Shelby County holiday rentals

We found 475 holiday rentals — enter your dates for availability
Discover a selection of 67 homes, 11 apartments and other holiday rentals in Shelby County that are perfect for your trip. Whether you're travelling with a group or just with your pet, holiday homes have the best amenities for hanging out with the people that matter most, which might include parking and a garden. Whatever you're looking for, you'll find a property to rent that has what everyone needs, including accessible or non-smoking choices.

Popular Shelby County destinations on Stayz

Holiday rentals with weekly discounts – Shelby County

Showing deals for:1 Jan - 8 Jan

Dining
Exterior
Interior
Living area
Exceptional
(11 reviews)

4Br Home on Sabre Hill Horse Farm 25 acres ~ Bourbon Trail

Simpsonville

8% off
AU$5,691
for 7 nights, 1 room
AU$813 per night
includes taxes & fees
4Br Home on Sabre Hill Horse Farm 25 acres ~ Bourbon Trail
Interior
Property grounds
Living area
Bar (on property)
Wonderful
(7 reviews)

On-Site Tastings, 32 Acre Estate, Shuffleboard , 20 minutes to Buffalo Trace

Waddy

11% off
AU$5,022
for 7 nights, 1 cabin
AU$717 per night
includes taxes & fees
On-Site Tastings, 32 Acre Estate, Shuffleboard , 20 minutes to Buffalo Trace
Dining
Property grounds
Room
Living area
Exceptional
(6 reviews)

Sip on bourbon in the hot tub! +hiking & game shed

Frankfort

8% off
AU$2,808
for 7 nights, 1 cabin
AU$401 per night
includes taxes & fees
Sip on bourbon in the hot tub! +hiking & game shed
Property grounds
Exterior
Terrace/patio
Living area
Exceptional
(87 reviews)

Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!

Louisville

8% off
AU$10,111
for 7 nights, 1 home
AU$1,444 per night
includes taxes & fees
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!
Living area
Private kitchen
Dining
Interior
Exceptional
(35 reviews)

❤️Stay at Peppermint Cottage - Norton Commons -Walk eat & shop- free breakfast

Prospect

17% off
AU$56,846
for 7 nights, 1 home
AU$8,121 per night
includes taxes & fees
❤️Stay at Peppermint Cottage - Norton Commons -Walk eat & shop- free breakfast
Dining room view 1
Kitchen view 2
Master bedroom view 2
Kitchen view 3
Exceptional
(49 reviews)

Unique Serenity - Entire Home On Private 3-Acres in Metro. Expo Center, Bourbon

Louisville

8% off
AU$4,574
for 7 nights, 1 home
AU$653 per night
includes taxes & fees
Unique Serenity - Entire Home On Private 3-Acres in Metro. Expo Center, Bourbon
Interior
Outdoor dining
Interior
Exterior
Exceptional
(9 reviews)

5 BR Dutch Cottage in Frankfort KY on Bourbon Trail. 2.4miles from Buffalo Trace

Frankfort

8% off
AU$12,514
for 7 nights, 1 home
AU$1,788 per night
includes taxes & fees
5 BR Dutch Cottage in Frankfort KY on Bourbon Trail. 2.4miles from Buffalo Trace
Exterior
Exterior detail
Living area
Dining
Exceptional
(5 reviews)

Taylorsville Tranquil Retreat: 2BD/2BA with Hot Tub, Lake Access, Bourbon Trail

Taylorsville

8% off
AU$2,374
for 7 nights, 1 cottage
AU$339 per night
includes taxes & fees
Taylorsville Tranquil Retreat: 2BD/2BA with Hot Tub, Lake Access, Bourbon Trail
Property grounds
Pool
Exterior
Living area
Exceptional
(11 reviews)

Safe, scenic, and convenient. Bordering a State Park!

