How much does it cost to stay in house rentals in Shepherdsville?

Experience the best of Shepherdsville with our house rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Are there pet-friendly vacation rentals in Shepherdsville?

Four-legged friends are welcome in Shepherdsville. Choose from more than 20 vacation rentals for guests traveling with pets.

Are there family-friendly vacation rentals in Shepherdsville?

Shepherdsville has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

Are there vacation rentals with a dedicated workspace in Shepherdsville?

Yes! Work meets play with ease at over 10 vacation rentals in Shepherdsville featuring dedicated workspaces. Stay connected and productive in your home away from home.

Places to stay in Shepherdsville

Book unique places to stay, houses, and more on Airbnb

Top-rated places to stay in Shepherdsville

Guests agree: these places to stay are highly rated for location, cleanliness, and more.

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Top guest favorite

A circular area features a fire pit surrounded by six blue adirondack chairs. The setting includes grass and greenery in the background, providing a cozy outdoor space for relaxation and gatherings.

Home in Springfield

4.98 out of 5 average rating, 106 reviews

Bourbon Trail Schoolhouse

Enjoy staying in a piece of history within this old one room schoolhouse converted to a two bedroom home. Sit out on the swing or by the firepit as you enjoy peaceful sounds of the country and the creek adjacent to the property. Located right on the Bourbon Trail with only a 5 min drive to Maker’s Mark, 17 min to Limestone, and 20 min to Log Still Distillery. Venture in to the city of Springfield to learn about Abe Lincoln and his parents, married in the courthouse, still being used to this day!

Top guest favorite

Place to stay in Vine Grove

4.99 out of 5 average rating, 128 reviews

Fort 5400

Rustic 1 bedroom unit on 6 acres. Beautiful creek a couple hundred yards from your door with lovely sunsets. Vaulted living room, dual reclining sofa, 50 inch ROKU TV & dinette. Kitchenette with full size refrigerator, microwave, and Keurig coffee maker. King size bed, cozy electric fireplace, 32 inch ROKU TV and closet with washer/dryer. The grounds are shared with one other tenant. FT Knox-6.2 Miles Elizabethtown Sports Park-15 miles Church Hill Downs-36 miles Boundary Oak Distillary-7 miles

Guest favorite

A magazine featuring Louisville's landmarks is placed on a wooden floor. Above it, a succulent plant sits in a simple pot, adding a touch of greenery to the arrangement. The background is lightly textured, enhancing the overall aesthetic.

Tiny home in Shepherdsville

4.93 out of 5 average rating, 229 reviews

Tiny House Near Louisville

The tiny house is 200 square feet, but has everything you need for a cozy stay! It’s located inside our half acre fenced in backyard which is right off I-65 and is 15 minutes to downtown Louisville. Fast food, restaurants, gas stations, and laundry mat are less than a mile away. The backyard is a shared space with us, so there’s a small chance you see us or our friendly dogs out there. We built the tiny house ourselves, so we take pride in it and hope you choose to experience tiny house living!

Top guest favorite

A narrow staircase with wooden steps leads downward, flanked by a stone wall on one side. The natural texture of the stone contrasts with the smooth wood, while a black railing provides support. The descent opens to a light-colored doorway at the bottom.

Cabin in Louisville

5 out of 5 average rating, 214 reviews

Historic Cabin by Bourbon Trail

Historic, unique, tasteful and serene - the Edward Tyler house, ca. 1783, is a stone cabin 20 minutes SE of Louisville on 13 acre estate. Near the famous bourbon trail, rental includes full cabin and large screen porch overlooking pond with fountain. First floor has living/dining/kitchen space with small sofa bed and stone fireplace (gas); queen bed and full bath on second floor. American and European antique furnishings and fine art welcome you to fully updated home with central HVAC.

Top guest favorite

A wall-mounted shelf holds a decorative sign reading 'Home is where your heart is.' Above, a glass bottle and a potted plant offer greenery. Below, a collection of kitchen items includes white flowers, decorative greenery, and checkered oven mitts hanging from hooks.

Farm stay in Loretto

4.99 out of 5 average rating, 472 reviews

The Barrel Head

* LOCATED RIGHT ON THE BOURBON TRAIL * At the Barrel Head bed, we strive to make our guest feel as comfortable as possible. This location has been newly remodeled and furnished; a brand new queen size bed, pull out sofa, and coffee bar ensure that you are getting the sleep and energy you need for all of your endeavors while staying on the Bourbon Trail. The Barrel Head is also handicap accessible. There are not any steps, and we have installed a walk in shower for anyone in a wheel chair.

