
House holiday rentals in Shelbyville
Find and book unique houses on Airbnb
Top-rated house rentals in Shelbyville
Guests agree: these houses are highly rated for location, cleanliness and more.

*Long Pour: Your Luxury Downtown Bourbon Home*
Welcome to bourbon heaven. Really. 🥃 Long Pour is located in the heart of Frankfort and bourbon country, - walking distances from Buffalo Trace, downtown restaurants, bars, and historic neighborhoods. Our place is a luxury home away from home featuring two bedrooms, an iconic shower, free parking, and not to mention the bourbon features all throughout the home. No matter your reason for visiting Frankfort, this home is the perfect getaway to enjoy the best of Kentucky. Can't wait to host y'all!

The Homestead| Downtown| Near Bourbon Trail
The Homestead: this newly renovated home is stylish and centrally located. Situated in the heart of Downtown Lawrenceburg, just minutes from local shops, the county park, and a short drive to several Bourbon Distilleries! This home is great for groups and families looking to get away- with 3 beds and a pull out couch to accommodate your party's size. Upon entry you'll find a fully stocked kitchen with a large island for meal prep, a charming living room with Smart TV tech, and a fire pit. Cheers

Bourbon Trail Spacious Backyard NEW HotTub Grill!
The Burnt Barrel, discover your vibrant Louisville getaway! Perfect for couples, business travelers, or event visitors, this cozy home offers high-speed Wi-Fi and a dedicated workspace, fully equipped kitchen, and a NEW hot tub and grill for you to enjoy! Guests rave about its comfort, walkable location, and modern amenities. Enjoy nearby bars and restaurants all just minutes from downtown, UofL Health, and the Convention Center. Experience true Louisville charm and convenience! Book a stay now!

Cottage On Crooked Creek
A tranquil cottage nestled in the lush countryside and situated right along the Bourbon Trail, this completely renovated rare find is located center of Lawrenceburg, Frankfort and Shelbyville and only 12 min to I-64. With five main bourbon distilleries just 30 min, local wineries within a stone's throw, Churchill Downs and Keeneland Racecourse equidistant and Taylorsville Lake nearby there is little left to be desired when staying here. This is the perfect spot to relax with family and friends.

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.

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.

Cheerful, centrally located 2 bedroom shotgun home
This welcoming home is central to Louisville's most popular and lively neighborhoods, walking distance to many favorite spots. Natural light and unique art fill the home. There is a large deck that overlooks a beautiful cemetery behind the home, and is a perfect place enjoy morning coffee or sunset dinner. A coffee/tea bar is located in the fully equipped kitchen. Charging stations and white noise machines are found in both bedrooms. 2 workstations and a smart TV are also available.

The House with the Orange Door
Located near Churchill Downs, UofL, downtown, the Convention Center and Fairgrounds, and a short distance to restaurants, bars and coffee shops. This single family home offers two bedrooms with queen beds and a pull-out couch in the living room. Enjoy coffee or a relaxing evening cocktail on the back deck. The kitchen is fully equipped and the open living space provides a great area for socializing. Locally made art and decor is on display, adding to the uniqueness of the space.

Private EAST END gem, minutes to everything!
Cozy, East End cottage just minutes from Top Golf, shopping malls, restaurants, entertainment, and other amenities. Easy access to the expressway. Home is well appointed with granite countertops, stainless appliances, hardwood floors, and more. A seasonal creek across from the house can be heard giving the impression of a cabin in the woods with privacy and seclusion, with the convenience of city living at your fingertips. There is also a beautiful park steps away from the house.

Pleasureville - The name says it ALL
This location is a Pleasure! Cozy Kentucky home off the beaten path, but close to attractions. Imagine after a full day on the bourbon trail enjoying your own piece of Kentucky with a drink in your hand. Access to 25+ acres of beautiful farmland and super clean, fully stocked private home. Close to the Outlet Shoppes of the Bluegrass making it a perfect ladies weekend get away. Additional meeting/event space available in the renovated on site barn. Reminder No Pets allowed.

