Photo by Sarah Wetmore

Shepherdsville Vacation Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    one key icon
    Treat yourself
    Save instantly and earn perks with One Key
    Learn about One Key
    today icon
    Change your mind
    Book hotels with free cancellation

Vacation Rentals in Shepherdsville

Fridge, microwave, oven, stovetop
BOOK NOW FOR DERBY! Bourbon Trail/Parks Easy access to Downtown w/Pool/Firepit
10.0 out of 10, Exceptional, (64)
"We really enjoyed the stay and the property was great. We would definitely stay here again"
BOOK NOW FOR DERBY! Bourbon Trail/Parks Easy access to Downtown w/Pool/Firepit
Outdoor pool, a heated pool
A Cozy Cottage Near the Heart of All Louisville Attractions!
10.0 out of 10, Exceptional, (304)
"Such a relaxing and peaceful place to stay! The hosts are amazing people who truly care about the comfort of their guests. We absolutely love this place ❤️"
The price is $160
$209 total
includes taxes & fees
May 19 - May 20
A Cozy Cottage Near the Heart of All Louisville Attractions!
Property grounds
Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail
10.0 out of 10, Exceptional, (173)
"We stayed at this property for 5 nights. Perfect size for the 3 of us. Hot tub was awesome. Everything was provided from trash bags to soaps and shampoos. The neighborhood was quiet. A great place to get a way from it all and explore Kentucky!!!"
Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Exterior
Captain's Cabin Bed & Breakfast: Historic & Romantic
10.0 out of 10, Exceptional, (113)
"This location was exactly as described. It was one of most interesting and quite different from the average property. If you like the feel of a rustic cabin in the woods with amazing scenery, then this is a great spot. The hosts were incredibly hospitable and kind. The house has all of the basic needs and more. I appreciate being able to experience this one."
The price is $247
$387 total
includes taxes & fees
Jun 3 - Jun 4
Captain's Cabin Bed & Breakfast: Historic & Romantic
Pool
Cabin/Vacation Home In the Woods on Private Lake Close to Louisville, Ky
10.0 out of 10, Exceptional, (146)
"Absolutely amazing cabin close to Louisville but secluded enough to fill like you are far away from the hustle and bustle! From the sunrise on the water to the twinkle of twilight in the evening the cabin is situated perfectly next to the lake. This is a great place to rest and relax!"
Cabin/Vacation Home In the Woods on Private Lake Close to Louisville, Ky
Interior
Quiet and Cozy Cabin in the woods!
10.0 out of 10, Exceptional, (9)
"Driving up to the property was beautiful, but we thought too remote. But once we were there, we could have stayed for weeks. It is the most serene and beautiful space. The rain even made it more enjoyable, sitting on the deck and listening to the wildlife and rain. If it wasnt so far away I would bring our whole family here, for the best getaway ever. Thank you for the chance to experience your lifestyle."
Quiet and Cozy Cabin in the woods!
Fridge, oven, stovetop, dishwasher
Stay at Re-Nu: Unique Shipping Container Apartments in NuLu
10.0 out of 10, Exceptional, (9)
"My wife wants to stay at a place like this everehere"
The price is $102
$211 total
includes taxes & fees
May 20 - May 21
Stay at Re-Nu: Unique Shipping Container Apartments in NuLu
Exterior
Ron & Orline's Home, park at the door & use our EV 50 amp charger
10.0 out of 10, Exceptional, (137)
"Amazing property and an outstanding host"
The price is $155
$258 total
includes taxes & fees
May 20 - May 21
Ron & Orline's Home, park at the door & use our EV 50 amp charger
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 $699
$1,322 total
includes taxes & fees
May 20 - May 21
Cheerful Historical Mansion 8-bedrooms and 6 baths Vacation Home in Derby City
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 $45
$145 total
includes taxes & fees
May 19 - May 20
Chic Rustic Loft minutes from Downtown! Short walk to Lynn Stadium and Breweries
Interior
Beautiful apartment in the heart of downtown Bardstown, KY
9.8 out of 10, Exceptional, (95)
"The apartment reflected the history of the building and area. It is centrally located so we could walk to a variety of restaurants. Very clean! The host responded quickly when we had questions"
The price is $130
$226 total
includes taxes & fees
May 19 - May 20
Beautiful apartment in the heart of downtown Bardstown, KY
Fridge, microwave, oven, stovetop
★ Victorian Louisville ★ Large 1200 sqft APT #1
9.8 out of 10, Exceptional, (112)
"Southern hospitality at its best! Our host welcomed us with a wonderful local goodies basket. To my surprise the clear ponchos that I had left at home to attend the Derby were included! We had 4 ladies in our group and the beds and accommodations were perfect. There’s even a backyard patio to enjoy with a zen garden. This is a spacious Victorian beautifully remodeled with all hard wood floors. Everything was clean and very well stocked. We were able to walk downtown during the day and Uber home...
The price is $110
$192 total
includes taxes & fees
May 28 - May 29
★ Victorian Louisville ★ Large 1200 sqft APT #1
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 $70
$180 total
includes taxes & fees
May 28 - May 29
Cozy Bourbon Speakeasy Themed Loft - Minutes from Downtown!
Property grounds
Stunning Victorian Home - prime location minutes from Louisville
9.8 out of 10, Exceptional, (13)
"We stayed at this property with a group of guys for a bourbon tour weekend. The property is located just outside Louisville and was only a 10 dollar Uber downtown (or 10 minute drive). If you have time, there is also an extremely cool walking bridge to Louisville. The property is well-maintained and fit all of our needs. We especially enjoyed that backyard and spent a number of hours hanging out, playing yard games and grilling back there. Communication with the host Amy was excellent. An...
Stunning Victorian Home - prime location minutes from Louisville
2 bedrooms, bed sheets
Enjoy a Hot Tub and a peaceful Cabin out in the country at High Ridge Cabins.
9.8 out of 10, Exceptional, (51)
"Peaceful, very relaxing."
Enjoy a Hot Tub and a peaceful Cabin out in the country at High Ridge Cabins.
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 $105
$175 total
includes taxes & fees
Jun 10 - Jun 11
Stellar Suites
Fridge, microwave, oven, stovetop
River City Retreat close to the Zoo/Expo/Airport/Churchill
9.6 out of 10, Exceptional, (35)
"While, we didn't get too spend a lot of time at the house, while we were there - was great! It is such a cute little house, that has been totally updated! We loved the unique setup of the house! The kitchen, in the basement, was fun! We will definitely check to see if this house is available when we return for Nationals, again next year!"
River City Retreat close to the Zoo/Expo/Airport/Churchill
Fridge, microwave, oven, stovetop
Couples Cozy Lake Cottage at Edgewater Resort 36
9.6 out of 10, Exceptional, (37)
"I booked this place for my BIL’s 40th. Three nights. It was 6 adults, 3 couples. We could not ask for a more centrally located place. Easy drives to all the great distilleries. But out of the way and peaceful. The views of the lake driving in were amazing. We saw deer and a turkey. You can’t quite see the lake but it’s so pretty from the back deck. When we arrived one of the bathroom showers wouldn’t stop running. I messaged the property manager and she and the owner got back to me right away....
Couples Cozy Lake Cottage at Edgewater Resort 36
Exterior
Close to Everything in Louisville!!!
9.4 out of 10, Exceptional, (25)
"Great"
The price is $90
$245 total
includes taxes & fees
May 20 - May 21
Close to Everything in Louisville!!!
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
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.

