Shelby County holiday homes

We found 476 holiday rentals — enter your dates for availability
Discover a selection of 69 homes, 12 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 Bookabach

Holiday rentals with weekly discounts – Shelby County

Showing deals for:8 Jan - 15 Jan

Living area
Exterior
Interior
Private kitchen
Exceptional
(5 reviews)

Restored 1919 Farmhouse on 100 Private Acres

Simpsonville

8% off
NZ$3,935
for 7 nights, 1 room
NZ$562 per night
includes taxes & fees
Restored 1919 Farmhouse on 100 Private Acres
Dining
Exterior
Interior
Living area
Exceptional
(13 reviews)

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

Simpsonville

8% off
NZ$7,091
for 7 nights, 1 room
NZ$1,013 per night
includes taxes & fees
4Br Home on Sabre Hill Horse Farm 25 acres ~ Bourbon Trail
Terrace/patio
Exterior
Interior
Living area
Exceptional
(87 reviews)

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

Louisville

7% off
NZ$12,605
for 7 nights, 1 home
NZ$1,801 per night
includes taxes & fees
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!
Kitchen
Private kitchen
New separete entrance to a new addition
Pool
Exceptional
(24 reviews)

Spacious 5BR Getaway – Pool, Patios & Fun

Louisville

8% off
NZ$14,441
for 7 nights, 1 home
NZ$2,063 per night
includes taxes & fees
Spacious 5BR Getaway – Pool, Patios & Fun
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
NZ$4,827
for 7 nights, 1 cabin
NZ$690 per night
includes taxes & fees
On-Site Tastings, 32 Acre Estate, Shuffleboard , 20 minutes to Buffalo Trace
Exterior
Interior
Exterior
Dining
Exceptional
(6 reviews)

Historic Home Farm Stay in the Heart of Bourbon Country

Shelbyville

8% off
NZ$9,620
for 7 nights, 1 home
NZ$1,374 per night
includes taxes & fees
Historic Home Farm Stay in the Heart of Bourbon Country
Master bedroom view 2
Kitchen view 2
Kitchen view 3
Terrace/patio
Exceptional
(49 reviews)

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

Louisville

7% off
NZ$5,755
for 7 nights, 1 home
NZ$822 per night
includes taxes & fees
Unique Serenity - Entire Home On Private 3-Acres in Metro. Expo Center, Bourbon
Living Area
Kitchen
Dining Area
Downstairs Living
Exceptional
(7 reviews)

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

Shelbyville

8% off
NZ$3,627
for 7 nights, 1 home
NZ$518 per night
includes taxes & fees
Shelbyville, KY - Bourbon Trail, Horse Country and more. A modern, spacious gem.
Property grounds
Room
Private kitchen
Living area
Exceptional
(43 reviews)

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

Shelbyville

7% off
NZ$4,064
for 7 nights, 1 home
NZ$581 per night
includes taxes & fees
Historic 1909 Gem on the Bourbon Trail w/4 King Beds
With the highlights covered, let's explore the main spaces in detail starting with the front of the house. It features ample parking and inviting spots to relax and unwind.
Bubbles and pure bliss — your private hot tub escape awaits.
Indoor Area #13: Shhhhh....A secret cave that glows in the dark. You have to experience it to believe it!
A meticulously decorated living room with soaring ceilings, a large TV, and a cozy fireplace.
Exceptional
(26 reviews)

Creekside Luxe Resort On Bourbon Trail w/Fire pit Hot Tub Sauna Speakeasy

Frankfort

14% off
NZ$8,211
for 7 nights, 1 home
NZ$1,173 per night
includes taxes & fees
Creekside Luxe Resort On Bourbon Trail w/Fire pit Hot Tub Sauna Speakeasy
Friendly front porch.
Living Room, Breakfast area. Kitchen is to the right.
Walkout basement sleeping area. Note: This is an Unfinished Basement.
Catwalk adjoins the upstairs bedrooms.
Exceptional
(57 reviews)

Near Highways and a 20 Min Drive to Louisville's Main Attractions

Louisville

7% off
NZ$5,154
for 7 nights, 1 home
NZ$736 per night
includes taxes & fees
Near Highways and a 20 Min Drive to Louisville's Main Attractions
Living area
Terrace/patio
Living area
Room
Exceptional
(23 reviews)

