Photo by Sarah Wetmore

Search Holiday Rentals in Shepherdsville

    price find illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Save instantly and earn perks with One Key
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Top Holiday Rentals in Shepherdsville

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

10.0 out of 10, Exceptional, (90)
"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, (99)
"Great spot a must stay"
The price is £135
includes taxes & fees
5 Jul - 6 Jul
Stellar Suites

The Bellwether Hotel

2.0 star property
8.0 out of 10, Very good, (15)
"The boutique Bellwether Hotel is so beautiful and a step back in time. The art deco design, the second floor lounge, and the rooms all beautifully decorated and comfortable. Walk to restaurants, grocery, bars and antique shops. "
The price is £103
includes taxes & fees
27 Jul - 28 Jul
The Bellwether Hotel

Newly renovated 4BR CozySuites

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

Hancock House

3.0 star property
8.0 out of 10, Very good, (236)
"Great stay!"
Hancock House

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

9.8 out of 10, Exceptional, (67)
"Really enjoyed the house, very spacious. Great host as well, would recommend staying here!"
The price is £942
includes taxes & fees
30 Jun - 1 Jul
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, (353)
"Nice rural feeling place not far from the city "
The price is £142
includes taxes & fees
30 Jun - 1 Jul
A Cozy Cottage Near the Heart of All Louisville Attractions!

CozySuites at Nulu

4.0 star property
8.0 out of 10, Very good, (20)
"Wonderful stay - great spot and lots of great dining options and bars nearby "
The price is £144
includes taxes & fees
1 Jul - 2 Jul
CozySuites at Nulu

Big Chill! 5br 2ba Walkable- Hot tub!

2.0 star property
9.6 out of 10, Exceptional, (8)
"Everything was just like it said in description. Great property for my work stay. "
Big Chill! 5br 2ba Walkable- Hot tub!

4 rooms for rent

2.0 out of 10, (1)
"We ended up not staying due to not being able to get a hold of the host. Also called vrbo and they couldnt contact the host"
The price is £104
includes taxes & fees
30 Jun - 1 Jul
4 rooms for rent

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

10.0 out of 10, Exceptional, (26)
"Easy process and great communication from the host with directions! Would stay again "
The price is £133
includes taxes & fees
8 Jul - 9 Jul
Lavish Apartment in the Heart of Downtown! Pool, Gym, King Bed, Coffee Bar!

3 BR Downtown Sanctuary! Huge back yard

8.8 out of 10, Excellent, (33)
"House was very nice"
The price is £184
includes taxes & fees
30 Jun - 1 Jul
3 BR Downtown Sanctuary! Huge back yard

Guthrie Coke Lofts, Walkable Entertainment

8.8 out of 10, Excellent, (22)
"Great property and very walkable to many restaurants"
The price is £152
includes taxes & fees
21 Jul - 22 Jul
Guthrie Coke Lofts, Walkable Entertainment

Cozy Tree-Lined Carriage Home - Stay in Serenity!

9.2 out of 10, Wonderful, (7)
"Super cute"
The price is £120
includes taxes & fees
30 Jun - 1 Jul
Cozy Tree-Lined Carriage Home - Stay in Serenity!

Chic Rustic Loft minutes from Downtown! Short walk to Lynn Stadium and Breweries

10.0 out of 10, Exceptional, (57)
"Owners were on top of everything! Check out is easy and the apartment was clean and well suited! "
The price is £117
includes taxes & fees
6 Jul - 7 Jul
Chic Rustic Loft minutes from Downtown! Short walk to Lynn Stadium and Breweries

Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail

10.0 out of 10, Exceptional, (214)
"We enjoyed the stay"
Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail

Charming shotgun home, minutes from Churchill Downs, Expo Center & downtown

9.6 out of 10, Exceptional, (29)
"House was clean and very nice. Description online was accurate and we enjoyed our stay very much!"
Charming shotgun home, minutes from Churchill Downs, Expo Center & downtown

King Bed in Historic Building Downtown

9.4 out of 10, Exceptional, (20)
"We had a great weekend away. Location was excellent to what we had planned. Walking distance to many things we enjoyed. Would definitely stay here again. "
The price is £115
includes taxes & fees
30 Jun - 1 Jul
King Bed in Historic Building Downtown

‘Big’ Little Farmhouse w Hot Tub- 4bd

9.0 out of 10, Wonderful, (34)
"The house was perfect for our group! Location was great! "
‘Big’ Little Farmhouse w Hot Tub- 4bd

Captain's Cabin Bed & Breakfast: Bourbon Trail, History & Romance

9.8 out of 10, Exceptional, (130)
"Such a cool and relaxing place to spend a few days! We don't like to overschedule our getaways so having a clean, cozy and interesting place to stay is always a priority so that we can simply relax! This was perfect for us. Close enough to bourbon tours and delightful hosts. Highly recommend!"
The price is £300
includes taxes & fees
6 Jul - 7 Jul
Captain's Cabin Bed & Breakfast: Bourbon Trail, History & Romance
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

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 13 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.