."
United States
Julie N.
The price is €268
includes taxes & fees
18 Nov - 19 Nov
KY Bourbon Trail Home, King Bed, FirePit, Near Louisville

Beautiful restored Victorian farmhouse

Shelbyville
9.4 out of 10, Exceptional, (13)
"Phil was great at communicating and responding. The Victorian home was as described. You got the modern conveniences with the Victorian vibe all in one. Clean and plenty of amenities and extra blankets which I was grateful for. While it was secluded in the back, I would have liked blinds or shutters on the big bay windows for privacy where the kids were on the sleeper sofa. Otherwise it’s was perfect!"
United States
Anna R.
The price is €387
includes taxes & fees
17 Nov - 18 Nov
Beautiful restored Victorian farmhouse

Cozy Bourbon Trail Stay | Jacuzzi Tub & Best Views

Waddy
9.4 out of 10, Exceptional, (8)
"Great rental that was clean and welcoming. there was plenty of space for our party of 8. Everything we needed was readily available. Communication with the host was timely. Location was convenient for us to bounce around from distilleries, breweries and golf courses. Highly recommend! "
United States
ryan a.
The price is €285
includes taxes & fees
16 Nov - 17 Nov
Cozy Bourbon Trail Stay | Jacuzzi Tub & Best Views

Bourbon Trail Getaway ~ Hot Tub + Dogs Welcome + Game Room + Cornhole + KY Fun

Shelbyville
9.8 out of 10, Exceptional, (18)
"Excellent stay all the way around! We had our family of four (including 2 kids) plus the grandparents. Four roomy bedrooms and 3 bathrooms (1 with full tub) have everyone the space they needed and kept the peace! The kitchen and living room (with the comfiest furniture) were spacious and open. We loved the decor - especially the horse and cow pictures, very tasteful. The hot tub was a plus. The pool table was the biggest hit, by far. The room is actually big enough to play comfortably.There is a...
United States
amber e.
The price is €431
includes taxes & fees
16 Nov - 17 Nov
Bourbon Trail Getaway ~ Hot Tub + Dogs Welcome + Game Room + Cornhole + KY Fun

*Fun for All *LUX Hot Tub *Fire Pit *Games Galore

Bagdad
10.0 out of 10, Exceptional, (21)
"The property was beautiful and well taken care of. Everyone enjoyed themselves. "
United States
Joyce P.
The price is €523
includes taxes & fees
16 Nov - 17 Nov
*Fun for All *LUX Hot Tub *Fire Pit *Games Galore

Cabin+Bunkhouse Sleeps 24 near Lex Lou Like New Spacious Modern Rustic Retreat

Shelbyville
10.0 out of 10, Exceptional, (2)
"Great place to stay. Highly recommend"
United States
Jackson D.
The price is €1,591
includes taxes & fees
24 Nov - 25 Nov
Cabin+Bunkhouse Sleeps 24 near Lex Lou Like New Spacious Modern Rustic Retreat

Luxury lodge in the heart of the Bluegrass

Waddy
10.0 out of 10, Exceptional, (8)
"I loved the location. The labels on everything was a big plus. Everybody in my group loved the place. I definitely would rent again!"
United States
EdTheWolfPlayer
The price is €2,024
includes taxes & fees
30 Nov - 1 Dec
Luxury lodge in the heart of the Bluegrass

Dog-Friendly Bourbon Trail Home w/ Speakeasy, Pool, Hot Tub, + Game Room

Frankfort
9.0 out of 10, Wonderful, (2)
"Excellent place! The house was clean and comfortable and had lots of activities. We had 5 adults and we all had plenty of room. We especially enjoyed the outdoor fire pit and the speakeasy room downstairs. "
United States
Calan O.
The price is €649
includes taxes & fees
26 Nov - 27 Nov
Dog-Friendly Bourbon Trail Home w/ Speakeasy, Pool, Hot Tub, + Game Room

Luxury farmhouse on Bourbon Trail with hot tub - Bulleit 4 mi - Frankfort 15 mi

Bagdad
10.0 out of 10, Exceptional, (16)
"We really enjoyed our stay at this property. Everything inside the house was very new and it was very clean. The master bed was comfy and the master bath is awesome. The property is in a great location right between Shelbyville & Frankfort making it easy to visit places. Lots of room for our dog to run outside and have fun. We enjoyed the party room as well. I would say the only thing that could be updated is the outside grill-it was pretty rusted and dirty inside. But overall a great stay...
United States
Jennifer B.
The price is €719
includes taxes & fees
16 Nov - 17 Nov
Luxury farmhouse on Bourbon Trail with hot tub - Bulleit 4 mi - Frankfort 15 mi

