
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!

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.

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.

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.

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.

Bourbon Trail Spacious Backyard NEW HotTub Grill!
“A beautiful home to stay in. Very close to a lot of fun things and good places to eat!” Shannon Oct’24. “This home is gorgeous! The bed was extremely comfortable and the location was in a chill neighborhood that was quite walkable. This is a great spot to stay in Louisville!” Luke Oct ‘24 Highly recommended by guests! The house also features modern amenities, a cozy atmosphere, and easy access to public transportation, making it ideal for both short and long stays.

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.

*Walk to Churchill Downs!*Close to Expo, UL, YUM!
This house just went under a full renovation! Everything is new and awaits your stay. This property is only .4 miles away from the historic Churchill Downs! A quick Uber or cab ride will get you to 4th Street Live, the Highlands, Frankfort Ave, and many more attractions. We are also only 1.9 miles away from the Kentucky Fair and Expo Center which hosts events every week, concerts, Kentucky Kingdom amusement park, and the state fair.
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

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

Peppermint Cottage Norton Commons w Breakfast

Game room! 5 beds an 4 bedrooms

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

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

Lakefront. Boat Dock. Private Bar. Hot Tub

Last Minute Discount/Hot Tub/Fire Pit/Game Room

100 Proof Hideaway
Private house rentals

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

Riverfront Cottage

The Country Pleasure Farm

Bourbon by the Lake

Cozy Cottage | Hot Tub + Holiday Ready

Bourbon City - Nulu

Hillside view/ bourbon trail fun game room

Bourbon Central Waterfront Luxe near Buffalo Trace
When is the best time to visit Shelbyville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$37,639 GYD | G$41,403 GYD | G$43,494 GYD | G$47,886 GYD | G$55,414 GYD | G$47,677 GYD | G$47,677 GYD | G$51,441 GYD | G$51,650 GYD | G$48,095 GYD | G$37,849 GYD | G$37,849 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$20,911 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
- Louisville Slugger Museum & Factory
- Anderson Dean Community Park
- Heritage Hill Golf Club
- Charlestown State Park
- 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
- Idle Hour Country Club
- Frazier History Museum




