
House vacation 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!

Romance country getaway with hot tub
This cabin is a completely renovated 1940's farm house 10 minutes from historic downtown LaGrange. Guests have the entire home with front and back porch overlooking the big backyard. The master bedroom has a queen bed and the second bedroom has a full bed. The kitchen is fully equipped and ready for some country cooking. The fire pit is located in the back yard ready for you or you can use the gas fire pit just steps from the hot tub. The hot tub is ready for guests with a view of stars!

Bourbon Trail Schoolhouse
Enjoy staying in a piece of history within this old one room schoolhouse converted to a two bedroom home. Sit out on the swing or by the firepit as you enjoy peaceful sounds of the country and the creek adjacent to the property. Located right on the Bourbon Trail with only a 5 min drive to Maker’s Mark, 17 min to Limestone, and 20 min to Log Still Distillery. Venture in to the city of Springfield to learn about Abe Lincoln and his parents, married in the courthouse, still being used to this day!

Little Luxury in Jeffersonville
VisitJeff & Louisville and stay in this newly renovated home! 1 Bed/1 bath. Fenced in patio area & private driveway. Walk to parks, dining & shopping in downtown Jeffersonville. High ceilings, quaint space, modern ammenities! New chef's kitchen, dining table, island seating, queen size bed, comfy couch, LUXURY bathroom w stand alone soaker tub, shower & plenty of vanity space! Perfect for 2 guests (and or a child ) Washer and dryer. We live near by & have another Air B N B across the street!

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.

Wilkinson's Wheated Oasis/ 1.3 Mi to Buffalo Trace
Wake up & smell the mash! Located just steps away from Buffalo Trace Distillery. Enriched with history & tradition is where you will find Wilkinson. This historic home has recently undergone renovations & no expense was spared. Guests will enjoy the walkability to Downtown Frankfort & many of the local attractions. Featuring 2 bedrooms & 2 baths, guests are able to experience life like a local with all the modern-day amenities. We are also only a 7.2-mile drive to Castle & Key Distillery.

Buffalo Springs Distilling Company
It’s recently been brought to our attention about Airbnb scams! Please reserve with us or someone else that has a history! The Bourbon Trail The Buffalo Springs Distilling Company got it's start in 1868. It closed and it's warehouses were emptied out by the 1970's. This building is one of the last structures left on the site. This historic building was the main office and gatehouse for visitors to the distillery, so we can offer one Queen sized bedroom due to the size of the structure.

Quaint little farm house close to Keeneland/horses
Remodeled beautiful 1900s 2 story house on farm surrounded by Creek and fire pit for your convenience. LOCATION, LOCATION!!! This is the perfect example of having the country in the city! If you are wanting the true feeling of relaxation, this is for you. Amazing views, and close to many famous attractions. 5-10 minutes away... Keeneland The Kentucky Castle Bluegrass Airport Castle Hill Winery Aviation Museum Eckert Orchard also.. Restaurants, Wineries, Breweries, Bourbon Trails

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.

Limestone Landing - Cozy Luxury Retreat w/ HOT TUB
Limestone Landing is a modern, fully renovated, open space home in a country neighborhood setting. The home is the perfect retreat for your next getaway to Kentucky. Conveniently situated only a 1/4 mile from Castle and Key Distillery and 2 miles from Woodford Reserve. 1/2 mile from the highly rated restaurant and bourbon bar, The Stave. Indulge in the ultimate bourbon tasting experience, knowing that comfort awaits you at your cozy haven.

Blue’s Bourbon Bungalow
A bourbon lover’s paradise. Located minutes from the worlds best Bourbon distilleries and within walking distance of several dining establishments. Enjoy walking the grounds of the state capital and touring several of Kentucky’s historical museums. Centrally located between the thriving cities Lexington and Louisville, Frankfort is the perfect home base to explore everything Kentucky has to offer.
Popular amenities for Shelbyville house rentals
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

B on the Bourbon Trail with pub, pool and hot tub

Peppermint Cottage Norton Commons w Breakfast

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

Game room! 5 beds an 4 bedrooms

Ridge Retreat 42 Sleeps 8 + Crib. NEW HOT TUB
Weekly house rentals

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

Peace and Quiet Close to Louisville - 80+ Acres

The Country Pleasure Farm

Cozy Cottage | Hot Tub + Holiday Ready

The Crafty Bourbon Bungalow Apartment

Hot Tub | Bourbon Trail | Speakeasy | Game Rm

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

Quiet Downtown Maple Cottage Gem
Private house rentals

Whiskey Woods: Newly Remodeled w/ HOT TUB!

Riverfront Cottage

Bourbon by the Lake

Hillside view/ bourbon trail fun game room

Bourbon Central Waterfront Luxe near Buffalo Trace

Historic 1905 Kentucky Farmhouse

Louisville Private Suite

SuperHost ~ Beautiful NEW Modern Condo w/ 75" TV
When is the best time to visit Shelbyville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$37,641 GYD | G$41,405 GYD | G$43,496 GYD | G$47,887 GYD | G$55,416 GYD | G$47,678 GYD | G$47,678 GYD | G$51,442 GYD | G$51,652 GYD | G$48,097 GYD | G$37,850 GYD | G$37,850 GYD |
| 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 vacation rentals
Explore 20 vacation rentals in Shelbyville

Nightly prices starting at
Shelbyville vacation rentals start at G$20,912 GYD per night before taxes and fees

Verified guest reviews
Over 890 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 Shelbyville vacation rentals include wi-fi 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!
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- Ark Encounter
- Kentucky Horse Park
- Buffalo Trace Distillery
- Rupp Arena
- Kentucky Kingdom & Hurricane Bay
- Kentucky Derby Museum
- Valhalla Golf Club
- Muhammad Ali Center
- Angel's Envy Distillery
- Louisville Slugger Field
- Heritage Hill Golf Club
- Anderson Dean Community Park
- Charlestown State Park
- Louisville Slugger Museum & Factory
- Turtle Run Winery
- Falls of the Ohio State Park
- Big Four Bridge
- Kentucky Science Center
- Waterfront Park
- Old Fort Harrod State Park
- River Run Family Water Park
- Talon Winery & Vineyards
- Frazier History Museum
- Big Spring Country Club