Bourbon Trail | Hot Tub | Speakeasy | Game Rm

2.0 star property
Shelbyville
10.0 out of 10, Exceptional, (13)
"This home has everything! Our host provided all that we needed in a welcoming, inviting home. Lovely house in a nice neighborhood. We had five adults and one small dog, and had plenty of room. Hot tub was great at night after a busy day on the bourbon trail. The game room and poker table also provided lots of laughs and good times together. Excellent!!"
United States
Marla K.
The price is €506
includes taxes & fees
14 Dec - 15 Dec
Bourbon Trail | Hot Tub | Speakeasy | Game Rm

Bourbon Trail: Caboose on the Farm

Lawrenceburg
10.0 out of 10, Exceptional, (37)
"Staying in the Caboose on the Farm was such a fun and relaxing escape. The space was clean, cozy and full of charm with beautiful views and friendly animals. It was the perfect mix of comfort and nature. Highly recommend for anyone looking for a unique getaway!"
United States
Lindsey
The price is €215
includes taxes & fees
17 Nov - 18 Nov
Bourbon Trail: Caboose on the Farm

The Bellwether Hotel

3.5 star property
Tyler Park
8.6 out of 10, Excellent, (31)
"Spectacular room, fabulous decor, tasty cookies, quiet stay "
United States
Mark
The price is €114
includes taxes & fees
17 Nov - 18 Nov
The Bellwether Hotel

Home w/ Fenced Backyard, 6 Mi to Dtwn Louisville!

3.0 star property
New Albany
10.0 out of 10, Exceptional, (1)
"Amy was wonderful and went above and beyond to make sure we had a great stay. She even left pancakes w/syrup for breakfast and pasta w/sauce in case we didn’t have time to go to the store! It’s the small things that really stick out such as leaving a bowl of snacks, a few beers in the fridge, a bottle of wine, fully stocked medicine cabinet in case you forgot something. She even put food and water out for the dog along with toys and a blanket! We loved being there and it was such a beautiful...
United States
Robin
The price is €287
includes taxes & fees
17 Nov - 18 Nov
Home w/ Fenced Backyard, 6 Mi to Dtwn Louisville!

The Reserve on Main

4.0 star property
Downtown Louisville
10.0 out of 10, Exceptional, (1)
"Incredible stay. This stay was clean and inspiring for anyone wishing to take a break and recharge. We highly recommend this stay to everyone staying in the city. "
Canada
georgios
The price is €186
includes taxes & fees
16 Nov - 17 Nov
The Reserve on Main

The Duke Hotel

2.0 star property
Downtown Louisville
The price is €111
includes taxes & fees
16 Nov - 17 Nov
The Duke Hotel

Stellar Suites

4.5 star property
Downtown Louisville
9.6 out of 10, Exceptional, (113)
"Clean and great location "
United States
Greg
The price is €163
includes taxes & fees
29 Nov - 30 Nov
Stellar Suites

Bourbon Trail Cabin on the Farm

Lawrenceburg
10.0 out of 10, Exceptional, (43)
"Everything you could expect from a thoughtful Vrbo family farm. A little off the beaten path, and peaceful location. Cute animals. Comfy place to stay. Close enough to all the local attractions!"
United States
Amy M.
The price is €157
includes taxes & fees
16 Nov - 17 Nov
Bourbon Trail Cabin on the Farm

Modern cottage located in the heart of the Bourbon Trail

Lawrenceburg
9.8 out of 10, Exceptional, (30)
"Check in was easy and the place close to couple distilleries. "
United States
Amy S.
The price is €170
includes taxes & fees
25 Nov - 26 Nov
Modern cottage located in the heart of the Bourbon Trail
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Shelby County Hotel Reviews

Find out more about Shelby County

Holiday Homes in Shelby County

Search for holiday homes in Shelby County on Expedia.ie! You can easily find your home rentals, villas, holiday apartments in Shelby County using one of the methods below: 

  • View our selection of featured holiday homes in Shelby County
  • Use the map to find apartments and other holiday rentals in the Shelby County neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday homes in Shelby County while they last

Look no further and take a look at our great range of rental properties in Shelby County!