Shepherdsville Vacation Rentals

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Our top choices for Shepherdsville vacation rentals

Justin Fitch Cabin - Active Heroes

Justin Fitch Cabin - Active Heroes
Bullitt County
The price is CA $301
CA $349 total
includes taxes & fees
Apr 18 - Apr 19
Justin Fitch Cabin - Active Heroes

Charlie Long Cabin - Active Heroes

Charlie Long Cabin - Active Heroes
Bullitt County
The price is CA $343
CA $396 total
includes taxes & fees
Apr 21 - Apr 22
Charlie Long Cabin - Active Heroes

Modern Comfort •Bourbon Trail & Derby•Fenced yard•full kitchen•parking

Modern Comfort •Bourbon Trail & Derby•Fenced yard•full kitchen•parking
Shepherdsville
10.0 out of 10, Exceptional, (2 reviews)
"The host was very attentive and helpful. They checked in a couple of times to make sure everything was good with our stay. The house is nice and the neighborhood was quiet. The location was close to everything in Shepherdsville. Louisville is about 20-30 mins away depending on where you are going. Definitely would stay again. "
United States
Bobby C.
The price is CA $269
CA $566 total
includes taxes & fees
Apr 25 - Apr 26
Modern Comfort •Bourbon Trail & Derby•Fenced yard•full kitchen•parking

One of a kind cabin in the woods. Quiet and private but close to everything.

One of a kind cabin in the woods. Quiet and private but close to everything.
Coxs Creek
10.0 out of 10, Exceptional, (115 reviews)
"Great stay. "
United States
Royce
The price is CA $196
CA $313 total
includes taxes & fees
Apr 18 - Apr 19
One of a kind cabin in the woods. Quiet and private but close to everything.

Vine Grove Home w/ Deck, 4 Mi to Saunders Springs!

Vine Grove Home w/ Deck, 4 Mi to Saunders Springs!
3.0 star property
Vine Grove
10.0 out of 10, Exceptional, (4 reviews)
"The house was perfect for our short visit with our son at Ft. Knox. The house was small but clean and well maintained. The layout made good use of the space and everything was in working order. Overall a great option for someone looking for a place to stay. "
United States
ANDREA
The price is CA $134
CA $364 total
includes taxes & fees
Apr 19 - Apr 20
Vine Grove Home w/ Deck, 4 Mi to Saunders Springs!

A Cozy Cottage Near the Heart of All Louisville Attractions!

A Cozy Cottage Near the Heart of All Louisville Attractions!
Cloverleaf
10.0 out of 10, Exceptional, (385 reviews)
"Wonderful little place to stay for a weekend. 10/10 recommend staying here. Quiet and serene, and the hosts have thought of everything- very nicely equipped!"
United States
Amanda E.
The price is CA $197
CA $262 total
includes taxes & fees
Apr 20 - Apr 21
A Cozy Cottage Near the Heart of All Louisville Attractions!

Seabiscuit 5- Relax And Kick Back

Seabiscuit 5- Relax And Kick Back
Taylorsville
9.6 out of 10, Exceptional, (54 reviews)
"We had a girls weekend and everything was perfect. Would definitely stay here again."
United States
Susan N.
The price is CA $170
CA $350 total
includes taxes & fees
Apr 19 - Apr 20
Seabiscuit 5- Relax And Kick Back

Charming 2-bedroom townhome with High Speed wifi and smart TV’s in Radcliff

Charming 2-bedroom townhome with High Speed wifi and smart TV’s in Radcliff
Radcliff
9.8 out of 10, Exceptional, (15 reviews)
"Perfect for our stay and clean. Close to Elizabethtown"
United States
Brandi J.
The price is CA $99
CA $230 total
includes taxes & fees
Apr 19 - Apr 20
Charming 2-bedroom townhome with High Speed wifi and smart TV’s in Radcliff

StillHill: HotTub GameRoom Whiskey Lounge Acreage

StillHill: HotTub GameRoom Whiskey Lounge Acreage
Bardstown
10.0 out of 10, Exceptional, (11 reviews)
"The place was great. Comfortable accomodations and would visit again!"
United States
Alan R.
The price is CA $277
CA $558 total
includes taxes & fees
Apr 20 - Apr 21
StillHill: HotTub GameRoom Whiskey Lounge Acreage

Close to Ky Fairgrounds&Expo, Churchill Downs!

