Photo by Sarah Wetmore

Holiday Rentals in Shepherdsville

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Holiday Rentals in Shepherdsville

22-acre Home on Bourbon Trail w/ Sunroom!
3.0 star property
22-acre Home on Bourbon Trail w/ Sunroom!
Close to Bourbon Trail/Parks/Easy access to I-65/Pool/Firepit/Free Firewood!
9.8 out of 10, Exceptional, (78)
"The host of this property is great. She communicates well and was easily accessible. The property is clean and in a great location if you are looking for things south of Louisville. Great layout for families with kids and in-laws. "
The price is €556
includes taxes & fees
3 Dec - 4 Dec
Close to Bourbon Trail/Parks/Easy access to I-65/Pool/Firepit/Free Firewood!
Stellar Suites
4.5 star property
9.6 out of 10, Exceptional, (87)
"Great location! Excellent dining options nearby!"
The price is €190
includes taxes & fees
16 Dec - 17 Dec
Stellar Suites
The Bellwether Hotel
2.5 star property
7.4 out of 10, Good, (8)
"Love the convenience of checking in, location, and rooms and property were gorgeous! "
The price is €198
includes taxes & fees
8 Dec - 9 Dec
The Bellwether Hotel
A Cozy Cottage Near the Heart of All Louisville Attractions!
10.0 out of 10, Exceptional, (337)
"My boyfriend and I just needed a place to stay for the night as we were in town to see the Jack O Lantern Spectacular at Iroquois and this was PERFECT! They couldn’t have been nicer and the cabin was very well-stocked. Honestly, we ended up wishing we were staying longer to enjoy the cabin itself. 10 minute Uber from the event. You are very close to their home but we felt we had plenty of privacy. Can’t recommend enough "
The price is €204
includes taxes & fees
24 Nov - 25 Nov
A Cozy Cottage Near the Heart of All Louisville Attractions!
Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail
10.0 out of 10, Exceptional, (197)
"I am a 65 YO woman and I stayed at this cottage by myself the week of 10/22/24. I am pleased to give a 5-star rating because: this cottage was easy to find and located in a pleasant, quiet area. I felt safe in this cottage; it was very clean; bed slept wonderful; water pressure and temp were great; cottage looks exactly like pictures; everything worked as expected, and my communications with the property manager were easy. This area is wonderful if you want peace and quiet, close to the lake...
Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail
4 rooms for rent
The price is €137
includes taxes & fees
23 Nov - 24 Nov
4 rooms for rent
Hancock House
3.0 star property
8.0 out of 10, Very good, (195)
"I was impressed with the room. It smelled nice, it was clean, and I really liked the design. They programmed a set of codes for me and they were easy to follow. I also felt like the parking was safe. I would definitely stay there again. "
The price is €161
includes taxes & fees
27 Nov - 28 Nov
Hancock House
Cheerful Historical Mansion 8-bedrooms and 6 baths Vacation Home in Derby City
9.8 out of 10, Exceptional, (59)
"Full of cobwebs and dust. Lack of pots and pans, the few there were dirty like burned food in it. Rooms nice. Yard superb Parking very nice"
The price is €1,286
includes taxes & fees
9 Dec - 10 Dec
Cheerful Historical Mansion 8-bedrooms and 6 baths Vacation Home in Derby City
Captain's Cabin Bed & Breakfast: Historic & Romantic
9.8 out of 10, Exceptional, (127)
"Had a great weekend at Captain's cabin. we immediately started a fire in the fireplace and enjoyed the quiet popping and warmth of the fire all weekend. Tammy's breakfasts are outstanding. Found some fun things to do in town when we finally pealed ourselves from the cabin."
The price is €405
includes taxes & fees
30 Nov - 1 Dec
Captain's Cabin Bed & Breakfast: Historic & Romantic
Close to Everything in Louisville!!!
9.4 out of 10, Exceptional, (28)
"Very clean and nice place close to the exposition center would stay there again."
The price is €224
includes taxes & fees
25 Nov - 26 Nov
Close to Everything in Louisville!!!
3 BR Downtown Sanctuary! Huge back yard
8.4 out of 10, Very good, (22)
"The property was very neat and had all the amenities it promised. The owner was great to communicate with. "
The price is €232
includes taxes & fees
