
House holiday rentals in Shepherdsville
Find and book unique houses on Airbnb
Top-rated house rentals in Shepherdsville
Guests agree: These houses are highly rated for location, cleanliness and more.

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!

Bardstown Bourbon Bnb - near My Old KY Home
Welcome to our charming Airbnb in Bardstown, Kentucky, the bourbon capital of the world! Situated in the heart of downtown, our spacious and beautifully decorated home is the perfect retreat for bourbon enthusiasts, history buffs, and nature lovers alike. Boasting of three comfortable bedrooms, each furnished with plush bedding. The living area is bright and airy, with large windows and comfortable seating for you to relax. The fully-equipped kitchen is perfect for cooking up delicious meals.

Downtown Elizabethtown Mid-Century Charm Home
Experience minimalist mid-century modern charm in our cozy 2BR, 2BA home just a few miles from downtown, Etown Sports Park, Freeman Lake and hospital, making it perfect for travel nurses & families alike. Enjoy a fully equipped kitchen and outdoor space with grill and fire pit. This home is conveniently located near Etown's downtown area where you can explore local shops, restaurants & parks. Our cozy mid-century modern home is the perfect place to stay during your visit to Elizabethtown, KY.

Walking Bridge, Putt Putt House
NEW LISTING: Welcome to our walking bridge home on Pearl St. We have a hot tub, putt putt, and all the fun you can think of in one home. Steps away from restaurants, shopping, and bars, as well as the walking bridge to Louisville. This home is closer to the fun in Louisville than most neighborhoods in Louisville itself. Go out or stay in, you're guaranteed to have a great time in this newly renovated gem. We have high quality mattresses, and smart TV's in both bedrooms and the living room.

"Call Me Old-Fashioned"in Derby & Bourbon Country!
Welcome to "Call Me Old-Fashioned" - a unique spin on Bourbon w/ a mix of new & vintage amenities! Located in a QUIET & SAFE neighborhood, this family-friendly home is located close to Downtown Louisville & Churchill Downs (18 min), Expo Center & airport (15 min). Bardstown, the Bourbon capitol, is 35 min away. We are also 5 min from Parklands @ Floyds Fork park system - home to 60 miles of hiking, biking & paddling trails & a big playground. Come make yourself at home in our cozy KY home!

Quiet Neighborhood Home With Outstanding Location
Situated on a quiet hilltop neighborhood in Clifton Heights, this is the perfect location for a professional or personal visit to Louisville and very animal friendly. It is within 10 minutes of Downtown, Waterfront Park, Nulu, Frankfort Avenue, the Highlands, the Convention Center, and just 15 minutes from historic Churchill Downs. These neighborhoods feature the best dining and entertainment in the city. Just a block away is the Mellwood Arts Center complex with shops and dining.

* NEW* Kentucky Inn 4 bedroom 3 bath Elizabethtown
⭐️NEWLY REMODELED ⭐️ KING BED, QUEEN, FULL, and REMOTE TILT TWIN. TWO LIVING ROOMS. ⭐️FREE PARKING⭐️ 3 FULL BATHS. LARGE HOME. The whole group will enjoy easy access to everything from this centrally located place. 1.3 mile from E-town Sports Park Gates Park across the street 1.2 mile from down town 4 bedroom 3 bath 2 living rooms 1/2 acre 2300 sf peaceful 1.5 mile away from 65 or Western Kentucky Parkway. CLOSE TO HODGENVILLE, FORT KNOX, GLENDALE, VINE GROVE, 45 min LOUISVILLE

The House with the Orange Door
Located near Churchill Downs, UofL, downtown, the Convention Center and Fairgrounds, and a short distance to restaurants, bars and coffee shops. This single family home offers two bedrooms with queen beds and a pull-out couch in the living room. Enjoy coffee or a relaxing evening cocktail on the back deck. The kitchen is fully equipped and the open living space provides a great area for socializing. Locally made art and decor is on display, adding to the uniqueness of the space.

A Heavenly Home
Serene ~ Peaceful ~ Private ~Modern. Centrally located in the heart of Bourbon Country. This home is an ideal setting to relax and enjoy spending time with friends or family. You will no doubt find this newly constructed home to be cozy, comfortable, and inviting! Enjoy the wonderful outdoor space in a quiet country setting with beautiful scenery and woods, comfortable seating, including a porch swing, a play area for children, and you may even see a deer or two!

