Photo by Sarah Wetmore

Holiday Rentals in Shepherdsville

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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 €300
includes taxes & fees
5 Jan - 6 Jan 2026
Modern Comfort •Bourbon Trail & Derby•Fenced yard•full kitchen•parking
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 €293
includes taxes & fees
2 Jan - 3 Jan 2026
Home w/ Fenced Backyard, 6 Mi to Dtwn Louisville!

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 €113
includes taxes & fees
2 Jan - 3 Jan 2026
The Bellwether Hotel
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 €144
includes taxes & fees
13 Jan - 14 Jan 2026
One of a kind cabin in the woods. Quiet and private but close to everything.

Aparthotel in Downtown Louisville

Stellar Suites
4.5 star property
9.6 out of 10, Exceptional, (117)
"Clean and great location "
United States
Greg
The price is €161
includes taxes & fees
14 Jan - 15 Jan 2026
Stellar Suites
10.0 out of 10, Exceptional, (16)
"Close to everything and owners are easy to contact."
United States
Sherry
The price is €269
includes taxes & fees
13 Jan - 14 Jan 2026
Fun 2 BdRm Apt in the Bourbon Capital with Pool Table, PAC-Man & More!
9.8 out of 10, Exceptional, (21)
"Great place "
United States
Scott L.
The price is €197
includes taxes & fees
30 Jan - 31 Jan 2026
Cozy Tree-Lined Carriage Home - Stay in Serenity!
10.0 out of 10, Exceptional, (22)
"Very clean place, easy check in, Felix was very nice and super responsive "
United States
Will J.
The price is €153
includes taxes & fees
25 Jan - 26 Jan 2026
New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!

Holiday Home in Jeffersonville

Putt Putt House by Louisville Walking Bridge
2.0 star property
10.0 out of 10, Exceptional, (9)
"Beautiful property in lovely area "
United States
A. Dawn
Putt Putt House by Louisville Walking Bridge
10.0 out of 10, Exceptional, (62)
"Great place to stay while doing a Bourbon Tour!!"
United States
PATRICIA
The price is €276
includes taxes & fees
30 Jan - 31 Jan 2026
New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country
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 €230
includes taxes & fees
30 Jan - 31 Jan 2026
Carriage House, 7 minutes from downtown Louisville
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 €225
includes taxes & fees
4 Jan - 5 Jan 2026
Vine Grove Home w/ Deck, 4 Mi to Saunders Springs!
9.8 out of 10, Exceptional, (29)
"The apartment is very cute. the location was great. I was within walking distance of many cool spots and only steps from the river. The host is very polite and friendly. I would recommend this to anyone looking to stay near Louisville."
United States
Holly W.
Cozy Riverside Apt. Min to Downtown Louisville. King Bed, Coffee Bar!

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 €205
includes taxes & fees
1 Jan - 2 Jan 2026
The Reserve on Main
10.0 out of 10, Exceptional, (71)
"Great location! Walking distance to several restaurants. Neighborhood is quite and safe. "
United States
Tracy F.
Book for Derby! Close to Churchill & Expo Center!
9.8 out of 10, Exceptional, (51)
"Quiet, peaceful place to rest. Perfect for a weekend getaway"
United States
Ryan D.
The price is €313
includes taxes & fees
2 Jan - 3 Jan 2026
Kentucky Sunrise 18- Greet the Sun As it Rises
10.0 out of 10, Exceptional, (35)
"Nice place"
United States
Amanda C.
The price is €194
includes taxes & fees
8 Jan - 9 Jan 2026
Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.
9.6 out of 10, Exceptional, (24)
"We will stay here over and over again. It’s a lovely place that a perfect location."
United States
Jennifer H.
The price is €271
includes taxes & fees
30 Jan - 31 Jan 2026
Stylish House Walking Distance from the Fun of the Highlands!
9.8 out of 10, Exceptional, (14)
"Stayed for a few days in July of 2025. Property was clean, spacious and had access to a great pool and amenities. Good central location, lots of stuff within a short walk or Uber. We were happy with the space and would stay here if traveling to Louisville again. Tyler the host responded quickly to questions I had. "
United States
Kristen C.
Luxurious Spacious Apartment in the Heart of Downtown! King Bed, Gym, Pool!

Condo in Old Louisville

Charming Churchill Downs Cottage
9.2 out of 10, Wonderful, (27)
"Nice quite location i thought "
United States
josh b.
Charming Churchill Downs Cottage
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, apart-hotels, 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 €113 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?

Large Private Home close to Bourbon Trail!/POOL/Free Firewood/Parks/Close to I65: This highly rated holiday home rental in Shepherdsville is located in a rural location, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals are there in Shepherdsville?

Expedia has 14 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.