24 Nov - 25 Nov
3 BR Downtown Sanctuary! Huge back yard
The River's Edge Oasis...Relax & unwind...Casual luxury close to downtown Lville
10.0 out of 10, Exceptional, (171)
"Excellent views of the river and downtown Louisville. We will return!!!"
The price is €368
includes taxes & fees
24 Nov - 25 Nov
The River's Edge Oasis...Relax & unwind...Casual luxury close to downtown Lville
Cabin/Vacation Home In the Woods on Private Lake Close to Louisville, Ky
10.0 out of 10, Exceptional, (162)
"This was a perfect quiet getaway for us. Renters communicated in a timely manner and made us feel very welcome. "
Cabin/Vacation Home In the Woods on Private Lake Close to Louisville, Ky
Park like setting in the heart of the city
9.0 out of 10, Wonderful, (12)
"Convenient location. Very clean. "
Park like setting in the heart of the city
River City Retreat near Zoo/Expo/Airport/Churchill + Arcade
9.8 out of 10, Exceptional, (47)
"Close to the Expo for the livestock show stay. House was clean. Beds were comfortably. "
River City Retreat near Zoo/Expo/Airport/Churchill + Arcade
6BD - Riverfront Home w/ Gorgeous Views
9.2 out of 10, Wonderful, (22)
"Overall really enjoyed our stay in this home. Loved the layout! The home was well setup for our needs and Nick was fairly prompt with responses to questions. Several people from our group were talking about coming back sometime with their own families, so that says something about the enjoyment we shared here."
The price is €610
includes taxes & fees
16 Dec - 17 Dec
6BD - Riverfront Home w/ Gorgeous Views
Quiet and Quaint Carriage House: Sabai Sabai
9.0 out of 10, Wonderful, (8)
"We really enjoyed our stay! The place was clean and had everything we’d need for our stay. The neighborhood was quiet yet we were still close to the action of downtown Louisville. Would definitely stay again!"
The price is €134
includes taxes & fees
3 Dec - 4 Dec
Quiet and Quaint Carriage House: Sabai Sabai
Chic Rustic Loft minutes from Downtown! Short walk to Lynn Stadium and Breweries
10.0 out of 10, Exceptional, (44)
"My wife and I stayed here over a long weekend and it was very nice! Great location, within 15 minutes of everything we wanted to do in the city. The property manager was very responsive and helpful. The room was very well kept and nicely decorated. Highly recommended "
The price is €147
includes taxes & fees
3 Dec - 4 Dec
Chic Rustic Loft minutes from Downtown! Short walk to Lynn Stadium and Breweries
GET AWAY FROM IT ALL - Cottage 28 Taylorsville Lake
9.2 out of 10, Wonderful, (29)
"Property was clean, easy access. Beautiful area. We were there for the weekend of our daughters wedding in Shelbyville. "
GET AWAY FROM IT ALL - Cottage 28 Taylorsville Lake
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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Other types of properties in Shepherdsville you may be interested in

22-acre Home on Bourbon Trail w/ Sunroom!
3.0 star property
22-acre Home on Bourbon Trail w/ Sunroom!
Galt House Hotel Trademark Collection by Wyndham
4.0 star property
8.8 out of 10, Excellent, (3363)
"Had a amazing time first time to Louisville and this location was perfect and was very happy with all the amenities and location "
The price is €134
includes taxes & fees
4 Dec - 5 Dec
Galt House Hotel Trademark Collection by Wyndham
Omni Louisville Hotel
4.0 star property
9.0 out of 10, Wonderful, (1174)
"Amazing property and overall stay. We were celebrating a milestone birthday and Jaci at the front desk not only upgraded us, but sent up a bottle of whisky and chocolates. It was the best hotel stay I think I’ve ever experienced. Beautiful property and even better people working there. So grateful to sweet Jaci and the rest of the lovely staff at the Louisville Omni! "
The price is €170
includes taxes & fees
24 Nov - 25 Nov
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.

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.

What are some of the best holiday rentals that Shepherdsville has to offer?

Close to Bourbon Trail/Parks/Easy access to I-65/Pool/Firepit/Free Firewood!: 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 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.