
Holiday rentals with a patio in Shepherdsville
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Top-rated rentals with patio in Shepherdsville
Guests agree: these rentals with a patio are highly rated for location, cleanliness and more.

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

Mini Cow Cottage! Peaceful Farm Getaway
Come enjoy this peaceful private getaway in a beautiful country setting that is still close to town and the bourbon trail. The cottage offers two bedrooms (one king, one queen) and one bath with an open floor plan, fully stocked kitchen, W/D, front and back covered porches, and don't forget the animals! We have mini Highland and High Park cattle, a horse, friendly barn cats, and spacious natural surroundings. There is also a walking trail along the woods, and a beautiful pond. Dogs welcome too!

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.

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

Stella Airstream at Progress Park in Derby City
This gorgeous silver bullet is our Stella Airstream, lovingly named after Wally Byam's wife Stella! She is a 1983 Airstream Classic. She's loaded with all the modern amenities! Stella can sleep 6 comfortably with 2 king beds and 2 bunk beds. There's a private toilet/shower with 2 add'l nearby. You'll have a kitchen & covered patio with grill & firepit. There are 11 total units on site. 2 houses, 8 airstreams & a bunk house. *DERBY IS A 3 NIGHT MIN OF THURS-SUN. NO CHECKINS ON FRI OR SAT.

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.

Magnolia Pines Farmhouse in quiet country setting
This 1,100 SF farmhouse is open and spacious - surrounded by nature with beautiful views. Don't be surprised if you see deer, wild turkeys, rabbits, and fireflies! Very comfortable and relaxing inside and out. There is an inviting deck for enjoying a cup of coffee or a glass of wine by the fire pit. Also, a cozy gas fireplace inside! No smoking allowed. Excellent high-speed internet. Gas and groceries are only 7-15 minutes away. One queen bed and 2 portable twins if needed.

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

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.

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.

For the ones who serve
We decorated and dedicated this place in honor of my father who served in WW2 as a Marine. He passed March of 2020. We have all type of military things along with other unique pieces. We plan on always coming up with more things to change it around. This is a part of a duplex which sits on the property with our wedding venue. Check out our guide book for local attractions and mileage
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

1 Bedroom Apt in Highlands Home w/private patio

Downtown Apt | King Bed • Heated Pool + Hot Tub

Falls City Loft - Free parking!

Haus on Speed, charming 2nd floor apartment

Dreamy Historic Designer Curated Apartment

Home Away from Home, Unit 3
House rentals with a patio

✸ Bright, Modern 3BR | Etown Sports Park 1.8 mi✸

Quiet Neighborhood Home With Outstanding Location

Backyard Bourbon Retreat

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

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

* NEW* Kentucky Inn 4 bedroom 3 bath Elizabethtown

Heavenly Hillview retreat

The Bourbon House
Apartment rentals with a patio

Perfect Location! Huge Space in Walkable Highlands

Bitters Suite-New on Bourbon Trail! BRAND NEW!

Cherokee Park / Highlands Charm

2BR | 2BA - Downtown Apt in NuLu w Private Parking

“New” Downtown Modern Luxury Townhouse!

Luxury Apartment/Near Louisville/EV Charger

The Santuary- unique styled penthouse

Rustic Suite on Bourbon Trail
When is the best time to visit Shepherdsville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £83 | £81 | £93 | £93 | £121 | £100 | £97 | £87 | £124 | £86 | £106 | £96 |
| 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 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 £45 per night before taxes and fees

Verified guest reviews
Over 1,920 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

4.9 Average rating
Shepherdsville stays are highly rated by guests – averaging 4.9 out of 5!
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- Buffalo Trace Distillery
- Kentucky Derby Museum
- Kentucky Exposition Center
- Kentucky Kingdom & Hurricane Bay
- Churchill Downs
- Valhalla Golf Club
- Louisville Slugger Museum & Factory
- Muhammad Ali Center
- Angel's Envy Distillery
- Louisville Slugger Field
- Big Four Bridge
- Falls of the Ohio State Park
- Kentucky Science Center
- Waterfront Park
- L&N Federal Credit Union Stadium
- James B Beam Distilling
- Evan Williams Bourbon Experience
- University of Louisville
- Four Roses Distillery Llc
- Kentucky International Convention Center
- Castle & Key Distillery
- Marengo Cave National Landmark
- Jefferson Memorial Forest
- Bernheim Arboretum and Research Forest




