Photo by Sarah Wetmore

Holiday Rentals in Shepherdsville

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Holiday Rentals in Shepherdsville

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

10.0 out of 10, Exceptional, (98)
"Everything from top to bottom was fantastic about this property. The location was perfectly located to be able to go into Louisville or Bardstown. "
Large Private Home close to Bourbon Trail!/POOL/Free Firewood/Parks/Close to I65

Stellar Suites

4.5 star property
9.6 out of 10, Exceptional, (107)
"It was so adorable and a great location!"
Stellar Suites

Hancock House

3.0 star property
8.2 out of 10, Very good, (242)
"Worked great for our family. Would stay again. "
Hancock House

The Bellwether Hotel

3.5 star property
8.4 out of 10, Very good, (18)
"It was a very nice stay, very convenient. It was easy to find parking"
The price is €107
includes taxes & fees
13 Oct - 14 Oct
The Bellwether Hotel

CozySuites at Nulu

4.0 star property
8.2 out of 10, Very good, (21)
"Wonderful stay - great spot and lots of great dining options and bars nearby "
The price is €162
includes taxes & fees
1 Oct - 2 Oct
CozySuites at Nulu

InTown Suites Extended Stay Louisville KY - Preston Hwy

3.0 star property
6.8 out of 10, (18)
"Staff has been great "
InTown Suites Extended Stay Louisville KY - Preston Hwy

Newly renovated 4BR CozySuites

4.0 star property
10.0 out of 10, Exceptional, (1)
"Excellent "
Newly renovated 4BR CozySuites

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

9.8 out of 10, Exceptional, (72)
"This place was a perfect stay for my bachelor party! There was a ton of room, the host was very responsive with any questions and it had everything we needed. Highly recommend! "
The price is €1,130
includes taxes & fees
12 Oct - 13 Oct
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!

A Cozy Cottage Near the Heart of All Louisville Attractions!

10.0 out of 10, Exceptional, (371)
"Property was unique and offered the best space to refresh"
The price is €167
includes taxes & fees
5 Oct - 6 Oct
A Cozy Cottage Near the Heart of All Louisville Attractions!

King Bed in Historic Building Downtown

9.4 out of 10, Exceptional, (32)
"Great location and property. Listing was just as described and in a very central location for where I needed to be."
The price is €135
includes taxes & fees
1 Oct - 2 Oct
King Bed in Historic Building Downtown

Enjoy a Hot Tub and a peaceful Cabin out in the country at High Ridge Cabins.

9.8 out of 10, Exceptional, (81)
"Really enjoyed the hot tub after day of hiking."
Enjoy a Hot Tub and a peaceful Cabin out in the country at High Ridge Cabins.

Old Louisville Carriage House - 3BR/2BA - Fire pit

9.4 out of 10, Exceptional, (13)
"This house is a beautiful historical home. The home is older so there are a few things that remind you of that but its definitely a great stay. There's plenty of parking nearby, the garage is convenient, and everything's within a 15 minute drive max. "
Old Louisville Carriage House - 3BR/2BA - Fire pit

Charming Churchill Downs Cottage

9.0 out of 10, Wonderful, (22)
"loved this place. used the kitchen, good linens and towels, easy access"
The price is €206
includes taxes & fees
1 Oct - 2 Oct
Charming Churchill Downs Cottage

Wanderlust - Hot tub / fire pit - Location!

9.8 out of 10, Exceptional, (9)
"4 guys in our group. We all had big comfy beds and enjoyed the hot tub and fire pit outside. Would recommend!"
Wanderlust - Hot tub / fire pit - Location!

Stay on Broadway - Sleeps 10, Hot Tub, Walkable!

9.0 out of 10, Wonderful, (9)
"Had a great time "
Stay on Broadway - Sleeps 10, Hot Tub, Walkable!

Sleeps 18, HOT TUB, Cowboy POOL, firepits, Yard Games

9.4 out of 10, Exceptional, (3)
"Loved the location , had a great stay . We would stay again . Great communication form owner , "
The price is €498
includes taxes & fees
1 Oct - 2 Oct
Sleeps 18, HOT TUB, Cowboy POOL, firepits, Yard Games

Close to Everything in Louisville!!!

9.4 out of 10, Exceptional, (34)
"House provided a clean environment and space for three adults and two small dogs. It was central location to get to other stops in Louisville. Enclosed back yard provided spot for dogs. Neighbors were nice. Everything we needed was provided. "
The price is €247
includes taxes & fees
1 Oct - 2 Oct
Close to Everything in Louisville!!!

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

10.0 out of 10, Exceptional, (36)
"Great location!"
The price is €128
includes taxes & fees
13 Oct - 14 Oct
Lavish Apartment in the Heart of Downtown! Pool, Gym, King Bed, Coffee Bar!

Quiet and Cozy Cabin in the woods!

9.6 out of 10, Exceptional, (24)
"Nice quiet and clean tucked away in the woods awesome stay"
Quiet and Cozy Cabin in the woods!

Steps to Restaurants, Nightlife, Shops~PacMan/King Bed~Bardstown Rd/Highlands

10.0 out of 10, Exceptional, (8)
"This was a nice property with comfortable bed linens and a fun atmosphere. It was within walking distance to many fun places on Bardstown Road, including Carmichael's Bookstore (definitely recommend)."
The price is €246
includes taxes & fees
1 Oct - 2 Oct
Steps to Restaurants, Nightlife, Shops~PacMan/King Bed~Bardstown Rd/Highlands
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Shepherdsville Hotel Reviews

Find out more about Shepherdsville

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 €107 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?

Newly renovated 4BR CozySuites: This holiday home rental outside Shepherdsville offers a garden, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Another good choice for your trip to Shepherdsville is Large Private Home close to Bourbon Trail!/POOL/Free Firewood/Parks/Close to I65.

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.