Close to Ky Fairgrounds&Expo, Churchill Downs!
Germantown
10.0 out of 10, Exceptional, (75 reviews)
"The amenities were great and the house was the perfect spot for our weekend getaway. "
United States
Janessa D.
The price is CA $113
CA $278 total
includes taxes & fees
Apr 20 - Apr 21
Close to Ky Fairgrounds&Expo, Churchill Downs!

New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country

New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country
New Hope
10.0 out of 10, Exceptional, (66 reviews)
"Great location, close to many bourbon stops.Would definitely stay again."
United States
Matthew M.
The price is CA $155
CA $404 total
includes taxes & fees
Apr 21 - Apr 22
New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country

Close to Everything in Louisville!!!

Close to Everything in Louisville!!!
Camp Taylor
9.4 out of 10, Exceptional, (37 reviews)
"This is a great little place to stay! Close to the Exposition Center and a lot of other attractions. It is an older place but clean and comfortable. This is our second stay at this place. "
United States
jaggers959
The price is CA $144
CA $374 total
includes taxes & fees
Apr 20 - Apr 21
Close to Everything in Louisville!!!

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

Captain's Cabin Bed & Breakfast: Bourbon Trail, History & Romance
Louisville
9.8 out of 10, Exceptional, (143 reviews)
"Great Trip…We enjoyed the four (4) nights. Host was great and her Scones were a treat."
United States
Anonymous traveller
The price is CA $349
CA $555 total
includes taxes & fees
Apr 20 - Apr 21
Captain's Cabin Bed & Breakfast: Bourbon Trail, History & Romance

New Downtown Luxury Townhouse in Bourbon Country

New Downtown Luxury Townhouse in Bourbon Country
Elizabethtown
10.0 out of 10, Exceptional, (56 reviews)
"Very nice place in the heart of downtown. Host was easy to communicate with. Would stay there again."
United States
Justin F.
The price is CA $184
CA $385 total
includes taxes & fees
Apr 19 - Apr 20
New Downtown Luxury Townhouse in Bourbon Country

Uptown Class

Uptown Class
New Albany
10.0 out of 10, Exceptional, (15 reviews)
"Great property. Good location. "
United States
Damont P.
The price is CA $171
CA $570 total
includes taxes & fees
Apr 19 - Apr 20
Uptown Class

The Maple Den

The Maple Den
Elizabethtown
10.0 out of 10, Exceptional, (14 reviews)
"Great place and stay no issues. "
United States
Dalton R.
The price is CA $171
CA $400 total
includes taxes & fees
Apr 19 - Apr 20
The Maple Den

Just 10 minutes from town -We're more than just a place to stay!

Just 10 minutes from town -We're more than just a place to stay!
Elizabethtown
9.2 out of 10, Wonderful, (20 reviews)
"Clean and comfortable. Really pretty country"
United States
Deborah B.
The price is CA $154
CA $253 total
includes taxes & fees
Apr 19 - Apr 20
Just 10 minutes from town -We're more than just a place to stay!

Alfesco - Walkable Highlands Guesthouse

Alfesco - Walkable Highlands Guesthouse
Deer Park
8.6 out of 10, Excellent, (10 reviews)
"Great communication, accommodations, and location- Trifecta! "
United States
Lisa K.
The price is CA $74
CA $196 total
includes taxes & fees
Apr 20 - Apr 21
Alfesco - Walkable Highlands Guesthouse

Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.

Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.
New Albany
10.0 out of 10, Exceptional, (42 reviews)
"Great home and great location with access to many things close by."
United States
Todd S.
The price is CA $96
CA $275 total
includes taxes & fees
Apr 22 - Apr 23
Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.

Country Clean Cozy

Country Clean Cozy
Elizabethtown
9.8 out of 10, Exceptional, (43 reviews)
"Great communication and instructions. House was perfect for our needs and location."
United States
Lynne Y.
The price is CA $145
CA $370 total
includes taxes & fees
Apr 19 - Apr 20
Country Clean Cozy
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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Top Shepherdsville Hotel Reviews

Find out more about Shepherdsville

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Shepherdsville?

Yes, you can find vacation rentals in Shepherdsville near Bernheim Arboretum and Research Forest, or you can select a more secluded option if you're looking for extra privacy while you relax. 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?

Large Private Home close to Bourbon Trail!/POOL/Free Firewood/Parks/Close to I65: 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 15 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 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 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.