
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.

Romantic 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 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!

Bourbon Trail*River Views*Hot Tub*Sauna*EVSE*WiFi
Welcome to River Whisper. The remodeled riverfront house offers the perfect blend of organic modern decor and unparalleled comfort. Experience luxury with top-of-the-line features, a hot tub, and a barrel sauna, all overlooking the beautiful Kentucky River. Located in the heart of Bourbon Trail, with easy access to many renowned distilleries, including Buffalo Trace and Woodford Reserve. Explore historic downtown Frankfort, Cove Spring Park, river boat tours, kayaking, fishing, hiking and more.

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.

Backyard Bourbon Retreat
Your family will be close to everything when you stay at this centrally-located place. This is a beautiful two bedroom two full bath home packed with a ton of amenities! Only minutes from several distilleries such as Buffalo Trace, Jim Beam, Woodford Reserve, Ancient Age and Four Roses just to name a few! There is a fully fenced in yard with a deck looking into a 1/4 acre landscaped backyard. Great for sitting back and relaxing with a Kentucky beverage. Welcome to the Backyard Bourbon Retreat!

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.

Thoroughbred Horse Farm Cabin-located on Lamb Lake
Beautiful cabin located on a working horse farm just miles from Louisville, Frankfort and Lexington! Take in the farm scenery from our porch bed swing, or large patio with fire pit. Play a round of Air hockey, foosball, basketball shootout, corn hole, or bucket golf during your stay! Several Bourbon Distilleries are within a 30 minute drive of the property. The Cabin is 4 miles from the Outlet Shoppes of the Bluegrass, 15 miles from Taylorsville Lake, and 13 miles from Valhalla Golf Course.

Frankfort’s Capitol view cottage
Frankfort's Capitol View Cottage Named for architect Spencer Cryer, the Spencer offers a unique charm with the comforts of home on your central Kentucky travels. An off the beaten path yet still downtown cottage with a seasonal view of the Capitol, the home offers both inside and outside amenities. Steps from the Capitol grounds and 20 miles to Lexington 50 miles to Louisville and within an hour drive of at least 10 distilleries on the Bourbon Trail including Buffalo Trace a local favorite!

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.

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, peaceful home, thoughtfully designed with comfort and style in mind. This cozy haven offers a relaxing place to unwind after a day of exploring bourbon country. Just minutes from Castle and Key and Woodford Reserve and only ½ mile from the highly rated restaurant and bourbon bar, The Stave. Whether you’re here for tastings, scenic drives, or quiet evenings in, Limestone Landing puts you right where you want to be!

HOUSE ON HERRICK
Fully renovated home in the heart of Historic Middletown. Hardwood and tile floors throughout. Queen size memory foam mattresses in both bedrooms and a full-size blowup mattress can be used in the living room if needed. 3 blocks from Main Street where you will find restaurants, shopping, and antiques! 15 minutes from Churchill Downs! Less than 1 mile to Interstate 64 with a quick Uber ride to downtown, Crescent Hill, and the Highlands.
Popular amenities for house rentals in Shelbyville
House rentals with a pool

Estate, 5 Kings, Heated Pool, Hot Tub, Games, Dogs

Peaceful Bourbon trail home, hot tub, 3 kings

MacAttie Acres

Lex Family&Friends Paradise: Pool! HotTub! GameRm!

Peppermint Cottage Norton Commons w Breakfast

POOL/ game room! 6 beds 2 baths

6 BR Highlands Home- King Beds- 2 Kitchens-Walkabl

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

Historic Downtown~Heart of Bourbon Trail

Historic Gaffney House, Exclusive River Estate

Stave 32 “Bourbon Trail Retreat”

Hot Tub | Firepit | Putting Green | 5 Bedrooms

The Hutch on Hardesty

1909 Central Bourbon Trail Gem | 2 Kings

SuperHost ~ Beautiful NEW Condo Near Louisville!

Bourbon Trail Getaway~Hot Tub, Pets OK, Game Room
Private house rentals

Peaceful Retreat on the Bourbon Trail

Riverfront Cottage

Charred Oak Reserve-Sleeps 10 Hot Tub, Firepit

The Country Pleasure Farm

Cozy Picturesque Modern w/EV Charger ~ The Back 40

Bourbon by the Lake

Bourbon Trail, Hot Tub, Speakeasy, Firepit, GameRm

Bourbon Blue: 8 min to Dwntn Bardstown & Spacious!
When is the best time to visit Shelbyville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £135 | £148 | £155 | £171 | £198 | £170 | £170 | £184 | £185 | £205 | £158 | £150 |
| 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 30 holiday rentals in Shelbyville

Nightly prices starting at
Shelbyville holiday rentals start at £60 per night before taxes and fees

Verified guest reviews
Over 1,040 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 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
- Western North Carolina Holiday rentals
- Chicago Holiday rentals
- Nashville Holiday rentals
- Gatlinburg Holiday rentals
- Pigeon Forge Holiday rentals
- Indianapolis Holiday rentals
- Downtown Chicago Holiday rentals
- Asheville Holiday rentals
- Southern Indiana Holiday rentals
- Columbus Holiday rentals
- St. Louis Holiday rentals
- Louisville Holiday rentals
- Ark Encounter
- Kentucky Horse Park
- Buffalo Trace Distillery
- Rupp Arena
- Kentucky Derby Museum
- Kentucky Exposition Center
- Churchill Downs
- Kentucky Kingdom & Hurricane Bay
- Louisville Slugger Museum & Factory
- Valhalla Golf Club
- Muhammad Ali Center
- Angel's Envy Distillery
- Louisville Slugger Field
- Big Four Bridge
- Falls of the Ohio State Park
- Kentucky Science Center
- Waterfront Park
- James B Beam Distilling
- Evan Williams Bourbon Experience
- University of Louisville
- L&N Federal Credit Union Stadium
- University of Kentucky
- Four Roses Distillery Llc
- Kentucky International Convention Center




