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Shepherdsville Holiday Rentals

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Our top choices for Shepherdsville holiday rentals

Large Private Home close to Bourbon Trail!/POOL/Free Firewood/Parks/Close to I65

Large Private Home close to Bourbon Trail!/POOL/Free Firewood/Parks/Close to I65
Shepherdsville
10.0 out of 10, Exceptional, (105)
"The house was clean, the pool was lovely and we had everything we needed to be comfortable."
United States
Doug & Nancy F.
Large Private Home close to Bourbon Trail!/POOL/Free Firewood/Parks/Close to I65

The Bellwether Hotel

The Bellwether Hotel
3.5 star property
Tyler Park
8.8 out of 10, Excellent, (32)
"Spectacular room, fabulous decor, tasty cookies, quiet stay "
United States
Mark
The price is AU$199
includes taxes & fees
18 Jan - 19 Jan 2026
The Bellwether Hotel

Stellar Suites

Stellar Suites
4.5 star property
Downtown Louisville
9.6 out of 10, Exceptional, (117)
"Clean and great location "
United States
Greg
The price is AU$252
includes taxes & fees
18 Jan - 19 Jan 2026
Stellar Suites

Hancock House

Hancock House
3.0 star property
Downtown Louisville
8.2 out of 10, Very good, (246)
"Worked great for our family. Would stay again. "
United States
Manda
Hancock House

The Duke Hotel

The Duke Hotel
2.0 star property
Downtown Louisville
The price is AU$250
includes taxes & fees
4 Jan - 5 Jan 2026
The Duke Hotel

The Reserve on Main

The Reserve on Main
4.0 star property
Downtown Louisville
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 AU$366
includes taxes & fees
21 Dec - 22 Dec
The Reserve on Main

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

Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!
Louisville
9.8 out of 10, Exceptional, (76)
"Interesting property!"
United States
Donald R.
The price is AU$1,738
includes taxes & fees
24 Dec - 25 Dec
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!

A Cozy Cottage Near the Heart of All Louisville Attractions!

A Cozy Cottage Near the Heart of All Louisville Attractions!
Cloverleaf
10.0 out of 10, Exceptional, (378)
"Absolutely stunning cabin!!! Super warm, quite and relaxing! Loved the eggs, bacon, and English muffins for breakfast. Bed was soft and comfortable. Shower was amazing too. We enjoyed ourselves thoroughly after the UK vs Louisville game. "
United States
crazy
A Cozy Cottage Near the Heart of All Louisville Attractions!

CozySuites at Nulu

CozySuites at Nulu
4.0 star property
Downtown Louisville
8.2 out of 10, Very good, (26)
"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 AU$297
includes taxes & fees
21 Dec - 22 Dec
CozySuites at Nulu

Secluded Hilltop Luxury Retreat-Bourbon Trail-Taylorsville Lake-Pool & Hot Tub

Secluded Hilltop Luxury Retreat-Bourbon Trail-Taylorsville Lake-Pool & Hot Tub
Bloomfield
10.0 out of 10, Exceptional, (1)
"All I can say is wow!!!! This house was amazing. If you are looking for a space to get away and relax with the family/friends this is the place hands down. Located in the heart of bourbon country, and close to bourbon tours all around. this house offers great escape from the hustle and bustle of the city and has many features and amenities, about a 50 min from Louisville and Lexington. I’m not giving 5 stars because that’s all it would let me do… I would give 10 stars if I could. Our family...
United States
Rick P.
The price is AU$1,437
includes taxes & fees
19 Dec - 20 Dec
Secluded Hilltop Luxury Retreat-Bourbon Trail-Taylorsville Lake-Pool & Hot Tub

Luxurious Apartment in the Heart of Downtown Louisville! King Bed, Pool, Gym!

Luxurious Apartment in the Heart of Downtown Louisville! King Bed, Pool, Gym!
Downtown Louisville
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 AU$249
includes taxes & fees
12 Jan - 13 Jan 2026
Luxurious Apartment in the Heart of Downtown Louisville! King Bed, Pool, Gym!

The Highlands Hideaway, 50 steps from Restaurant Row, Downtown, Expo, Highlands

The Highlands Hideaway, 50 steps from Restaurant Row, Downtown, Expo, Highlands
Deer Park
10.0 out of 10, Exceptional, (166)
"Great location. Great property. Superb communication with the property manager."
United States
Katie H.
The price is AU$513
includes taxes & fees
21 Dec - 22 Dec
The Highlands Hideaway, 50 steps from Restaurant Row, Downtown, Expo, Highlands

Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!

Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!
Jeffersontown
9.6 out of 10, Exceptional, (25)
"Great place good time "
United States
Jefferey S.
The price is AU$1,136
includes taxes & fees
21 Dec - 22 Dec
Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!

Historic Home in Old Louisville with deck and courtyard

Historic Home in Old Louisville with deck and courtyard
Old Louisville
10.0 out of 10, Exceptional, (60)
"We loved the historic home and had everything we needed. We really enjoyed our stay."
United States
Snoopy N.
The price is AU$712
includes taxes & fees
23 Dec - 24 Dec
Historic Home in Old Louisville with deck and courtyard

Beautiful Decorated Apartment located in the heart of Downtown Bardstown, KY

Beautiful Decorated Apartment located in the heart of Downtown Bardstown, KY
Bardstown
10.0 out of 10, Exceptional, (236)
"Great location and great accommodation for our trip. Beds were also very comfortable. Will definitely stay again"
United States
Clay
The price is AU$437
includes taxes & fees
26 Dec - 27 Dec
Beautiful Decorated Apartment located in the heart of Downtown Bardstown, KY

Uptown Class

Uptown Class
New Albany
10.0 out of 10, Exceptional, (11)
"Great property. Good location. "
United States
Damont P.
The price is AU$635
includes taxes & fees
21 Dec - 22 Dec
Uptown Class

Lavish Apartment in the Heart of Downtown! Pool, Gym, King Bed, Coffee Bar!

Lavish Apartment in the Heart of Downtown! Pool, Gym, King Bed, Coffee Bar!
Downtown Louisville
10.0 out of 10, Exceptional, (39)
"This was the perfect place for a quick trip to the city. Will definitely be back! "
United States
Kayla P.
The price is AU$230
includes taxes & fees
23 Dec - 24 Dec
Lavish Apartment in the Heart of Downtown! Pool, Gym, King Bed, Coffee Bar!

Spectacular waterfront house!

Spectacular waterfront house!
Prospect
9.6 out of 10, Exceptional, (87)
"Great location with views of the river. "
United States
Patrick G.
Spectacular waterfront house!

Apartment Downtown Bardstown<br>The PACK

Apartment Downtown Bardstown<br>The PACK
Bardstown
9.8 out of 10, Exceptional, (63)
"Great location and bigger than what the pictures appear. "
United States
Anonymous traveller
The price is AU$327
includes taxes & fees
18 Jan - 19 Jan 2026
Apartment Downtown Bardstown<br>The PACK

The Churchill@The 713! Large stylish suite on the Bourbon Trail, sleeps 12!

The Churchill@The 713! Large stylish suite on the Bourbon Trail, sleeps 12!
Downtown Louisville
10.0 out of 10, Exceptional, (39)
"The property was perfect! It had everything we needed and more. Highly recommend it!!"
United States
Jody E.
The Churchill@The 713! Large stylish suite on the Bourbon Trail, sleeps 12!
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 favourite 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 depend 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 AU$199 per night. Entering your travel dates in the search wizard might find you 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.