
Pet-friendly vacation rentals in Shepherdsville
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Top-rated pet-friendly home rentals in Shepherdsville
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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.

Bourbon Trail: Caboose on the Farm
Nestled under the shadows of trees on a working cattle farm, The Southern x525 Caboose is now resting in the heart of the Bourbon Trail. Maintaining the industrial feel of an authentic caboose, while bringing in the warmth of handcrafted woodwork design, the Caboose on the Farm creates a unique experience like no other! Queen bed, twin bunkbeds, full bath, kitchenette. Beautiful outdoor pavilion with grill and fire pit. Working cattle farm, see cattle, goats, a donkey, a horse, and a pig!

Lilly's Pad
Relax and unwind in between all your Louisville activities. We are close (4.4miles) from SDF airport ,and I65 and the Gene Snyder Freeway are less than 8miles away. There are a plethora of activities from shopping to entertainment venues such as horse racing at historic Churchill Downs, Louisville Zoo, Kentucky Kingdom amusement park, Muhammad Ali museum and childhood home, Louisville Slugger Museum, Valhalla golf club, and 36 Bourbon Distilleries as well as cave exploring and fishing.

Quiet Neighborhood Home With Outstanding Location
Situated on a quiet hilltop neighborhood in Clifton Heights, this is the perfect location for a professional or personal visit to Louisville and very animal friendly. It is within 10 minutes of Downtown, Waterfront Park, Nulu, Frankfort Avenue, the Highlands, the Convention Center, and just 15 minutes from historic Churchill Downs. These neighborhoods feature the best dining and entertainment in the city. Just a block away is the Mellwood Arts Center complex with shops and dining.

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!

Two Bedrooms walking to Expo Center & KY Kingdom!
Spacious private two bedroom in charming Louisville neighborhood. Perfect location is close to everything! Bus Stop and Multiple Restaurants (short walk) Interstate 264 (1 mile) KY Expo Center (1.1) Norton Hospital (1.2) Interstate 65 (1.4) UofL (1.5) Kentucky Kingdom (1.5) Louisville Zoo (2.1) Airport (2.3) Mega Cavern (2.6) Churchhill Downs (2.8) Bardstown Road (3.0) Derby City Gaming (3.4) 4th Street Live (4.3) Waterfront Park (4.5) Yum! Center (4.6) Slugger Museum (5.0)

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.

The Point at Story and Frankfort Avenue
The Point is a spacious and completely renovated one bedroom (king) apartment. You will absolutely love the huge sectional couch while watching your favorite shows on the 65" smart TV. Unit very close to downtown with tons of options for local restaurants, breweries, bourbon tours and bars. Building is located in the heart of Butchertown right down the street from the new Botanical gardens, Nulu, walking bridge and soccer stadium.

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!
Popular amenities for Shepherdsville pet-friendly home rentals
Pet-friendly house rentals

Bright, fun, and colorful home

Cabin on Lake Close to Louisville Ky

A Charming Cottage with Hot Tub and Fire pit.

2 br home, walking distance to much entertainment

Quaint Highland's Bungalow

Newly Renovated Derby House

Cheerful, centrally located 2 bedroom shotgun home

Thompson Hideaway
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

Kentucky Sunrise 18- Greet the Sun As it Rises
Private, pet-friendly home rentals

Beautiful view, private lake, game room!

Woodland Oasis: Historic Cabin with Modern Comfort

Private Prospect Flat

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

Charming Highlands apartment

Countryside On the Bourbon Trail, 22 Quiet Acres

Bourbon Cabin - Speakeasy/Golf/Hot Tub/Game Room

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 | ﺩ.ﺇ320 | ﺩ.ﺇ411 | ﺩ.ﺇ433 | ﺩ.ﺇ422 | ﺩ.ﺇ591 | ﺩ.ﺇ382 | ﺩ.ﺇ400 | ﺩ.ﺇ382 | ﺩ.ﺇ533 | ﺩ.ﺇ444 | ﺩ.ﺇ338 | ﺩ.ﺇ331 |
| 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 vacation rentals that are pet-friendly in Shepherdsville

Total vacation rentals
Explore 20 vacation rentals in Shepherdsville

Nightly prices starting at
Shepherdsville vacation rentals start at ﺩ.ﺇ257 per night before taxes and fees

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

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Shepherdsville vacation rentals include wi-fi 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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- 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
- 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
- Arborstone Vineyards




