
House vacation rentals in Shepherdsville
Find and book unique houses on Airbnb
Quick stats about house rentals in Shepherdsville

Total vacation rentals
Explore 20 vacation rentals in Shepherdsville

Nightly prices starting at
Shepherdsville vacation rentals start at G$16,709 GYD per night before taxes and fees

Verified guest reviews
Over 1,170 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Wi-Fi availability
20 of Shepherdsville vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Shepherdsville rentals

4.8 Average rating
Shepherdsville stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated house rentals in Shepherdsville
Guests agree: these houses are highly rated for location, cleanliness, and more.

The Bourbon Charm Homestay BourbonTrail Derby PGA
This cozy 3 bedroom house is located only 7 minutes from downtown Bardstown along the Bourbon Trail! Our residence includes three bedrooms (one king size and two queen size beds), a private patio with a grill, a large living room with a huge sectional sofa, and a fully stocked kitchen. We also include a guidebook full of suggestions if you decide you want to go out! We look forward to hosting you while you explore the Bourbon Trail and our unique small town of Bardstown! Smoke-free residence
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Downtown Elizabethtown Mid-Century Charm Home
Cozy 2BR/2BA mid-century modern home, great for tournament families or working travelers. This is also my personal home when I’m not traveling & I share it with guests while I’m away. Sleeping setup: 1 king, 1 full, futon sofa bed and two queen air mattresses. Minutes from Etown Sports Park, downtown, Freeman Lake & the hospital. Fully equipped kitchen plus a Pac-Man arcade game that kids love. Backyard opens to a large community field with baseball and soccer space, plus a grill and fire pit
LocationFamilyOutdoor spaces

"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!
LocationFamilyLong stay

Lilly's Pad
Relax and unwind in between all your Louisville activities. We are close (4.4miles) from SDF airport ,and I65 and the Gene Snyder Freeway are less than 8miles away. There are a plethora of activities from shopping to entertainment venues such as horse racing at historic Churchill Downs, Louisville Zoo, Kentucky Kingdom amusement park, Muhammad Ali museum and childhood home, Louisville Slugger Museum, Valhalla golf club, and 36 Bourbon Distilleries as well as cave exploring and fishing.
FamilyValueIndoor spaces

DOWNTOWN LOUISVILLE ⭐ Expo Center⭐ 3 BR, 2 BT
- 3 min drive to U of Louisville - 5 min drive to KY Expo Center - 7 min drive to Louisville Zoo This gorgeous 3-bed, 2-bath house is less than 4 miles from downtown Louisville. With its fully-equipped kitchen, spacious rooms & completely renovated kitchen, the house is the perfect base for large groups wanting to explore the city. Enjoy the wide variety of shops, restaurants, & bars nearby. Kentucky Derby fans love the close proximity to Churchill Downs. No Locals Please
LocationFamilyBathroom

Best Location in the City-2 Story Patio & Hot Tub
The Saddle Inn has everything you need for your upcoming stay. Situated in the heart of the city and walking distance to the best restaurants and bars in town, you are booking convenience when you book our home. This house has vintage Kentucky flare with modern furnishings & updates. It boasts 3 bedrooms, a 2 story patio, hot tub, fire pit, ping-pong table, shuffleboard, and all the bourbon barrels one can hope for in Kentucky. There's no better location than this one.
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Cabin in the Woods on Lake Close to Louisville Ky
Escape to Little Cedar Lodge, a secluded lakefront cabin just 20 minutes from downtown Louisville. Enjoy beautiful lake views from the huge screened porch, a guest favorite for relaxing among the trees and watching abundant wildlife. This warm, wood-filled A-frame sleeps up to 10 with 2 queen bedrooms plus a spacious loft. Enjoy 2 full baths, a fully stocked kitchen, open living area, fireplace (electric) and plenty of parking. Peaceful, private and close to everything!
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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!
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Cozy Retreat: Stocked Pond & Firepit near L'ville
Enjoy the cozy charm of this private retreat with a spacious backyard, a recently added large outdoor firepit area featuring a Yukon Solo Stove, and a fully stocked fishing pond right outside your door! Less than 1 mile from the Exit and 20 mins from downtown Louisville, KY. Inside, relax in a huge living room with electric fireplace, smart TV and devices, renovated kitchen and baths, plus a sunroom/office with stunning views and an extra-large driveway.
FamilyValueBackyard

