
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

"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!!

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.

Once Upon a Time little Cabin in the Woods
Welcome to Always Ranch where this unique tiny cabin offers you a tranquil spot to relax. You will be surrounded by nature and off the beaten path. The cabin may look like a lean to but the inside is rustic and warming. We are located 20 minutes form Salem, 20 minutes from Paoli and Paoli Peak, and 35 minutes from Frenchlick Casino The kitchenette includes mini fridge, microwave, double hot plate and, grill on the outdoor firepit or grill. Boats are NOT available for guests at this time

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

Modern Downtown Apt – Pool, Hot Tub & Golf Sim!
Live in splendor on your visit to the 'Ville as you stay in this spacious one-bedroom apartment in the heart of downtown and all of the fun that Louisville has to offer! Wake up to a complementary cup of delicious coffee before enjoying a workout in our state-of-the-art gym or hit the town right from your doorstep, with tons of great restaurants, bars, live music at 4th St. Live, and plenty of other activities all within walking distance! Book your stay with us today!

The Dotti Airstream @ Progress Park in Derby City
Glamping at its best in our 1964 Airstream Bambi named "Dotti". Dotti is 16ft long and can sleep 2 adults. Enjoy vintage glamping in the most serene setting. Step out to coffee in the hammock, or go on a morning kayak ride. Dotti is our smallest offering, but has TONS of charm. Including a large covered patio with a swing bed! Please note Dotti does not have hot water. Progress Park Airstream resort has 11 total units on site. 2 houses, 8 airstreams & a bunk house.

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

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

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.

Parkside Pad - Iroquois Park
Central Location! One bedroom & One Bath Home. This newly updated 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 Shepherdsville family-friendly rentals
Family-friendly home rentals with a hot tub

StillHill: HotTub GameRoom Whiskey Lounge Acreage

Chic Cabin w/ Trails, Hot Tub & Starry Nights

Butchertown & NuLu's Shantyboathouse

Bourbon Trail Bliss by the Lake, HotTub, Kayaks

On The Rocks - now with a Hot Tub!

Best Location in the City-2 Story Patio & Hot Tub

The Gathering Place

Bourbon Trail Cabin!~hot tub~hiking~game shed!
Family- and pet-friendly home rentals

2BR Home Near Zoo & Fairgrounds – Family-Friendly!

Quiet Neighborhood Home With Outstanding Location

Lilly's Pad

Tiny Home on Wheels-15 Shared Acres-PassionProject

The Cottage at StoneLedge 2 bedroom/1bath

The Honey Hole Loft

The Green House in Downtown

Walkout on wooded hillside by Airport and Downs
Family-friendly home rentals with a pool

Cherokee Park Oasis with Private Entrance

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

Peaceful Cottage Minutes from Lake Access

Stay@Peppermint Cottage Norton Commons w/breakfast

Cozy Cottage on Firefly Farm

Bourbon Trail Pool&Hottub FunZone! GameRm! Fish!

Luxury Retreat with Hot Tub

Farmers Market, Brewery, Bardstown 2 Decks & Porch
Quick stats about holiday rentals that are family-friendly in Shepherdsville
Total rentals
30 properties
Nightly prices starting at
$104 SGD before taxes and fees
Total number of reviews
1.6K reviews
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi
Destinations to explore
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- Rentals with outdoor seating Shepherdsville
- House rentals Shepherdsville
- Rentals with a washing machine and dryer Shepherdsville
- Rentals with a patio Shepherdsville
- Pet-friendly rentals Shepherdsville
- 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
- Muhammad Ali Center
- Angel's Envy Distillery
- Louisville Slugger Field
- Louisville Slugger Museum & Factory
- Turtle Run Winery
- Heritage Hill Golf Club
- Anderson Dean Community Park
- Charlestown State Park
- Waterfront Park
- Falls of the Ohio State Park
- Kentucky Science Center
- Big Four Bridge
- Old Fort Harrod State Park
- River Run Family Water Park
- Frazier History Museum
- Evan Williams Bourbon Experience
- Big Spring Country Club
- Rising Sons Home Farm Winery
- Arborstone Vineyards
- Bruners Farm and Winery