Shelby County Holiday Rentals

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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 Louisville
Shelbyville
9.8 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....
United States
Mike L.
The price is AU$473
includes taxes & fees
7 Jan - 8 Jan 2026
KY Bourbon Trail Home, King Bed, FirePit, Near Louisville

Beautiful restored Victorian farmhouse

Beautiful restored Victorian farmhouse
Shelbyville
9.4 out of 10, Exceptional, (13)
"Great location to downtown Shelbyville. Porch is awesome!!"
United States
Alison L.
The price is AU$662
includes taxes & fees
1 Jan - 2 Jan 2026
Beautiful restored Victorian farmhouse

Unique Downtown Studio with an Industrial Vibe

Unique Downtown Studio with an Industrial Vibe
Shelbyville
9.8 out of 10, Exceptional, (30)
"Cool place to stay & great location"
United States
Amy B.
The price is AU$325
includes taxes & fees
21 Jan - 22 Jan 2026
Unique Downtown Studio with an Industrial Vibe

Cozy Bourbon Trail Stay | Jacuzzi Tub & Best Views

Cozy Bourbon Trail Stay | Jacuzzi Tub & Best Views
Waddy
8.8 out of 10, Excellent, (9)
"Clean, quiet and a great location. "
United States
Marla B.
The price is AU$478
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy Bourbon Trail Stay | Jacuzzi Tub & Best Views

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

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 AU$302
includes taxes & fees
13 Jan - 14 Jan 2026
Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi

Fall & Winter Retreat: Hot Tub, Bourbon, & Pets!

Fall & Winter Retreat: Hot Tub, Bourbon, & Pets!
Bagdad
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. "
United States
Madison W.
The price is AU$881
includes taxes & fees
12 Jan - 13 Jan 2026
Fall & Winter Retreat: Hot Tub, Bourbon, & Pets!

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

Bourbon Trail Getaway ~ Hot Tub + Dogs Welcome + Game Room + Cornhole + KY Fun
Shelbyville
9.8 out of 10, Exceptional, (18)
"Great location, responsive hosts, fantastic property!"
United States
Timothy S.
The price is AU$801
includes taxes & fees
31 Dec - 1 Jan 2026
Bourbon Trail Getaway ~ Hot Tub + Dogs Welcome + Game Room + Cornhole + KY Fun

Hitching Post on the Bourbon Trl

Hitching Post on the Bourbon Trl
Shelbyville
10.0 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."
United States
Joe O.
The price is AU$616
includes taxes & fees
1 Jan - 2 Jan 2026
Hitching Post on the Bourbon Trl

Hot Tub, Bourbon Trail, Speakeasy, Firepit, GameRm

Hot Tub, Bourbon Trail, Speakeasy, Firepit, GameRm
2.0 star property
Shelbyville
10.0 out of 10, Exceptional, (16)
"Overall great value and accommodations. Would highly recommend this property."
United States
Chad K.
The price is AU$905
includes taxes & fees
4 Jan - 5 Jan 2026
Hot Tub, Bourbon Trail, Speakeasy, Firepit, GameRm

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

Luxury farmhouse on Bourbon Trail with hot tub - Bulleit 4 mi - Frankfort 15 mi
Bagdad
10.0 out of 10, Exceptional, (16)
"Our extended family (4 couples) stayed here for a weekend getaway and it was very nice! Each couple got their own room! All the rooms and main areas were clean and very comfortable. We actually thought the house was nicer than the pictures led on. "
United States
Bethany & Taylor L.
The price is AU$1,194
includes taxes & fees
12 Jan - 13 Jan 2026
Luxury farmhouse on Bourbon Trail with hot tub - Bulleit 4 mi - Frankfort 15 mi

Luxury lodge in the heart of the Bluegrass

Luxury lodge in the heart of the Bluegrass
Waddy
10.0 out of 10, Exceptional, (9)
"Great location, close to Frankfort, Louisville and Lexington. Theater room was amazing! "
United States
Nicole D.
The price is AU$3,108
includes taxes & fees
12 Jan - 13 Jan 2026
Luxury lodge in the heart of the Bluegrass

