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Shepherdsville Holiday Rentals

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Holiday Rentals in Shepherdsville

Interior
Kentucky House: 22-acre Property on Bourbon Trail
3.0 star property
Kentucky House: 22-acre Property on Bourbon Trail
Fridge, microwave, oven, stovetop
BOOK NOW 4 LOUDER THAN LIFE!Bourbon Trail/Parks/Easy access/Dwntown/Pool/Firepit
10.0 out of 10, Exceptional, (67)
"We had a great time. The host was amazing and was very easy to get ahold of if we had any questions. Her home was beautiful and clean. I highly recommend staying here."
BOOK NOW 4 LOUDER THAN LIFE!Bourbon Trail/Parks/Easy access/Dwntown/Pool/Firepit
Front of property
Stellar Suites
4.5 star property
9.6 out of 10, Exceptional, (68)
"I have enjoyed my stays at Stellar Suites. "
The price is NZ$290
includes taxes & fees
16 Jun - 17 Jun
Stellar Suites
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Outdoor pool, a heated pool
A Cozy Cottage Near the Heart of All Louisville Attractions!
10.0 out of 10, Exceptional, (306)
"Appreciated the owners attention to detail."
The price is NZ$340
includes taxes & fees
3 Jun - 4 Jun
A Cozy Cottage Near the Heart of All Louisville Attractions!
Traditional Studio | Living area
Hancock House
3.0 star property
7.8 out of 10, Good, (164)
"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 NZ$284
includes taxes & fees
10 Jun - 11 Jun
Hancock House
Premium Suite | Private kitchen
The Bellwether Hotel
2.5 star property
7.4 out of 10, Good, (3)
"I drove around for an hour waiting for a parking space to become available close to the hotel. There was no one on site at 7 pm when I arrived, and my code for the outside door would not work. Luckily, two guests let me in when they went in. The room had one little window at the top of the corner, making it feel like I was in the basement. The furnishings were cheap, and the floor was concrete. NOT cozy or inviting at all."
The price is NZ$404
includes taxes & fees
29 May - 30 May
The Bellwether Hotel
Living area
One room rent
The price is NZ$226
includes taxes & fees
1 Jun - 2 Jun
One room rent
Property grounds
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
Fridge, microwave, oven, stovetop
Cheerful Historical Mansion 8-bedrooms and 6 baths Vacation Home in Derby City
9.8 out of 10, Exceptional, (53)
"My group of 8 had an excellent time time at the house. There were ample beds for all to have their own private room and many additional beds to spare. The space is a wonderful historical mansion, with clearly several additions over the years. The outdoor spaces are sensational! Great destination for a big group!"
The price is NZ$2,151
includes taxes & fees
10 Jun - 11 Jun
Cheerful Historical Mansion 8-bedrooms and 6 baths Vacation Home in Derby City
Exterior
Close to Everything in Louisville!!!
9.4 out of 10, Exceptional, (25)
"Great"
The price is NZ$398
includes taxes & fees
29 May - 30 May
Close to Everything in Louisville!!!
Exterior
Captain's Cabin Bed & Breakfast: Historic & Romantic
10.0 out of 10, Exceptional, (113)
"Beautiful, well maintained cottage. We loved it! We wished we could have stayed longer. Very close to local activities and the airport."
The price is NZ$636
includes taxes & fees
10 Jun - 11 Jun
Captain's Cabin Bed & Breakfast: Historic & Romantic
Outdoor dining
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 NZ$956
includes taxes & fees
17 Jun - 18 Jun
6BD - Riverfront Home w/ Gorgeous Views
Fridge, microwave, oven, stovetop
★ Victorian Louisville ★ Large 1200 sqft APT #1
9.8 out of 10, Exceptional, (115)
"Accurate listing, good location and clean and spacious house that is great value for the money"
The price is NZ$311
includes taxes & fees
30 May - 31 May
★ Victorian Louisville ★ Large 1200 sqft APT #1
Property grounds
GET AWAY FROM IT ALL - Cottage 28 Taylorsville Lake
9.4 out of 10, Exceptional, (22)
"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
Fridge, microwave, oven, stovetop
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 NZ$284
includes taxes & fees
4 Jun - 5 Jun
Cozy Bourbon Speakeasy Themed Loft - Minutes from Downtown!
Smart TV, books
Chic Rustic Loft minutes from Downtown! Short walk to Lynn Stadium and Breweries
9.8 out of 10, Exceptional, (28)
"This was exactly as pictured- so cozy and so close to town. It was a great place to stay with a few friends!"
The price is NZ$228
includes taxes & fees
29 May - 30 May
Chic Rustic Loft minutes from Downtown! Short walk to Lynn Stadium and Breweries
Fridge, microwave, oven, stovetop
Walk Everywhere !Downtown With A View
8.4 out of 10, Very good, (23)
"We had friends in for pre-wedding events, and it was a great location to travel back and forth from Louisville. We also enjoyed the decor in the home and the space was more than enough for our group."
The price is NZ$358
includes taxes & fees
30 May - 31 May
Walk Everywhere !Downtown With A View
TV, offices
3 BR Downtown Sanctuary! Huge back yard
8.2 out of 10, Very good, (10)
"Nice house. Had a great host."
The price is NZ$401
includes taxes & fees
3 Jun - 4 Jun
3 BR Downtown Sanctuary! Huge back yard
Pool
Cabin/Vacation Home In the Woods on Private Lake Close to Louisville, Ky
10.0 out of 10, Exceptional, (148)
"Very nice cabin in the woods. Real nice closed in deck that overlooked the lake."
Cabin/Vacation Home In the Woods on Private Lake Close to Louisville, Ky
Fridge, microwave, oven, stovetop
River City Retreat close to the Zoo/Expo/Airport/Churchill
9.6 out of 10, Exceptional, (35)
"The hosts went above and beyond making our stay a great experience. We stayed for the Kentucky Derby and the hosts left Kentucky Derby items for us to take home, ponchos in case it rained, the fridge and freezer were stocked, and a snack basket was left out with a hand-written welcome card. Additionally, they accommodated our requests and responded in a timely manner. I have stayed several places in the past and can say without a doubt that this was the best experience due to the exceptional...
River City Retreat close to the Zoo/Expo/Airport/Churchill
Don't see what you're looking for?
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.

Other types of properties in Shepherdsville you may be interested in

Interior
Kentucky House: 22-acre Property on Bourbon Trail
3.0 star property
Kentucky House: 22-acre Property on Bourbon Trail
Front of property - evening/night
Galt House Hotel Trademark Collection by Wyndham
4.0 star property
8.6 out of 10, Excellent, (3181)
"Great location. Room was average."
The price is NZ$236
includes taxes & fees
1 Jun - 2 Jun
Galt House Hotel Trademark Collection by Wyndham
Sauna, body treatments, aromatherapy, hot stone massages
Omni Louisville Hotel
4.0 star property
9.0 out of 10, Wonderful, (1100)
"Beautiful rooms"
The price is NZ$429
includes taxes & fees
31 May - 1 Jun
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Shepherdsville holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Shepherdsville. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Shepherdsville. Seeing all the best attractions is bound to make you fall in love with Shepherdsville. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Shepherdsville short-term rentals, that won’t be hard to do.

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.

Recent reviews of Shepherdsville properties
Expedia verified reviews