Louisville

13% off
AU$5,636
for 7 nights, 1 home
AU$805 per night
includes taxes & fees
Safe, scenic, and convenient. Bordering a State Park!
Kitchen
Private kitchen
Interior
New separete entrance to a new addition
Exceptional
(24 reviews)

Spacious 5BR Getaway – Pool, Patios & Fun

Louisville

8% off
AU$11,438
for 7 nights, 1 home
AU$1,634 per night
includes taxes & fees
Spacious 5BR Getaway – Pool, Patios & Fun
Room
Exterior
Living area
Living area
Exceptional
(5 reviews)

A Spacious home In the Heart of BOURBON & HORSE Country

Frankfort

8% off
AU$3,816
for 7 nights, 1 home
AU$545 per night
includes taxes & fees
A Spacious home In the Heart of BOURBON & HORSE Country
Front of house.
View from kitchen toward dining room.
Charming living room with a sleeper sofa, YouTubeTV, and plenty of seating.
Brand new dining room with views of deck, side and backyard.
Exceptional
(87 reviews)

Charming house in one of Louisville's most coveted neighborhoods

Louisville

8% off
AU$2,767
for 7 nights, 1 home
AU$395 per night
includes taxes & fees
Charming house in one of Louisville's most coveted neighborhoods
Living area
Room
Private kitchen
Property grounds
Exceptional
(43 reviews)

Historic 1909 Gem on the Bourbon Trail w/4 King Beds

Shelbyville

7% off
AU$3,582
for 7 nights, 1 home
AU$512 per night
includes taxes & fees
Historic 1909 Gem on the Bourbon Trail w/4 King Beds
Bedroom view of lake and woods. The hammock awaits you!
Front porch where you can have your gourmet breakfast and enjoy nature.
Private entrance from porch, beamed ceiling, antique furnishings.
Bathroom is adjacent to bedroom
Exceptional
(22 reviews)

Captain's Annex; close to Bourbon Trail and Churchill Downs, far from ordinary!

Louisville

8% off
AU$1,682
for 7 nights, 1 home
AU$240 per night
includes taxes & fees
Captain's Annex; close to Bourbon Trail and Churchill Downs, far from ordinary!
Exterior
Interior
Exterior
Dining
Exceptional
(5 reviews)

Historic Home Farm Stay in the Heart of Bourbon Country

Shelbyville

8% off
AU$8,119
for 7 nights, 1 home
AU$1,160 per night
includes taxes & fees
Historic Home Farm Stay in the Heart of Bourbon Country
Private kitchen
Living area
Dining
Exterior
Exceptional
(6 reviews)

Horse & Bourbon - 2.5 miles from Buffalo Trace

Frankfort

11% off
AU$3,643
for 7 nights, 1 home
AU$520 per night
includes taxes & fees
Horse & Bourbon - 2.5 miles from Buffalo Trace
Room
Outdoor spa tub
Living area
Interior
Exceptional
(17 reviews)

King Bed-Hot Tub-Arcade! Perfect for couples and families. Close to I-71.

La Grange

16% off
AU$2,144
for 7 nights, 1 home
AU$306 per night
includes taxes & fees
King Bed-Hot Tub-Arcade! Perfect for couples and families. Close to I-71.
Room
Exterior
Living area
Private kitchen
Exceptional
(10 reviews)

The Rec Farm - Log Cabin, Private Lake, Hot Tub, Arcade Barn, Sleeps 12+

Shelbyville

13% off
AU$6,174
for 7 nights, 1 cabin
AU$882 per night
includes taxes & fees
The Rec Farm - Log Cabin, Private Lake, Hot Tub, Arcade Barn, Sleeps 12+
Fave spot for morning coffee and nightcaps.
Craft your favorite dishes in our modern and fully equipped kitchen.
Unwind in our 7-person hot tub against a mural of KY views and bourbon bottles.
Relax in our cozy living room featuring a 65 in flat screen TV & large windows.
Exceptional
(41 reviews)

Hot Tub, Beautifully Renovated Historic Home in the Heart of the Bourbon Trail

Frankfort

10% off
AU$4,122
for 7 nights, 1 home
AU$589 per night
includes taxes & fees
Hot Tub, Beautifully Renovated Historic Home in the Heart of the Bourbon Trail
Interior
Exterior
Interior
Dining
Exceptional
(6 reviews)

3-bedroom condo in Norton Commons

Prospect

8% off
AU$3,677
for 7 nights, 1 apartment
AU$525 per night
includes taxes & fees
3-bedroom condo in Norton Commons
Downstairs Living
Kitchen
Living Area
Exterior of House
Exceptional
(5 reviews)

Shelbyville, KY - Bourbon Trail, Horse Country and more. A modern, spacious gem.