*NEW* LUXURY HOME: HOT TUB-SAUNA-FIREPIT-GAME ROOM-SPEAKEASY-6 BEDS/5 BATHS-5 KING BEDS

*NEW* LUXURY HOME: HOT TUB-SAUNA-FIREPIT-GAME ROOM-SPEAKEASY-6 BEDS/5 BATHS-5 KING BEDS
Bagdad
The price is AU$1,434
includes taxes & fees
4 Jan - 5 Jan 2026
*NEW* LUXURY HOME: HOT TUB-SAUNA-FIREPIT-GAME ROOM-SPEAKEASY-6 BEDS/5 BATHS-5 KING BEDS

Cabin+Bunkhouse Sleeps 23 near Lex Lou Like New Spacious Modern Rustic Retreat

Cabin+Bunkhouse Sleeps 23 near Lex Lou Like New Spacious Modern Rustic Retreat
Shelbyville
10.0 out of 10, Exceptional, (3)
"Great place to stay. Highly recommend"
United States
Jackson D.
The price is AU$2,268
includes taxes & fees
4 Jan - 5 Jan 2026
Cabin+Bunkhouse Sleeps 23 near Lex Lou Like New Spacious Modern Rustic Retreat

Bourbon Trail: Caboose on the Farm

Bourbon Trail: Caboose on the Farm
Lawrenceburg
10.0 out of 10, Exceptional, (38)
"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 AU$355
includes taxes & fees
12 Jan - 13 Jan 2026
Bourbon Trail: Caboose on the Farm

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

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 AU$513
includes taxes & fees
2 Jan - 3 Jan 2026
Home w/ Fenced Backyard, 6 Mi to Dtwn Louisville!

The Bellwether Hotel

The Bellwether Hotel
3.5 star property
Tyler Park
8.8 out of 10, Excellent, (32)
"Spectacular room, fabulous decor, tasty cookies, quiet stay "
United States
Mark
The price is AU$191
includes taxes & fees
1 Jan - 2 Jan 2026
The Bellwether Hotel

Stellar Suites

Stellar Suites
4.5 star property
Downtown Louisville
9.6 out of 10, Exceptional, (117)
"Clean and great location "
United States
Greg
The price is AU$261
includes taxes & fees
30 Jan - 31 Jan 2026
Stellar Suites

The Reserve on Main

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 AU$360
includes taxes & fees
4 Jan - 5 Jan 2026
The Reserve on Main

RETREAT TO HORSE COUNTRY & STAY IN THE ADORABLE PRIVATE TACK HOUSE

RETREAT TO HORSE COUNTRY & STAY IN THE ADORABLE PRIVATE TACK HOUSE
Pendleton
9.8 out of 10, Exceptional, (62)
"Host was responsive to all messages. The small home we stayed in was so cozy and clean. Directions on how to get there were clear and easy to follow. 10/10 would recommend."
United States
Haley V.
The price is AU$347
includes taxes & fees
31 Dec - 1 Jan 2026
RETREAT TO HORSE COUNTRY & STAY IN THE ADORABLE PRIVATE TACK HOUSE

Carriage House, 7 minutes from downtown Louisville

Carriage House, 7 minutes from downtown Louisville
louisville
10.0 out of 10, Exceptional, (47)
"Located near lovely parks on the river. There is very little traffic in this area, yet you are close to downtown.We've stayed here twice because it is so clean, comfortable, stylish, and relaxing. "
United States
Debbie B.
The price is AU$357
includes taxes & fees
3 Jan - 4 Jan 2026
Carriage House, 7 minutes from downtown Louisville
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

Find out more about Shelby County

Everything you need to know about Shelby County holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Shelby County holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Shelby County holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Shelby County holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Shelby County. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Shelby County holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Shelby County holiday rentals we have chosen for you start as low as AU$191 per night. Entering your travel dates in the search wizard you might find even better deals.

How to find incredible deals on Shelby County rentals

At Expedia, we put the best Shelby County holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Shelby County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Shelby County holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Shelby County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.