Cozy, 3 bedroom home 4 miles from Fort Knox
Discover a cozy home just 4 miles from Fort Knox, offering a personal driveway and high-speed fiber Wi-Fi. With three comfortable bedrooms accommodating up to 6 guests, including a queen, a twin trundle, and two full-size beds. Plus, you're conveniently situated 4.6 miles from the Patton Museum and 4.4 miles from the Chaffee gate/Visitor Center. Experience comfort, convenience, and proximity to local attractions. Your perfect Fort Knox getaway awaits!

Cute, Cozy, & Clean Home in Louisville
Welcome to this gem that is 20 minutes from Churchill Downs and Downtown Louisville. 15 minutes from the airport and Jim Beam! With parking galore, plenty of bedrooms, and a huge backyard, this is the ideal space for family and friends to reunite and connect. This is the perfect spot to stay to explore Louisville and surrounding areas - close enough to the excitement but far enough away to rest and relax! We would be happy to host you!

Parkside Pad - Iroquois Park
Central Location! One bedroom & One Bath Home. This home offers a 5 minute walk to wonderful Iroquois Park and the charming Beechmont Neighborhood. Short 5 minute drives to Churchill Downs and the University of Louisville, 10 minute drives to the Airport and Fairgrounds/Exposition Center, and 15 minute drives to trendy NuLu, Highlands, and Germantown neighborhoods. This space will offer the best of what Louisville has to offer.
Popular amenities for Shepherdsville house rentals
House rentals with a pool

Bourbon Trail Lake Home w/ Hot tub & King Bed

Pool*Pickleball Bldg*HotTub*Speakeasy*BourbonTrail

The Bluegrass Grand Estate: Bourbon Trail Luxury

Bourbon Retreat • Hot Tub + Game

5 Baths• King Beds• Hot Tub • Expo & Bourbon Trail

Peppermint Cottage Norton Commons w Breakfast

Bourbon Trail Pool&Hottub FUN-ZONE! GameRm! Fish!

Happy Goose Hollow
Weekly house rentals

The Nicholson Guest House

Distillery Overlook Barndo Home

Bourbon Belle w/parking Booking now for Ky Derby!

The Coop

Lilly's Pad

Long-term Rental: Lovely Duplex A near I-65

Modern Comfort •Bourbon Trail & Derby•Fenced yard

Cheerful, centrally located 2 bedroom shotgun home
Private house rentals

*Bourbon Barrel* Close to Louisville and E-town!

Cozy Little Home

The Dark Horse Inn *Derby Dream House*

Birdie Birkdale Retreat

Exclusive Louisville House Near UofL: Work & Relax

Cozy Home Near the Bourbon Trail & KY Derby

3 BED/2 BA on Bourbon Trail - Pet Friendly

Elizabethtown Charm
When is the best time to visit Shepherdsville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $173 NZD | $187 NZD | $210 NZD | $213 NZD | $279 NZD | $189 NZD | $224 NZD | $180 NZD | $262 NZD | $210 NZD | $210 NZD | $215 NZD |
| Avg. temp | 2°C | 4°C | 9°C | 15°C | 20°C | 25°C | 27°C | 26°C | 22°C | 16°C | 9°C | 4°C |
Quick stats about house rentals in Shepherdsville

Total holiday rentals
Explore 20 holiday rentals in Shepherdsville

Nightly prices starting at
Shepherdsville holiday rentals start at $139 NZD per night before taxes and fees

Verified guest reviews
Over 1,020 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Shepherdsville holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Shepherdsville rentals

4.8 Average rating
Shepherdsville stays are highly rated by guests—averaging 4.8 out of 5!
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- Louisville Holiday rentals
- Buffalo Trace Distillery
- Kentucky Kingdom & Hurricane Bay
- Kentucky Derby Museum
- Valhalla Golf Club
- Angel's Envy Distillery
- Muhammad Ali Center
- Charlestown State Park
- Louisville Slugger Museum & Factory
- Heritage Hill Golf Club
- Louisville Slugger Field
- Turtle Run Winery
- Big Four Bridge
- Anderson Dean Community Park
- Falls of the Ohio State Park
- Kentucky Science Center
- Waterfront Park
- Old Fort Harrod State Park
- River Run Family Water Park
- Hurstbourne Country Club
- Frazier History Museum
- Big Spring Country Club
- Evan Williams Bourbon Experience
- Rising Sons Home Farm Winery
- Best Vineyards




