Photo by Sarah Wetmore

Shepherdsville Holiday Rentals

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Our top choices for Shepherdsville holiday rentals

10.0 out of 10, Exceptional, (1)
"The host was very attentive and helpful. They checked in a couple of times to make sure everything was good with our stay. The house is nice and the neighborhood was quiet. The location was close to everything in Shepherdsville. Louisville is about 20-30 mins away depending on where you are going. Definitely would stay again. "
United States
Bobby C.
The price is NZ$571
includes taxes & fees
14 Dec - 15 Dec
Modern Comfort •Bourbon Trail & Derby•Fenced yard•full kitchen•parking
3.0 star property
10.0 out of 10, Exceptional, (4)
"The house was perfect for our short visit with our son at Ft. Knox. The house was small but clean and well maintained. The layout made good use of the space and everything was in working order. Overall a great option for someone looking for a place to stay. "
United States
ANDREA
The price is NZ$456
includes taxes & fees
13 Dec - 14 Dec
Vine Grove Home w/ Deck, 4 Mi to Saunders Springs!
10.0 out of 10, Exceptional, (22)
"We were just passing through, it was perfect place our family of five. We were looking for something besides a hotel and the price was so reasonable. Owner was very nice!"
United States
Carla H.
The price is NZ$301
includes taxes & fees
17 Dec - 18 Dec
New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!
10.0 out of 10, Exceptional, (114)
"Unique, comfortable , cozy cabin, well equipped kitchen and bath . Communication with host excellent. Enjoyed our stay. "
United States
Linda
The price is NZ$284
includes taxes & fees
23 Dec - 24 Dec
One of a kind cabin in the woods. Quiet and private but close to everything.
10.0 out of 10, Exceptional, (34)
"Property is great for those traveling with pets. Yard big enough to play. New Albany great location with restaurants close by. Really nice greenway along the river as well. All in all I would highly recommend this property. "
United States
Robin S.
The price is NZ$328
includes taxes & fees
18 Dec - 19 Dec
Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.
9.8 out of 10, Exceptional, (12)
"Property is well maintained and the home owner was more than accommodating. "
United States
jeshaaiah
The price is NZ$313
includes taxes & fees
4 Jan - 5 Jan 2026
Charming 2-bedroom townhome with High Speed wifi and smart TV’s in Radcliff

Aparthotel in Tyler Park

The Bellwether Hotel
3.5 star property
8.8 out of 10, Excellent, (32)
"Spectacular room, fabulous decor, tasty cookies, quiet stay "
United States
Mark
The price is NZ$218
includes taxes & fees
15 Dec - 16 Dec
The Bellwether Hotel
9.8 out of 10, Exceptional, (19)
"Nice place to stay"
United States
Terry M.
The price is NZ$276
includes taxes & fees
14 Dec - 15 Dec
Cozy Tree-Lined Carriage Home - Stay in Serenity!

Condo in Old Louisville

Charming Churchill Downs Cottage
9.2 out of 10, Wonderful, (26)
"Nice quite location i thought "
United States
josh b.
The price is NZ$400
includes taxes & fees
14 Dec - 15 Dec
Charming Churchill Downs Cottage
10.0 out of 10, Exceptional, (16)
"Close to everything and owners are easy to contact."
United States
Sherry
The price is NZ$514
includes taxes & fees
14 Dec - 15 Dec
Fun 2 BdRm Apt in the Bourbon Capital with Pool Table, PAC-Man & More!

Aparthotel in Downtown Louisville

The Reserve on Main
4.0 star property
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 NZ$373
includes taxes & fees
14 Dec - 15 Dec
The Reserve on Main
3.0 star property
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 NZ$641
includes taxes & fees
5 Jan - 6 Jan 2026
Home w/ Fenced Backyard, 6 Mi to Dtwn 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.
Carriage House, 7 minutes from downtown Louisville

Holiday Home in Camp Taylor

Close to Everything in Louisville!!!
9.4 out of 10, Exceptional, (37)
"Matches the description and photos "
United States
Angela C.
The price is NZ$437
includes taxes & fees
15 Dec - 16 Dec
Close to Everything in Louisville!!!

Apartment in Downtown Louisville

4th Street Suites - Stunning King Bed Suite
2.0 star property
9.0 out of 10, Wonderful, (10)
"We loved our stay here! Property and room were very nice and clean! Room had everything you needed. Location was a very short walk to 4th street live and other attractions. We would stay here again! "
United States
Amy B.
The price is NZ$259
includes taxes & fees
15 Dec - 16 Dec
4th Street Suites - Stunning King Bed Suite
9.8 out of 10, Exceptional, (51)
"Great place - everything and more!Suzanne was super helpful!"
United States
leslie Z.
The price is NZ$533
includes taxes & fees
14 Dec - 15 Dec
Kentucky Sunrise 18- Greet the Sun As it Rises
10.0 out of 10, Exceptional, (62)
"Great place to stay while doing a Bourbon Tour!!"
United States
PATRICIA
The price is NZ$480
includes taxes & fees
17 Dec - 18 Dec
New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country
10.0 out of 10, Exceptional, (48)
"Great house and location!"
United States
Susan K.
The price is NZ$598
includes taxes & fees
15 Dec - 16 Dec
Bluegrass & Bourbon - a Peaceful Retreat & Hangout
9.8 out of 10, Exceptional, (42)
"This is one of the best apartments I've ever stayed in. It is exceptionally clean and well maintained. It is significantly larger than a hotel room and has a full, well stocked kitchen with plenty of coffee. There is a pleasant little balcony, and the building itself is amazing: beautiful pool with hammocks, Cafe with pool table and free beverages, gym, pet spa, and a golf simulator. Better than staying at the Omni. "
United States
Richard
The price is NZ$251
includes taxes & fees
14 Dec - 15 Dec
Luxurious Apartment in the Heart of Downtown Louisville! King Bed, Pool, Gym!
10.0 out of 10, Exceptional, (70)
"The place was very clean and organized. Furniture, floors, and appliances are all of good quality. I enjoyed my stay and would definitely book again "
United States
Victor H.
The price is NZ$322
includes taxes & fees
14 Dec - 15 Dec
Close to Expo Ctr, UofL, Walk to bars, shops!
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 Shepherdsville Hotel Reviews

Find out more about Shepherdsville

Everything you need to know about Shepherdsville 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 Shepherdsville 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 Shepherdsville holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Shepherdsville holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Shepherdsville. 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Shepherdsville 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 Shepherdsville holiday rentals we have selected for you start as low as NZ$218 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Shepherdsville rentals

At Expedia, we put the best Shepherdsville 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 Shepherdsville 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 Shepherdsville 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 Shepherdsville. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Shepherdsville?

Yes, there are holiday rentals in Shepherdsville close to Bernheim Arboretum and Research Forest, or you can select a more secluded option if you're looking for a relaxing stay. The shops and restaurants are several reasons why visitors like Shepherdsville. Make sure you have time to check out the riverfront and golf courses during your trip.

What are some of the best holiday rentals that Shepherdsville has to offer?

Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!: This holiday home rental outside of Shepherdsville is located on a river, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 8 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals are there in Shepherdsville?

Expedia has 15 holiday rentals for your stay in Shepherdsville.

What’s there to see and do in Shepherdsville?

Bernheim Arboretum and Research Forest and Floyd's Fork are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Kart Kountry. Paroquet Springs Conference Center and Jim Beam American Outpost are other places to visit while you're in town.

What are holiday rentals like in Shepherdsville?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Shepherdsville. Holiday rentals provide amenities such as patios, hot tubs and fire pits so you'll have everything you want. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from shared hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for a family trip.