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!
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The North Mantle House
THIS IS THE ONE! Welcome to The North Mantle! Less than 1.2 MILES from downtown Elizabethtown! 3 MILES to Bluegrass Sportsplex and ONLY 7 MILES to Ford BlueOval Battery Park. Centrally located w/plenty of parking! Our completely renovated place accommodates up to 8 guests comfortably! Open floor plan offers 3 bedrooms & 2 full bathrooms. The fully equipped kitchen has an island with seating for 2 and a dining table with seating for 8.
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The Caldwell Highlands/Germantown
Welcome to The Caldwell, a Germantown/Highland area home that includes three bedrooms, one and half bathrooms and sleeps up to five people. The home is within walking distance of several restaurants, bars, retail and vintage stores, and entertainment venues including the Germantown Gables, Logan Street Market and Old Forester’s Paristown Hall. The home features a covered deck, a fenced-in yard as well as home gym.
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Popular amenities for Shepherdsville house rentals
House rentals with a pool

Little Slice of Heaven-27
ValueLocationWalkability

10 min to Lou~Huge Hot Tub~Fenced Backyard~Games
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Cozy Neighborhood Home - 10 min to Louisville!
ValueLocationNearby

#1 Bourbon Trail POOL&GAME ZONE! Keenland! Hottub!
LocationValueLaundry

Top 1%• Yard + Porch • 3BR • Peppermint Cottage
LocationFamilySleep quality

Downtown Abode Your home away from home.
FamilyValueEV charging

#18 Kentucky Sunrise - Lakefront Home with spacuio
LocationFamilyPets

Rockstar~Indoor pool~Sleeps 10~Gameroom~Volleyball
LocationValueHospitality
Weekly house rentals

Country House/ City House
FamilyLocationPets

Colonial Hideout | Close to fairgrounds!
FamilyLocationParking

Newly Renovated Derby House
LocationFamilyAmenities

The Davis House-Unit 1
LocationValueSleep quality

The Barrel Proof Bungalow
ValueFamilySleep quality

Parkside Pad - Iroquois Park
LocationValueNearby

Shepherdsville Cozy Home with Lakeside views
ValueFamilyAccuracy

Cozy Little Home
LocationAccuracyAmenities
Private house rentals

Whiskey, Horses, & Hospitals
LocationFamilyComfort

Elizabethtown Sports Park/Bourbon Trail
LocationFamilyIndoor spaces

3 BED/2 BA on Bourbon Trail - Pet Friendly
ValueLocationBackyard

Distillery Overlook Barndo Home
FamilyLocationTV

Sunset Strip
LocationCleanlinessQuiet

The Bourbon Trail Bungalow Ping pong/Foosball/Bar
FamilyLocationCleanliness

The Retreat on Whitetail Pond
FamilyLocationDecor

New Home | Sleeps 16 | Peaceful Area with a View
LocationFamilyView
When is the best time to visit Shepherdsville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$25,064 GYD | G$22,975 GYD | G$22,766 GYD | G$29,241 GYD | G$30,076 GYD | G$23,602 GYD | G$26,943 GYD | G$21,722 GYD | G$31,538 GYD | G$22,348 GYD | G$21,095 GYD | G$26,526 GYD |
| 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 |
Destinations to explore
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- Knoxville Vacation rentals
- Kentucky Exposition Center
- Buffalo Trace Distillery
- Kentucky Kingdom & Hurricane Bay
- Kentucky Derby Museum
- Louisville Slugger Field
- Churchill Downs
- Kentucky International Convention Center
- Waterfront Park
- University of Louisville
- Louisville Slugger Museum & Factory
- Jefferson Memorial Forest
- Falls of the Ohio State Park
- Muhammad Ali Center
- Castle & Key Distillery
- James B Beam Distilling
- Angel's Envy Distillery
- Frazier History Museum
- Marengo Cave National Landmark
- Bardstown Bourbon Company
- Bernheim Arboretum and Research Forest
- Big Four Bridge
- Four Roses Distillery Llc
- Cherokee Park
- Kentucky Science Center





