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Top Holiday Rentals in Shepherdsville

Kentucky House: 22-acre Property on Bourbon Trail
3.0 star property
Kentucky House: 22-acre Property on Bourbon Trail
BOOK NOW 4 LOUDER THAN LIFE!Bourbon Trail/Parks/Easy access/Dwntown/Pool/Firepit
10.0 out of 10, Exceptional, (68)
"This was a great place to meet for a family get-together. There was enough space for the adults to chat and the kids to run around. The yard was great for a small pickup t-ball game, and the pool was clean and satisfying. We had hot dogs and s'mores around the fire pit and the wood and firestarter were provided. Overall we had an awesome time and made amazing memories."
BOOK NOW 4 LOUDER THAN LIFE!Bourbon Trail/Parks/Easy access/Dwntown/Pool/Firepit
Stellar Suites
4.5 star property
9.6 out of 10, Exceptional, (70)
"I have enjoyed my stays at Stellar Suites. "
The price is £144
includes taxes & fees
2 Jul - 3 Jul
Stellar Suites
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A Cozy Cottage Near the Heart of All Louisville Attractions!
10.0 out of 10, Exceptional, (310)
"The barn was well keep! Breakfast was delicious! The pool was so fun! Hoat were very kind!"
The price is £170
includes taxes & fees
29 Jun - 30 Jun
A Cozy Cottage Near the Heart of All Louisville Attractions!
The Bellwether Hotel
2.5 star property
8.0 out of 10, Very good, (4)
"Absolutely stunning! We stayed in the Golden Hour Suite, so much thought has gone into the design, we loved it. "
The price is £175
includes taxes & fees
1 Jul - 2 Jul
The Bellwether Hotel
Hancock House
3.0 star property
7.8 out of 10, Good, (166)
"The room was beautiful!! The staff responded almost immediately when texted, and were extremely helpful. Overall the stay was amazing!! Would definitely stay again. "
The price is £153
includes taxes & fees
23 Jun - 24 Jun
Hancock House
Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail
10.0 out of 10, Exceptional, (178)
"A+++"
Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail
4 rooms for rent
The price is £112
includes taxes & fees
2 Jul - 3 Jul
4 rooms for rent
Cheerful Historical Mansion 8-bedrooms and 6 baths Vacation Home in Derby City
9.8 out of 10, Exceptional, (55)
"For the wedding rehearsal party, instead of a restaurant, we decided to cater a large party for all the bride’s and groom’s close family and friends to meet night before the wedding. This propery was perfect! There is large grounds front and back with lawn furniture, a small fountain, e tables, and plenty of sitting spots to sit and visit. The house has large living room, sun room, dining room, and big kitchen for food prep with two sinks. We couldn’t figure out how to turn on the overhead...
The price is £1,065
includes taxes & fees
17 Jun - 18 Jun
Cheerful Historical Mansion 8-bedrooms and 6 baths Vacation Home in Derby City
The River's Edge Oasis...Relax & unwind...Casual luxury close to downtown Lville
10.0 out of 10, Exceptional, (156)
"We really enjoyed sitting on deck eating our meals taking in all that the river has to offer. Inside was very pleasant also with full views of the river. The only glitch was losing electricity due to a storm of course over which no one had control. James was very helpful under the circumstances by bringing us flashlights and some battery operated lights. He even offered to move us to another location but we liked it so much there that we chose to stay."
The River's Edge Oasis...Relax & unwind...Casual luxury close to downtown Lville
Close to Everything in Louisville!!!
9.4 out of 10, Exceptional, (25)
"Great"
The price is £207
includes taxes & fees
17 Jun - 18 Jun
Close to Everything in Louisville!!!
★ Victorian Louisville ★ Large 1200 sqft APT #1
9.8 out of 10, Exceptional, (119)
"It was as advertised, I would stay again and recommend to others."
The price is £154
includes taxes & fees
24 Jun - 25 Jun
★ Victorian Louisville ★ Large 1200 sqft APT #1
Captain's Cabin Bed & Breakfast: Historic & Romantic
9.8 out of 10, Exceptional, (116)
"Amazing location. Wonderful hosts. Definetly will be going back."
The price is £313
includes taxes & fees
2 Jul - 3 Jul
Captain's Cabin Bed & Breakfast: Historic & Romantic
6BD - Riverfront Home w/ Gorgeous Views
9.0 out of 10, Wonderful, (17)
"Our family goes to the National Farm Machinery Show and Tractor Pulls every year. We have stayed 2 years in this house on the river, it has a beautiful view, the house is very nice and host very easy to work with."
The price is £470
includes taxes & fees
8 Jul - 9 Jul
6BD - Riverfront Home w/ Gorgeous Views
Cozy Bourbon Speakeasy Themed Loft - Minutes from Downtown!
9.8 out of 10, Exceptional, (23)
"The place was very nice and clean. Would definitely stay again"
The price is £131
includes taxes & fees
18 Jun - 19 Jun
Cozy Bourbon Speakeasy Themed Loft - Minutes from Downtown!
Walk Everywhere !Downtown With A View
8.2 out of 10, Very good, (24)
"The property is charming. The shower is a challenge, but fine once you get the hang of it. There are no night tables in the bedrooms so make sure you have long power cords for phone chargers, cpap machines, etc. The neighborhood is great. Highly recommend Geraldine’s for breakfast, just 2 blocks away"
The price is £179
includes taxes & fees
18 Jun - 19 Jun
Walk Everywhere !Downtown With A View
Chic Rustic Loft minutes from Downtown! Short walk to Lynn Stadium and Breweries
9.8 out of 10, Exceptional, (29)
"Really cool old place fully renovated, easy walk to some restaurants and distilleries. We also walked all the way down to Market St. restaurants and bars, which was fairly easy to do. Nice, quiet stay. Loved it!"
The price is £131
includes taxes & fees
20 Jun - 21 Jun
Chic Rustic Loft minutes from Downtown! Short walk to Lynn Stadium and Breweries
GET AWAY FROM IT ALL - Cottage 28 Taylorsville Lake
9.0 out of 10, Wonderful, (23)
"Yearly my wife and I get away just to enjoy our time together. This is the second year in a row we stayed at this location and we are planning on next year already. The cabin is so relaxing and the host is outstanding in communicating with us before our arrival. This is the place to be. Thank you for an enjoyable time."
GET AWAY FROM IT ALL - Cottage 28 Taylorsville Lake
3 BR Downtown Sanctuary! Huge back yard
8.4 out of 10, Very good, (11)
"The house was everything that was expected. It was just a few minutes into downtown Louisville"
The price is £202
includes taxes & fees
30 Jun - 1 Jul
3 BR Downtown Sanctuary! Huge back yard
Updated 3 Bedroom Centrally Located Near Downtown
9.2 out of 10, Wonderful, (21)
"This is a great property and very close to downtown and other areas. My friends and I really enjoyed our stay."
The price is £284
includes taxes & fees
9 Jul - 10 Jul
Updated 3 Bedroom Centrally Located Near Downtown
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See all available properties in Shepherdsville
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.

