
Pet-friendly holiday rentals in Shepherdsville
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Shepherdsville
Guests agree: These pet-friendly homes 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.

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.

Barton House - Long Stays Welcome!
Welcome to the Barton House - your home away from home near the Bourbon trail, wineries, and more! The Barton house gets its name from its close proximity to the Barton 1792 distillery & view of Barton rickhouses from the front door. The house sits in a quiet neighborhood & is a 5 min. drive to the dinner train and quaint streets of downtown Bardstown. It is a short 10 min. drive to many of the distilleries and wineries. Celebrating something special or a special occasion? Let us know!

Cottage Retreat at Tiwazzen Farm
The Tiwazzen Farm cottage lies in the peaceful hills of Central Kentucky. It is ideal for a weekend recharge, disconnect or a place to find your center and connect with nature. If you want peace, quiet and tranquility, look no further! If it's Bourbon, Horses and Urban night life you're into, Tiwazzen Farm is perfectly located between Bardstown, Louisville and Lexington. If you're looking for a day at the lake, we are minutes from both Willisburg and Taylorsville Lake State Park.

The Writer’s Den
Take it easy at this unique and tranquil cabin getaway. Nestled on a wooded hillside overlooking the Louisville skyline, The Writer’s Den is a great place to call home. Located just off interstate 64 and 10 minutes from downtown Louisville, the cabin gives peaceful seclusion and location convenience for those looking to explore the area. With a screened in porch, back deck lounge, loft space and all the comfort amenities, you’ll be on your way to writing the next great novel!

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.

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.

WynDown Spot - Long Stays Welcome!
Wind down at this centrally located patio home that comes with an attached garage. This wine-themed home is open and airy, and has a screened-in patio for guests to enjoy. Located 0.2 miles from I-65 and minutes away from grocery stores and restaurants. Forest Edge Winery, James Beam Distillery, and MillaNova Winery are a 10-15 minute drive and many other attractions are nearby. You and your pets can "wine down" at Wyandot!

Highlands Lower Level Studio Guest Suite
Private, well-lit, entrance is in rear of home. The space is approx. 600sq. ft. There is a gas fireplace, 42" HD TV w/Netflix & Amazon Prime. Kitchen has Keurig coffee maker, convection oven, inferred glass top burner, microwave, refrigerator/freezer w/ice, washer/dryer& a large marble shower, with heated floors in the shower room. Also space equipped w/ Medify air purifier w/H13 true Hepa medical grade filter.

A Charming Cottage with Hot Tub and Fire pit.
Look at this charming house!!! +Close to downtown Louisville - 6.2 miles +Hot tub +Modern decor +Propane Gas Outdoor fire pit and seating +Fully stock kitchen +Fully fenced Private Outdoor +Dog friendly (woof) +Close to bourbon Trails +Churchill Downs - from 11 miles Book today and come make unforgettable memories with friends and family at our vacation home! We’re a pet friendly house for a $110 per stay.
Popular amenities for Shepherdsville pet-friendly home rentals
Pet-friendly house rentals

Cozy Home w/ Fully Fenced Yard

Quaint Highland's Bungalow

Newly Renovated Derby House

The Nantucket Suites

Cheerful, centrally located 2 bedroom shotgun home

The Winning Ticket / Track, Concerts and Life

"Blue Grass" Pool Table Retreat - Plush Comfort

Firepit/Gaming/Historical bldg.
Pet-friendly home rentals with a pool

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

Bourbon Trail Pool&Hottub FUN-ZONE! GameRm! Fish!

Happy Goose Hollow

Lake Livin' & Bourbon Sippin'

Lake Refuge near Louisville & Bourbon Trail #52

Best Location Elizabethtown, KY

Adorable one bedroom w/ fireplace. Bourbon trail

Downtown->Heated Pool, Firepit, Bikes, Grill, Pets
Private, pet-friendly home rentals

Beautiful view, private lake, game room!

Dee's Country Cabin

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

The Bunkhouse: Trail Ride, Stargaze, Firepit &more

Bourbon Oak Smokehouse Cottage

Countryside On the Bourbon Trail, 22 Quiet Acres

The Cottage at StoneLedge 2 bedroom/1bath

Long-term Rental: Lovely Duplex A near I-65
When is the best time to visit Shepherdsville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $130 AUD | $167 AUD | $176 AUD | $172 AUD | $240 AUD | $155 AUD | $163 AUD | $155 AUD | $216 AUD | $181 AUD | $137 AUD | $134 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 that are pet-friendly in Shepherdsville

Total holiday rentals
Explore 20 holiday rentals in Shepherdsville

Nightly prices starting at
Shepherdsville holiday rentals start at $104 AUD per night before taxes and fees

Verified guest reviews
Over 1,130 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

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, Wi-Fi and Pool across Shepherdsville rentals

4.8 Average rating
Shepherdsville stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Western North Carolina Holiday rentals
- Chicago Holiday rentals
- Nashville Holiday rentals
- Gatlinburg Holiday rentals
- Pigeon Forge Holiday rentals
- Downtown Chicago Holiday rentals
- Indianapolis Holiday rentals
- Asheville Holiday rentals
- Southern Indiana Holiday rentals
- St. Louis Holiday rentals
- Columbus Holiday rentals
- Louisville Holiday rentals
- Buffalo Trace Distillery
- Kentucky Kingdom & Hurricane Bay
- Kentucky Derby Museum
- Valhalla Golf Club
- Angel's Envy Distillery
- Muhammad Ali Center
- Charlestown State Park
- Louisville Slugger Museum & Factory
- Heritage Hill Golf Club
- Louisville Slugger Field
- Turtle Run Winery
- Anderson Dean Community Park
- Big Four Bridge
- Falls of the Ohio State Park
- Kentucky Science Center
- 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
- Best Vineyards




