
Holiday rentals with a patio in Shepherdsville
Find and book unique rentals with patio on Airbnb
Quick stats about holiday rentals with a patio in Shepherdsville

Total holiday rentals
Explore 20 holiday rentals in Shepherdsville

Nightly prices starting at
Shepherdsville holiday rentals start at £60 per night before taxes and fees

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Over 2,040 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Shepherdsville holiday rentals include wifi 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 rentals with patio in Shepherdsville
Guests agree: these rentals with a patio are highly rated for location, cleanliness and more.

Romantic Cozy Cabin Getaway w/ Firepit & Hot Tub
Privately nestled on over 5 wooded acres & intentionally curated for your stay. Gain access to quiet, immerse yourself in nature, support your rejuvenation, & to tap into your creative flow. Amenities include on-site hiking trail, artist work space, wood burning stove, covered porch, hammocks, outdoor dining, fire pit, moon garden, salt-water hot tub, & outdoor shower. Close to Beaver Lake & located along the Bourbon Trail, just minutes from Wild Turkey & Four Roses distilleries. (Note:18+only)

The Barrel Proof Bungalow
This stylish 3 bedroom 2 bathroom home on the "Kentucky Bourbon Trail" has been a labor of love and full remodel down to the studs. The Barrel Strength Bungalow is centrally located between Interstate 65 (Jim Beam) and Bardstown's city center. A unique outdoor living space with one of a few hot tubs in Bardstown area Airbnb's. Also offers a firepit, outdoor grill and patio area. More than 15 distilleries within an hour's drive and approximately 30-35m to Downtown Louisville and Churchill Downs.

StillHill: HotTub GameRoom Whiskey Lounge Acreage
Stylish 3 bedroom home located in the Bourbon Capital is a perfect getaway to be still or tour the best Kentucky bourbon from a local whiskey still. Centrally located within 25 miles of 10 distilleries! Close to the Old Kentucky dinner train, the Derby, and a short drive to Louisville & Lexington. Enjoy 5 private acres where you can soak in the hot tub, swing on the patio, sit by the fire and watch the birds and deer. Then relax in our indoor lounge or garage game room after a day of adventures

AIR BnB -- Aviation Themed Comfort
You will be close to everything in Elizabethtown when you stay at this newly remodeled, centrally-located place with Aviation themed highlights. Unique amenities unlike any experience Including: 1Gb Fiber with WiFi, 55" QLED TV, Nest Thermostat with Nest Smoke & Carbon Monoxide, LoveSac Sactional, Keurig D-Duo Coffee, Walker Edison Beds with premium Therapeutic brand mattresses. Full Laundry, and Flywheel Exercise Bikes, Weber Natural Gas Grill and Outdoor Seating area. Included Laundry

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.

Romantic Hot Tub Retreat | Bourbon Trl | Walk2Dine
Downtown walk to dinner. Hot tub, Fire pit , Bourbon Trail, 10 Miles from Maker’s Mark, many more distilleries. Best boutique style. Complimentary Itinerary, Huge privacy fence pet friendly yard. The Ky Barrel House a unique retreat on the Trail. Equipped kitchen, walk to downtown shops. Minutes to: Maker’s Mark, Willett, Bardstown Bourbon, Heaven Hill, Jim Beam, Lux Row. a couple miles to Cornerstone Acres, The Grove At Silverton Hill, My Old KY Home. Fast WIFI, Fireplace (elec) desk

Bluegrass and Bourbon - Peace on the Bourbon Trail
Retreat to your peaceful hangout after a day of exploring all that Bardstown and KY have to offer! Relax by the fireplace and stream a movie on the 75" TV, cook a full meal in the well-stocked kitchen, create a unique cocktail with all the tools you could wish for, breathe fresh air on the screened-in porch that borders greenspace, challenge friends to poker in the game room, grill dinner on our charcoal grill, or roast hot dogs and s'mores on the firepit area. This must be the place.

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.

Sunshine and Whiskey
We are located in the heart of the bourbon capital of the world. If your looking for a peaceful quiet country night we are the place for you. We offer a queen size bed and small pull out sofa. There are several local attractions we are 6 miles from Makers Mark, 11 miles to Log Still, 3 miles from the XB Arena (Saturday nights Nov-March), and 13 miles to Historic Bardstown to include Heaven Hill. At night you can relax under our grain bin gazebo. Horse stalls available for $25

Private 1000 sq ft 1-bedroom lower level apartment
Relax in this beautiful wooded setting in Bourbon Country less than 4 miles from I-65. Private entrance into freshly painted 1-bedroom unit with new kitchen and 9' ceilings. Perfectly located near 19 Bourbon Distilleries, 4 Wineries, Bernheim Forest, Knob Creek Gun Range, Churchill Downs and other exciting destinations. Jim Beam Distillery & Forest Edge Winery are 7 min away. There is a seasonal (shared) concrete patio, deck and pool available in the warmer months.

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 rentals with patio in Shepherdsville
Flat rentals with a patio

Ju'Elle Blue Luxury One Bedroom Apartment!

4th Street Suites - Luxury King Bed Suite

Cozy Bardstown Rd Apt | W/D, Fast WiFi, Parking

King Suite | Golf Sim · Pool · Hot Tub · Parking

Falls City Loft - Free parking!

Haus on Speed, charming 2nd floor apartment

Beach Vibes 2 mile to Whiskey Row Bourbon City

An Unhurried Stay in Butchertown · Steps from NuLu
House rentals with a patio

Elegant Oasis w/ Modern Hot Tub and Fire Pit

"Call Me Old-Fashioned"in Derby & Bourbon Country!

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

The Lighthouse! Up to 10 people!

Comfortable sleek home bourbon trail

On The Rocks

Bardstown Bourbon Bnb - near My Old KY Home

Derby Dreaming in the Julep House - Churchill/Expo
Apartment rentals with a patio

Perfect Location! Huge Space in Walkable Highlands

Bitters Suite@The 713, Bourbon Trail!

Cherokee Park / Highlands Charm

Corner Penthouse at the Historic Levy Building

Perfect Nulu Getaway w/ Best Location- low fees

“New” Downtown Modern Luxury Townhouse!

Luxury Apartment/Near Louisville/EV Charger

Rustic Suite on Bourbon Trail
When is the best time to visit Shepherdsville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £75 | £99 | £82 | £92 | £121 | £100 | £97 | £86 | £123 | £85 | £106 | £95 |
| 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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- Kentucky Exposition Center
- Buffalo Trace Distillery
- Kentucky Kingdom & Hurricane Bay
- Kentucky Derby Museum
- Churchill Downs
- Louisville Slugger Field
- Waterfront Park
- University of Louisville
- Louisville Slugger Museum & Factory
- Falls of the Ohio State Park
- Jefferson Memorial Forest
- Kentucky International Convention Center
- Muhammad Ali Center
- Angel's Envy Distillery
- Big Four Bridge
- Castle & Key Distillery
- James B Beam Distilling
- Bernheim Arboretum and Research Forest
- Frazier History Museum
- Marengo Cave National Landmark
- Kentucky Science Center
- Four Roses Distillery Llc
- Bardstown Bourbon Company
- Cherokee Park