Shelbyville

8% off
AU$2,621
for 7 nights, 1 home
AU$374 per night
includes taxes & fees
Shelbyville, KY - Bourbon Trail, Horse Country and more. A modern, spacious gem.
The speakeasy is the place to hang out and enjoy each other's company and reminisce about the adventures of the day
Your Kentucky Adventure Awaits!
Large kitchen with high end appliances, gas stove and counter space for preparing meals
Relax and Unwind in the Speakeasy Room
Exceptional
(57 reviews)

Two Miles to Buffalo Trace > Speakeasy > Hot Tub > Gas Fire Pit

Frankfort

7% off
AU$4,661
for 7 nights, 1 home
AU$666 per night
includes taxes & fees
Two Miles to Buffalo Trace > Speakeasy > Hot Tub > Gas Fire Pit

Choose a holiday rental for your Shelby County getaway

Learn about the unique charm of Shelby County with a stay in a holiday home rental. This city has something for everyone. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Sightseeing in and around Shelby County

Do you want to find top things to see and do in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Shelby County a fun spot to go on holiday. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Talon Winery (2.9 mi / 4.7 km)
  • Valhalla Golf Club (13.6 mi / 22 km)
  • Lovers Leap Vineyards and Winery (20.6 mi / 33.1 km)
  • Prodigy Vineyards & Winery (23.3 mi / 37.5 km)
  • Louisville Zoo (26.2 mi / 42.1 km)
  • Long Run Golf Course (11.7 mi / 18.8 km)

Exploring the natural features in Shelby County

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, Shelby County is a great spot to appreciate mother nature. These are some of the area's most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Ohio River Valley (11.6 mi / 18.6 km)
  • Taylorsville Lake State Park (12.7 mi / 20.4 km)
  • Beckley Creek Park (13.6 mi / 21.9 km)
  • Taylorsville Lake (14.9 mi / 23.9 km)
  • Yew Dell Botanical Gardens (15.6 mi / 25.1 km)
  • E.P. Tom Sawyer State Park (18.8 mi / 30.3 km)

Frequently asked questions

What is the most popular type of holiday home accommodation in Shelby County?
The most popular types of holiday homes in Shelby County are houses. Hoping for something different? Stayz has numerous options to match the needs of our guests, so you'll see properties in all shapes and sizes, and for all budgets. The perfect home away from home is waiting for you — lock in yours today.
How much does it cost to rent a holiday home in Shelby County?
A number of things affect what you'll pay for your holiday home in Shelby County, like the season, length of stay and type of property. Still, all of our holiday homes have one thing in common — amazing value. Simply enter your travel dates to find your dream escape.
How much does it cost to rent a beach house in Shelby County?
When you travel and the style and size of the property will influence how much you'll pay for your beachside stay. Click on your Shelby County travel dates to see your options on Stayz. Did someone just say "private pool"? Use the filters to select the features and amenities you want.
What are popular home amenities in Shelby County?
When it comes to home amenities that people are searching for in Shelby County, a fridge, a microwave oven and off-street parking options rank highest. With Stayz holiday homes, there are options to match your style and taste, whether you're going on a trip with friends, relatives or even pets.
Are there large group holiday homes in Shelby County?
You can choose from eight holiday homes in Shelby County that can host a group of 10 or more guests. Whether you're organising a get-together with extended family or an event like an anniversary, there's enough room to get your loved ones together under one roof.
Can I find two-bedroom holiday homes in Shelby County?
Choose from five two-bedroom holiday properties in Shelby County. Put your little ones in the second room or fill it with a couple of your favourite people. There's enough space for whoever's fortunate enough to be joining your journey.
Are there holiday homes with WiFi in Shelby County?
Pick from 15 holiday homes with WiFi in Shelby County. If you want to disconnect from daily life on your holiday, but still need to be connected to the internet, these properties are for you. Narrow your search by applying the WiFi filter on Stayz.
How old do you have to be to rent a holiday home in Shelby County?
You'll have to check with the Shelby County holiday home you'd like on Stayz as the age limit differs. However, normally it's 16, 18 or 21.
How long can I rent a holiday home in Shelby County for?
The amount of time you can book a Shelby County holiday home for varies depending on the property. Just enter your travel dates to find available options that offer extended stays. They feature all the things you need to make your extended getaway more convenient and enjoyable, such as kitchens and yards. Some properties might also offer weekly or monthly discounted prices, so you can stay even longer for less.

More holiday ideas