
Family-friendly holiday rentals in Shepherdsville
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Shepherdsville
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Fort 5400
Rustic 1 bedroom unit on 6 acres. Beautiful creek a couple hundred yards from your door with lovely sunsets. Vaulted living room, dual reclining sofa, 50 inch ROKU TV & dinette. Kitchenette with full size refrigerator, microwave, and Keurig coffee maker. King size bed, cozy electric fireplace, 32 inch ROKU TV and closet with washer/dryer. The grounds are shared with one other tenant. FT Knox-6.2 Miles Elizabethtown Sports Park-15 miles Church Hill Downs-36 miles Boundary Oak Distillary-7 miles

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!

Hide away close to everything
Recently remodeled in law suite. We just upgraded the bed to a queen size. Very private, detached garage getaway. A cozy sitting area 60" CableTV with HBO SHOWTIME and STARZ. Wet bar with fridge, ice maker, coffee maker, microwave, hot plate, dishes and some cookware. Private bath has shower and a walk in closet. This private apt. is above the garage. Outside has fenced in yard for your furry friend, outdoor fire pit and sitting area. Close to the interstate and minutes from downtown.

"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!!

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.

Cottage at the Hundred Acre Wood
Escape to the country and take it easy at this unique and tranquil getaway. This beautiful cottage shares the yard and scenery with the owner’s residence, but is a very peaceful & nice space to relax and sleep at the end of your day. You’ll be out in the country but still conveniently located, only about 15 min from everything. 16 minutes from Glendale - Ford Blue Oval plant 14 minutes from Etown Sports Park 16 minutes from downtown Etown & all the great restaurants and stores

DerbyLoft Louisville
Enjoy the best of Louisville in our second floor loft, a studs-up renovation with modern amenities, full kitchen, and a beautiful bathroom. We're in a central location from which guests can easily tour the heart of Louisville. Private entrance Free parking on street Free Wifi 10min (0.5mi) walk to Churchill Downs 25min (1.5mi) walk to Cardinal Stadium 5min (1.8mi) drive to historic Old Louisville 6min (1.9mi) drive to KY Expo Center 12min (3.2mi) drive to Louisville Airport

Basil Cottage on the Creek
The Basil (baz-el) cottage is the perfect get-a-way where you can sit on the back porch sipping coffee while overlooking the babbling creek- get back in touch with nature for a much needed break from the stress of every day life. It may be a much needed romantic weekend, a mid- way point as you tour the bourbon trail, visiting Lincoln's childhood home or just a place of your own while in town to visit family, no matter what brings you to our cottage- you will love it here.

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

The Cabin- private,cozy, firepit, hammock, pacman
Take a break and unwind at this peaceful oasis. Blurring the lines between structure and nature, this cabin retreat inspires a feeling of tranquility. The footprint compacts everything one could need- living, kitchen, bed, bathroom, washer/dryer, games and more. Enjoy the peaceful sounds of nature while napping in the hammock. Cook dinner over an open flame in the firepit. Test your skills to beat the high score on PacMan arcade or the foosball table.

Olive Branch Suite with projector screen in E Lou
This suite is a beautiful private retreat complete with a projector for watching your favorite streaming service for the ultimate movie night. Centrally located and within 10-20 minutes of numerous local hospitals, universities, as well as various restaurants and downtown destinations, our guest suite offers a peaceful retreat in a convenient and safe location. We also provide a fold out desk that guests can use for a remote work space if desired.

My Old Kentucky Dome
An elevated camping “glamping” experience. This brand-new one of a kind geodesic dome is located on a private road that leads you to an overlook featuring one of the most beautiful countryside views in Kentucky. While this getaway experience is nestled deep in the woods, it is also a close drive to all the conveniences you can imagine. This is an off the grid outdoor experience with a ½ mile gravel road including a steep hill. AWD or 4WD advised.
Popular amenities for Shepherdsville family-friendly rentals
Family-friendly home rentals with a hot tub

Why Not Stay in Louisville? (up to 9 guests)

Cherokee Park Oasis with Private Entrance

StillHill: HotTub GameRoom Whiskey Lounge Acreage

4th Street Suites - Beautiful King Bed Suite

Chic Cabin w/ Trails, Hot Tub & Starry Nights

Walking Bridge, Putt Putt House

Pickleball*Hot tub*Speakeasy*Bourbon*Pet-Friendly

On The Rocks - now with a Hot Tub!
Family- and pet-friendly home rentals

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

Private Prospect Flat

Highlands Lower Level Studio Guest Suite

Quiet Neighborhood Home With Outstanding Location

Welcome to the Nest!

The Honey Hole Loft

On The Square in Elizabethtown!

Adorable one bedroom w/ fireplace. Bourbon trail
Family-friendly home rentals with a pool

Best view of the lake two bed two bath cottage #4

The Bunkhouse at Big Red Stables

Peaceful Cottage Minutes from Lake Access

Cozy Cottage on Firefly Farm

Luxury Retreat with Hot Tub

Lake Refuge near Louisville & Bourbon Trail #52

The Gathering Place

Come Explore Jeffersonville & Louisville
When is the best time to visit Shepherdsville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 86 | € 93 | € 104 | € 106 | € 138 | € 94 | € 101 | € 89 | € 130 | € 104 | € 86 | € 86 |
| 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 that are family-friendly in Shepherdsville

Total holiday rentals
Explore 30 holiday rentals in Shepherdsville

Nightly prices starting at
Shepherdsville holiday rentals start at € 69 per night before taxes and fees

Verified guest reviews
Over 1,600 verified reviews to help you choose

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 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!
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- Family-friendly rentals Bullitt County
- Family-friendly rentals Kentucky
- Family-friendly rentals United States
- Buffalo Trace Distillery
- Kentucky Kingdom & Hurricane Bay
- Kentucky Derby Museum
- Valhalla Golf Club
- Angel's Envy Distillery
- Muhammad Ali Center
- Charlestown State Park
- Heritage Hill Golf Club
- Louisville Slugger Museum & Factory
- Louisville Slugger Field
- Anderson Dean Community Park
- Big Four Bridge
- Turtle Run Winery
- Kentucky Science Center
- Falls of the Ohio State Park
- 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
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