
Holiday rentals with outdoor seating in Shepherdsville
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Shepherdsville
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

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.

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.

"Blue Grass" Pool Table Retreat - Plush Comfort
The perfect getaway to luxuriate in the center of Louisville! Boasting 11-foot tall ceilings, 75" televisions, and a spacious downstairs floor plan that includes a pool table, living room (with velvet sofas), and an open-air basement rec room with spiral staircase and fur bean bags. We decorated our home to provide as much comfort & entertainment as possible: super-cushy king-size memory-foam beds, vast porch space (with grill), and eclectic art to feed your eyes & mind. We hope you enjoy it!

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.

"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.

✸ Bright, Modern 3BR | Etown Sports Park 1.8 mi✸
Have fun with the whole family at this modern, stylish place! Minutes to downtown Elizabethtown, less than 2 miles to Elizabethtown Sports Park and Bluegrass Sportsplex, convenient to I-65, and an easy drive to Fort Knox make it a desirable location. Luxury latex foam mattresses and smart TVs in the suite rooms, brand new paint and hardwood look flooring throughout, immaculate cleaning, and smart air purifiers will make you never want to leave! 2 car attached garage.

A Little Bit of Kentucky
A unique loft apartment near Louisville, Bardstown and just across the river from Indiana. This is attached to our Wedding venue for the convenience of anyone who is coming in for a wedding. It has its on separate entrance away from the venue so you wont be bothered by anyone. We are more than willing to accommodate you in any way we can. Let us know what you need and we will do our best to meet your needs. Check our guide book for local attractions and mileage

Comfortable-relaxed space to find your inspiration
Located in the Germantown neighborhood of Louisville, this peaceful efficiency apartment in a traditional "shotgun" home, built in the 1890s, is within 10 minutes of nearly all of Louisville’s airport traveler’s attractions. Guests enjoy great sleep on top bedding and attention to detail. Sit on the front porch and let time slip by or spend the evening with a relaxing drink or meal in one of the neighborhood’s hip local eateries and bars. Plan your next journey.

Haus on Speed, charming 2nd floor apartment
Welcome to the Haus on Speed! Please note that if you have mobility issues, the apartment is on the 2nd floor and you will need to be able to climb about 20 carpeted steps. There are also 6 exterior steps when walking up from the sidewalk. Walk to anything from our charming 100+ year old Highlands home in one of Louisville's more vibrant & loved neighborhoods! This home is thoughtfully furnished to include all the comforts you could need during your stay.

★Jenny's Place - Basement Suite, Private Entrance★
Welcome to Kentucky & Bourbon Country! Jenny's Place includes your own private lower-level walkout suite, with all the amenities, nestled in a quiet subdivision. We are centrally located near many events and activities, including the Bourbon Trail, Four Roses Bottling (5 min away), Jim Beam Distillery (10 min away) and Bernheim Forest (10 min away). We are conveniently located 15 minutes from Bardstown, the Most Beautiful Small Town in America. Come see us!

Bourbon Way 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
Popular amenities for Shepherdsville outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Colonel Lou Lou's

Sugar Maple Corner: 5min to KY Expo Center and Zoo

Entire home in Heart of Germantown!

Cozy Home w/ Fully Fenced Yard

Historic Hideaway w/Free Parking

On The Rocks - now with a Hot Tub!

Parkside Pad - Iroquois Park

Designed for Families • Peaceful Neighborhood
Apartment rentals with outdoor seating

4th Street Suites - Luxury King Bed Suite

★ Victorian Louisville ★ Beautiful 1200 sqft Apt

Blue Moose Studio 7 miles from KNOX, 9 to E-town

Lucky Horseshoe

Deuward’s Den - In Historic Corydon, IN

Swanky Fully Equipped St. Matthews Apartment

Stylish DT Apt • King Bed, Gym, Pool + Hot Tub

Renovated Riverfront Apartment with Elevated Deck
Condo rentals with outdoor seating

Cherokee Park / Highlands Charm

Hidden GEM, newly furnished in a safe, great area

The Sweet Spot! - Live Like a Local

The Old Fashioned~Luxury 1BR~Stay Nulu Marketplace

“New” Downtown Modern Luxury Townhouse!

Luxury Apartment/Near Louisville/EV Charger

Downtown Condo | Private 1 CAR Garage & Balcony

Charming Penthouse/Rooftop Patio/Downtown
When is the best time to visit Shepherdsville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $123 AUD | $139 AUD | $149 AUD | $162 AUD | $215 AUD | $145 AUD | $156 AUD | $145 AUD | $187 AUD | $151 AUD | $128 AUD | $128 AUD |
| 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 outdoor seating in Shepherdsville

Total holiday rentals
Explore 20 holiday rentals in Shepherdsville

Nightly prices starting at
Shepherdsville holiday rentals start at $84 AUD per night before taxes and fees

Verified guest reviews
Over 1,600 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, 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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- Rentals with a washing machine and dryer Shepherdsville
- Rentals with outdoor seating Bullitt County
- Rentals with outdoor seating Kentucky
- Rentals with outdoor seating United States
- Buffalo Trace Distillery
- Kentucky Derby Museum
- Kentucky Exposition Center
- Churchill Downs
- Kentucky Kingdom & Hurricane Bay
- 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
- University of Louisville
- James B Beam Distilling
- Four Roses Distillery Llc
- Evan Williams Bourbon Experience
- Kentucky International Convention Center
- L&N Federal Credit Union Stadium
- Castle & Key Distillery
- Jefferson Memorial Forest
- Marengo Cave National Landmark
- Bardstown Bourbon Company