Shepherdsville Vacation Rental Travel Info

Popular accommodation
Shepherdsville private vacation homes
Known landmarks
Jim Beam American Outpost, Milla Nova Winery and Wight - Meyer Vineyard & Winery
International airport
Louisville, KY (SDF-Louisville Intl.)

Other types of properties in Shepherdsville you may be interested in

Sauna, body treatments, aromatherapy, hot stone massages
Omni Louisville Hotel
4.0 star property
9.0 out of 10, Wonderful, (1108)
"The hotel was amazing. The staff very helpful"
The price is $212
$249 total
includes taxes & fees
May 31 - Jun 1
Omni Louisville Hotel
Front of property - evening/night
Galt House Hotel Trademark Collection by Wyndham
4.0 star property
8.6 out of 10, Excellent, (3149)
"Loved it. Great hotel. Great restaurants and bars. Walking distance to even more. "
The price is $119
$140 total
includes taxes & fees
May 26 - May 27
Galt House Hotel Trademark Collection by Wyndham
Interior
Crowne Plaza Louisville Airport Expo Center, an IHG Hotel
3.5 star property
7.6 out of 10, Good, (1004)
"Delightful location convenient to everything"
The price is $107
$126 total
includes taxes & fees
May 20 - May 21
Crowne Plaza Louisville Airport Expo Center, an IHG 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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Shepherdsville vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Shepherdsville vacation 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 low season months. For more hustle and bustle, you may prefer to visit Shepherdsville in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $45 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Shepherdsville rentals

At Expedia, we put the best Shepherdsville vacation 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 vacation.

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 vacation rental in Shepherdsville?

Yes, you can find vacation rentals near the most popular sights in Shepherdsville, or you can select a more secluded option if you want a relaxing place to 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's the top vacation rental in Shepherdsville?

BOOK NOW FOR DERBY! Bourbon Trail/Parks Easy access to Downtown w/Pool/Firepit: This Shepherdsville vacation home rental is located in a rural location and has an outdoor pool, a fireplace, and a barbecue grill 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 you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals are there in Shepherdsville?

Expedia has 12 vacation 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 vacation rentals like in Shepherdsville?

Vacation rentals are privately owned properties you can book for a few days or a quick weekend in Shepherdsville. Vacation rentals feature extras such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a clean environment, a vacation rental can offer a sense of safety away from shared hotel elevators and busy reception areas while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental an attractive choice for family trips or small group gatherings.

Recent reviews of Shepherdsville properties
Expedia verified reviews

Radisson Hotel Louisville North

Radisson Hotel Louisville North

5/5 Excellent
"Convenient to river, restaurant,and actually close to downtown."
A verified traveler stayed at Radisson Hotel Louisville North
Posted 17 hours ago
Radisson Hotel Louisville North