A Heavenly Home
Serene ~ Peaceful ~ Private ~Modern. Centrally located in the heart of Bourbon Country. This home is an ideal setting to relax and enjoy spending time with friends or family. You will no doubt find this newly constructed home to be cozy, comfortable, and inviting! Enjoy the wonderful outdoor space in a quiet country setting with beautiful scenery and woods, comfortable seating, including a porch swing, a play area for children, and you may even see a deer or two!

Stay in Historic Butchertown, Blocks From NuLu
With its prime location at 1025 E Main St at the intersection of Louisville's Butchertown and NuLu neighborhoods, you'll be blocks away from the city's most vibrant and exciting districts. With this beautifully renovated, designer-curated home as your base, walk to the area's trendiest shops and restaurants, sample local craft beers at one of the nearby breweries, or enjoy tastings on one of the many bourbon tours that the city is famous for.
Popular amenities for house rentals in Shelbyville
House rentals with a pool

Bourbon Trail Lake Home w/ Hot tub & King Bed

Pool*Pickleball Bldg*HotTub*Speakeasy*BourbonTrail

Hot Tub, 10 min to Bulleit

Lexington Holiday FUN-ZONE! Pool! Hottub! GameRm!

Peppermint Cottage Norton Commons w Breakfast

Luxury Estate: Bourbon Room, Sauna, Spa, & Cinema!

Game room! 6 beds 2 baths

#LuxBourbon-*Heated Pool, HotTub, Firepit,Gameroom
Weekly house rentals

Hot Tub > 3 King Beds > 7 mins to Buffalo Trace

The Crafty Bourbon Bungalow Apartment

Hot Tub | Bourbon Trail | Speakeasy | Game Rm

Historic Downtown~Heart of Bourbon Trail

Bourbon Trail*4BR*Dog Friendly*6beds (3king)*Patio

The Haven Simpsonville* Bourbon Trail* 3 bed/3bath

SuperHost ~ Beautiful NEW Modern Condo w/ 75" TV

Cozy Kentucky Winter, Bourbon Trail, Location!
Private house rentals

The Country Pleasure Farm

Briar Creek Cottage

Peaceful Modern Retreat • Prime Location!

Purple Haze Psychedelic Retreat!

Hillside view/ bourbon trail fun game room

Louisville Private Suite

Triple Crown on Bourbon Trail

100 Proof Hideaway
When is the best time to visit Shelbyville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $235 SGD | $258 SGD | $271 SGD | $299 SGD | $346 SGD | $298 SGD | $298 SGD | $321 SGD | $322 SGD | $300 SGD | $236 SGD | $236 SGD |
| Avg. temp | 1°C | 3°C | 7°C | 13°C | 18°C | 22°C | 24°C | 23°C | 20°C | 14°C | 7°C | 3°C |
Quick stats about house rentals in Shelbyville

Total holiday rentals
Explore 20 holiday rentals in Shelbyville

Nightly prices starting at
Shelbyville holiday rentals start at $130 SGD per night before taxes and fees

Verified guest reviews
Over 890 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Shelbyville holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Shelbyville rentals

4.9 Average rating
Shelbyville stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
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- Ark Encounter
- Kentucky Horse Park
- Buffalo Trace Distillery
- Rupp Arena
- Kentucky Kingdom & Hurricane Bay
- Kentucky Derby Museum
- Valhalla Golf Club
- Angel's Envy Distillery
- Muhammad Ali Center
- Heritage Hill Golf Club
- Louisville Slugger Field
- Charlestown State Park
- Anderson Dean Community Park
- Louisville Slugger Museum & Factory
- Turtle Run Winery
- Falls of the Ohio State Park
- Kentucky Science Center
- Big Four Bridge
- Waterfront Park
- Old Fort Harrod State Park
- River Run Family Water Park
- Hurstbourne Country Club
- Talon Winery & Vineyards
- Frazier History Museum