Enchanted Cabin at LedgeRock Springs

Louisville

7% off
NZ$7,581
for 7 nights, 1 cabin
NZ$1,083 per night
includes taxes & fees
Enchanted Cabin at LedgeRock Springs
Charming living room with a sleeper sofa, YouTubeTV, and plenty of seating.
View from kitchen toward dining room.
Back of house with new walkway and deck.
Front of house.
Exceptional
(87 reviews)

Charming house in one of Louisville's most coveted neighborhoods

Louisville

8% off
NZ$3,449
for 7 nights, 1 home
NZ$493 per night
includes taxes & fees
Charming house in one of Louisville's most coveted neighborhoods
Property grounds
Pool
Living area
Exterior
Exceptional
(11 reviews)

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

Louisville

13% off
NZ$7,022
for 7 nights, 1 home
NZ$1,003 per night
includes taxes & fees
Safe, scenic, and convenient. Bordering a State Park!
Interior
Exterior
Dining
Interior
Exceptional
(6 reviews)

3-bedroom condo in Norton Commons

Prospect

8% off
NZ$4,583
for 7 nights, 1 apartment
NZ$655 per night
includes taxes & fees
3-bedroom condo in Norton Commons
Interior
Outdoor dining
Interior
Room
Exceptional
(9 reviews)

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

Frankfort

8% off
NZ$15,886
for 7 nights, 1 home
NZ$2,269 per night
includes taxes & fees
5 BR Dutch Cottage in Frankfort KY on Bourbon Trail. 2.4miles from Buffalo Trace
Creek on property
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
(23 reviews)

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

Louisville

6% off
NZ$2,262
for 7 nights, 1 home
NZ$323 per night
includes taxes & fees
Captain's Annex; close to Bourbon Trail and Churchill Downs, far from ordinary!
Interior
Outdoor spa tub
Room
Living area
Exceptional
(19 reviews)

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

La Grange

16% off
NZ$2,634
for 7 nights, 1 home
NZ$376 per night
includes taxes & fees
King Bed-Hot Tub-Arcade! Perfect for couples and families. Close to I-71.
Room
Private kitchen
Dining
Interior
Exceptional
(35 reviews)

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

Prospect

16% off
NZ$4,741
for 7 nights, 1 home
NZ$677 per night
includes taxes & fees
❤️Stay at Peppermint Cottage - Norton Commons -Walk eat & shop- free breakfast
Room
Property grounds
Dining
Exterior
Exceptional
(6 reviews)

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

Frankfort

8% off
NZ$3,503
for 7 nights, 1 cabin
NZ$500 per night
includes taxes & fees
Sip on bourbon in the hot tub! +hiking & game shed
Private kitchen
Exterior
Interior
Living area
Exceptional
(11 reviews)

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

Shelbyville

13% off
NZ$7,505
for 7 nights, 1 cabin
NZ$1,072 per night
includes taxes & fees
The Rec Farm - Log Cabin, Private Lake, Hot Tub, Arcade Barn, Sleeps 12+
Dining
Living area
Private kitchen
Interior
Exceptional
(6 reviews)

Horse & Bourbon - 2.5 miles from Buffalo Trace

Frankfort

10% off
NZ$3,816
for 7 nights, 1 home
NZ$545 per night
includes taxes & fees
Horse & Bourbon - 2.5 miles from Buffalo Trace
Living area
Exterior
Room
Private kitchen
Exceptional
(5 reviews)

A Spacious home In the Heart of BOURBON & HORSE Country

Frankfort

8% off
NZ$4,884
for 7 nights, 1 home
NZ$698 per night
includes taxes & fees
A Spacious home In the Heart of BOURBON & HORSE Country
Exterior detail
Living area
Exterior
Outdoor spa tub
Exceptional
(5 reviews)

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

Taylorsville

8% off
NZ$2,981
for 7 nights, 1 cottage
NZ$426 per night
includes taxes & fees
Taylorsville Tranquil Retreat: 2BD/2BA with Hot Tub, Lake Access, Bourbon Trail

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:

  • 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)
  • Talon Winery (2.9 mi / 4.7 km)
  • Polo Fields Golf and Country Club (12.3 mi / 19.8 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? Bookabach 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 Bookabach. 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 Bookabach 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 Bookabach.
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 Bookabach 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