Shepherdsville Holiday Rental Travel Info

Other types of properties in Shepherdsville you may be interested in

Kentucky House: 22-acre Property on Bourbon Trail
3.0 star property
Kentucky House: 22-acre Property on Bourbon Trail
Galt House Hotel Trademark Collection by Wyndham
4.0 star property
8.6 out of 10, Excellent, (3233)
"The room was lovely. The bed was a little odd. The sheets and cover almost felt like paper a bit and were really thin. We weren’t sure of the whole parking situation; there wasn’t an attendant in the garage to get the parking validated."
The price is £99
includes taxes & fees
17 Jun - 18 Jun
Galt House Hotel Trademark Collection by Wyndham
Omni Louisville Hotel
4.0 star property
9.0 out of 10, Wonderful, (1121)
"Fantastic stay! Very courteous and helpful staff! Plenty of options for food and drinks in the hotel if you wanted to relax close to your room after a busy day touring the city.. Also, great location for getting to a lot of places in Louisville people want to go. Will stay there every time i come into town. "
The price is £165
includes taxes & fees
1 Jul - 2 Jul
Omni Louisville Hotel
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.

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 £112 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 close to the most popular sights in Shepherdsville, 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.

How many holiday rentals are there in Shepherdsville?

Expedia has 12 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 scenic spots to enjoy the outdoors, whereas Bullitt County History Museum is one of the cultural attractions. Jim Beam American Outpost and Paroquet Springs Conference Center 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.

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