Guest favorite

A covered porch features two blue rocking chairs facing a small table, providing a cozy seating area. A charcoal grill is positioned nearby, and the surrounding trees enhance the sense of privacy. A fire pit with stacked firewood is visible in the background.

Cottage in Coxs Creek

4.96 out of 5 average rating, 142 reviews

Bourbon Trail Cottage

Unique cottage nestled in the woods located along the Bourbon Trail. Centrally located near miles of nature trails in Bernheim Forest & many of the distillery tours. Yet lots of privacy on 10 wooded acers. 8 minutes to Jim Beam Distillery, 8 min to Bernheim Forest, 4 min to Four Roses Bourbon Warehouse & Bottling Tour, 12 min to the City of Bardstown, 30 min to Churchill Downs, 26 min to Louisville International Airport (SDF) NO SMOKING NO PETS

Guest favorite

A circular firepit is surrounded by large, natural stone seating. Logs are neatly arranged in the center, ready for a fire. A grill grate is suspended above the firepit, ideal for cooking over an open flame. Gravel forms the ground, creating a rustic outdoor space.

Cabin in Elizabethtown

4.91 out of 5 average rating, 286 reviews

The Cabin- private,cozy, firepit, hammock, pacman

Take a break and unwind at this peaceful oasis. Blurring the lines between structure and nature, this cabin retreat inspires a feeling of tranquility. The footprint compacts everything one could need- living, kitchen, bed, bathroom, washer/dryer, games and more. Enjoy the peaceful sounds of nature while napping in the hammock. Cook dinner over an open flame in the firepit. Test your skills to beat the high score on PacMan arcade or the foosball table.

Top guest favorite

The interior of the geodesic dome features a welcoming entryway, with a dark door framed by large windows. Two stylish chairs are paired with a small table, and a kitchenette is visible, showcasing modern amenities. A scenic view of the countryside is unobstructed through the dome's curved window.

Dome in Mount Washington

4.98 out of 5 average rating, 171 reviews

My Old Kentucky Dome

An elevated camping “glamping” experience. This brand-new one of a kind geodesic dome is located on a private road that leads you to an overlook featuring one of the most beautiful countryside views in Kentucky. While this getaway experience is nestled deep in the woods, it is also a close drive to all the conveniences you can imagine. This is an off the grid outdoor experience with a ½ mile gravel road including a steep hill. AWD or 4WD advised.

Superhost

A modern kitchen is showcased with white cabinetry and dark countertops. A coffee maker, various utensils, and a spice rack are visible, while natural light enters through a window adorned with blinds. A decorative lamp adds a warm touch to the countertop.

Home in Louisville

4.89 out of 5 average rating, 208 reviews

*Walk to Churchill Downs!*Close to Expo, UL, YUM!

This house just went under a full renovation! Everything is new and awaits your stay. This property is only .4 miles away from the historic Churchill Downs! A quick Uber or cab ride will get you to 4th Street Live, the Highlands, Frankfort Ave, and many more attractions. We are also only 1.9 miles away from the Kentucky Fair and Expo Center which hosts events every week, concerts, Kentucky Kingdom amusement park, and the state fair.

Top guest favorite

The exterior of a brick apartment is displayed, featuring a gabled roof and two prominent windows on the upper level. A two-car garage is visible beneath a covered entryway, with lush greenery framing the structure and partly cloudy skies overhead.

Apartment in Mount Washington

4.95 out of 5 average rating, 202 reviews

“Crossroads” connecting Louisville and Bardstown

This apartment is good for couples, solo adventurer and business travelers. It is 10 miles south of Louisville, 18 miles north of Bardstown, 18 miles west of Taylorsville Lake and 1 hr away from Lexington. It is close to a very cool park, The Parklands, where you can hike, bike and kayak. The apartment is centrally located in the “crossroads” of several really cool communities in horse country, Kentucky.

Top guest favorite

Guest suite in Louisville

4.96 out of 5 average rating, 163 reviews

One Room Apartment with Private Off Street Parking

Room is a stand alone efficiency with a kitchenette, blackout curtains, and reclining queen bed. It has one designated parking space and seperate entrance. Unit has private bath and walk in closet, and kitchenete. Also has refeigerator, coffee maker, work desk microwave, 42" smart tv, Ninja airfryer oven, and couch. Private porch with table and chairs. Close/secure single parking space.

