Shepherdsville Holiday Rentals

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Our top choices for Shepherdsville holiday rentals

Modern Comfort •Bourbon Trail & Derby•Fenced yard•full kitchen•parking

Modern Comfort •Bourbon Trail & Derby•Fenced yard•full kitchen•parking
Shepherdsville
10.0 out of 10, Exceptional, (1 review)
"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$581
includes taxes & fees
22 Feb - 23 Feb
Modern Comfort •Bourbon Trail & Derby•Fenced yard•full kitchen•parking

The Duke Hotel

The Duke Hotel
2.0 star property
Downtown Louisville
The price is NZ$220
includes taxes & fees
10 Feb - 11 Feb
The Duke Hotel

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 review)
"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$572
includes taxes & fees
16 Feb - 17 Feb
Home w/ Fenced Backyard, 6 Mi to Dtwn Louisville!

Hancock House

Hancock House
3.0 star property
Downtown Louisville
8.2 out of 10, Very good, (249 reviews)
"Great stay!"
United States
Tim
Hancock House

New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!

New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!
South Louisville
10.0 out of 10, Exceptional, (23 reviews)
"Very clean place, easy check in, Felix was very nice and super responsive "
United States
Will J.
The price is NZ$280
includes taxes & fees
10 Feb - 11 Feb
New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!

Stylish House Walking Distance from the Fun of the Highlands!

Stylish House Walking Distance from the Fun of the Highlands!
Phoenix Hill
9.6 out of 10, Exceptional, (24 reviews)
"We will stay here over and over again. It’s a lovely place that a perfect location."
United States
Jennifer H.
The price is NZ$288
includes taxes & fees
16 Feb - 17 Feb
Stylish House Walking Distance from the Fun of the Highlands!

Spacious Stylish Retreat in the Heart of Clifton Neighborhood, King Bed, Coffee!

Spacious Stylish Retreat in the Heart of Clifton Neighborhood, King Bed, Coffee!
Clifton
10.0 out of 10, Exceptional, (31 reviews)
"Our stay was very pleasant, great location, lots of great restaurants. Tyler the host was was always available when we had an issue. "
United States
Max D.
The price is NZ$286
includes taxes & fees
16 Feb - 17 Feb
Spacious Stylish Retreat in the Heart of Clifton Neighborhood, King Bed, Coffee!

Guthrie Coke Lofts, Walkable Entertainment

Guthrie Coke Lofts, Walkable Entertainment
Downtown Louisville
9.0 out of 10, Wonderful, (34 reviews)
"Excellent host and great place to stay. "
United States
Blaine M.
The price is NZ$280
includes taxes & fees
10 Feb - 11 Feb
Guthrie Coke Lofts, Walkable Entertainment

Cozy Riverside Apt. Min to Downtown Louisville. King Bed, Coffee Bar!

Cozy Riverside Apt. Min to Downtown Louisville. King Bed, Coffee Bar!
Jeffersonville
9.8 out of 10, Exceptional, (30 reviews)
"Perfect place to stay. Close to town with a lot to do. Nice quiet area. "
United States
Dakota H.
The price is NZ$216
includes taxes & fees
16 Feb - 17 Feb
Cozy Riverside Apt. Min to Downtown Louisville. King Bed, Coffee Bar!

CozySuites at Nulu

CozySuites at Nulu
4.0 star property
Downtown Louisville
8.0 out of 10, Very good, (27 reviews)
"The unit was clean, all communications were timely, the property has all the amenities, and NULU is very walkable. A perfect stay! My only regret is that I wasn't able to extend the stay. Highly recommended if you're in the Louisville area "
United States
William
The price is NZ$326
includes taxes & fees
9 Mar - 10 Mar
CozySuites at Nulu

Cozy Tree-Lined Carriage Home - Stay in Serenity!

Cozy Tree-Lined Carriage Home - Stay in Serenity!
Louisville
9.8 out of 10, Exceptional, (23 reviews)
"Great place "
United States
Scott L.
The price is NZ$275
includes taxes & fees
16 Feb - 17 Feb
Cozy Tree-Lined Carriage Home - Stay in Serenity!

Charming 2-bedroom townhome with High Speed wifi and smart TV’s in Radcliff

Charming 2-bedroom townhome with High Speed wifi and smart TV’s in Radcliff
Radcliff
9.8 out of 10, Exceptional, (13 reviews)
"Property is well maintained and the home owner was more than accommodating. "
United States
jeshaaiah
The price is NZ$287
includes taxes & fees
10 Feb - 11 Feb
Charming 2-bedroom townhome with High Speed wifi and smart TV’s in Radcliff

Vine Grove Home w/ Deck, 4 Mi to Saunders Springs!

Vine Grove Home w/ Deck, 4 Mi to Saunders Springs!
3.0 star property
Vine Grove
10.0 out of 10, Exceptional, (4 reviews)
"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$441
includes taxes & fees
10 Feb - 11 Feb
Vine Grove Home w/ Deck, 4 Mi to Saunders Springs!

The Bellwether Hotel

The Bellwether Hotel
3.5 star property
Tyler Park
8.8 out of 10, Excellent, (37 reviews)
"Clean room, history and location. "
United States
RICHARD
The price is NZ$235
includes taxes & fees
15 Feb - 16 Feb
The Bellwether Hotel

One of a kind cabin in the woods. Quiet and private but close to everything.

One of a kind cabin in the woods. Quiet and private but close to everything.
Coxs Creek
10.0 out of 10, Exceptional, (114 reviews)
"Unique, comfortable , cozy cabin, well equipped kitchen and bath . Communication with host excellent. Enjoyed our stay. "
United States
Linda
The price is NZ$275
includes taxes & fees
22 Feb - 23 Feb
One of a kind cabin in the woods. Quiet and private but close to everything.

King Bed in Historic Building Downtown

King Bed in Historic Building Downtown
Downtown Louisville
9.2 out of 10, Wonderful, (39 reviews)
" Nice stay in a fun city!"
United States
Jennifer S.
The price is NZ$236
includes taxes & fees
10 Feb - 11 Feb
King Bed in Historic Building Downtown

Germantown Fav! BOOK for MATS, DERBY 2026!

Germantown Fav! BOOK for MATS, DERBY 2026!
Germantown
10.0 out of 10, Exceptional, (72 reviews)
"Cute comfortable house would go again"
United States
Hope N.
The price is NZ$312
includes taxes & fees
10 Feb - 11 Feb
Germantown Fav! BOOK for MATS, DERBY 2026!

Fun 2 BdRm Apt in the Bourbon Capital with Pool Table, PAC-Man & More!

Fun 2 BdRm Apt in the Bourbon Capital with Pool Table, PAC-Man & More!
Bardstown
10.0 out of 10, Exceptional, (17 reviews)
"Close to everything and owners are easy to contact."
United States
Sherry
The price is NZ$497
includes taxes & fees
10 Feb - 11 Feb
Fun 2 BdRm Apt in the Bourbon Capital with Pool Table, PAC-Man & More!

New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country

New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country
New Hope
10.0 out of 10, Exceptional, (64 reviews)
"Great location, close to many bourbon stops.Would definitely stay again."
United States
Matthew M.
The price is NZ$486
includes taxes & fees
10 Feb - 11 Feb
New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country

Contemporary Studio in NuLu Arts District

Contemporary Studio in NuLu Arts District
Downtown Louisville
10.0 out of 10, Exceptional, (13 reviews)
"Clean room"
United States
Nate
The price is NZ$229
includes taxes & fees
10 Feb - 11 Feb
Contemporary Studio in NuLu Arts District
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$220 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 16 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.