Superhost

The entrance features a covered porch with a welcoming sign, providing space for seating and relaxation. Large windows allow natural light, while a basketball hoop mounted in the corner adds recreational options. A charcoal grill is available for outdoor cooking.

Guesthouse in Mount Washington

4.77 out of 5 average rating, 432 reviews

Kentucky Derby Guest House

The Kentucky Derby guest house is an affordable place to stay that’s comfortable with plenty of room. Sleeps 6 comfortably with 3 queen beds w/ linens but there is plenty of room for more guests with SELF SUPPLIED air mattresses and bedding, we do not supply them. Great for an overnight stay on a road trip , or a multi day getaway while you’re in Kentucky visiting the Bourbon Trail.

Vacation rentals for every style

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Popular amenities for Shepherdsville places to stay

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Other great vacation rentals in Shepherdsville

A kitchen area is displayed with a dual sink and countertop, complemented by a small flower arrangement. A window offers a view of the tranquil lake and greenery outside, while a coffee maker and dish soap add functional elements to the space.

Camper/RV in Shepherdsville

4.63 out of 5 average rating, 8 reviews

Boondockin’ in the Bluegrass! Pets, Fishing, FUN!

Top guest favorite

A bright kitchen features white cabinetry and blue accents. The countertop includes modern appliances, with a black stove and a microwave. Natural light enters through a window, highlighting the cooking space. A small dining table is set nearby, and glass doors lead to the outside deck.

Apartment in Brooks

5 out of 5 average rating, 7 reviews

Cozy Studio in Brooks

Top guest favorite

Cabin in Lebanon Junction

5 out of 5 average rating, 20 reviews

Woodland Oasis: Historic Cabin with Modern Comfort

Guest favorite

An outdoor seating area features a wooden deck with a swing bench and a rocking chair. A decorative rug adds a pop of color, while lush greenery and views of the farm contribute to a peaceful ambiance. The space is suitable for relaxation.

Guesthouse in Shepherdsville

4.94 out of 5 average rating, 54 reviews

Bourbon Country/ Derby Guest House

Guest favorite

The bathroom features a modern vanity with a square sink set atop granite countertops. Three light fixtures illuminate the space, and a mirror is mounted above the sink. A washing machine is visible in the background, alongside a patterned bath mat on the floor.

Apartment in Radcliff

5 out of 5 average rating, 6 reviews

JuLicia's Place

Guest favorite

Home in Lebanon Junction

4.9 out of 5 average rating, 42 reviews

Happy Goose Hollow

Guest favorite

Cabin in Bardstown

4.87 out of 5 average rating, 52 reviews

Cabin*Hot-Tub*Pickleball*Speakeasy* Bourbon Trail

Top guest favorite

A modern kitchen features gray cabinetry with a wooden countertop and stainless steel appliances. A black sink is positioned next to a microwave, and a glass sliding door provides natural light while leading outside.

Guesthouse in Louisville

5 out of 5 average rating, 59 reviews

Breakfast At Tiffany's

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Quick stats about vacation rentals in Shepherdsville

Total rentals
30 properties
Nightly prices starting at
R1,423 ZAR before taxes and fees
Total number of reviews
1.7K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace

Frequently Asked Questions

How much does it cost to stay in house rentals in Shepherdsville?
Experience the best of Shepherdsville with our house rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Shepherdsville?
Four-legged friends are welcome in Shepherdsville. Choose from more than 20 vacation rentals for guests traveling with pets.
Are there family-friendly vacation rentals in Shepherdsville?
Shepherdsville has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there vacation rentals with a dedicated workspace in Shepherdsville?
Yes! Work meets play with ease at over 10 vacation rentals in Shepherdsville featuring dedicated workspaces. Stay connected and productive in your home away from home.

Places to stay in Shepherdsville

Top-rated places to stay in Shepherdsville

Vacation rentals for every style

Popular amenities for Shepherdsville places to stay

Other great vacation rentals in Shepherdsville

Quick stats about vacation rentals in Shepherdsville

Total rentals

Nightly prices starting at

Total number of reviews

Family-friendly rentals

Pet-friendly rentals

Rentals with dedicated workspaces

Frequently Asked Questions

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