Holiday rentals with a patio in Anderson County

Charming Cabin on Bourbon Trail, Hot Tub+Fire Pit

Privately nestled on over 5 wooded acres & intentionally curated for your stay. Gain access to quiet, immerse yourself in nature, support your rejuvenation, & to tap into your creative flow. Amenities include on-site hiking trail, artist work space, wood burning stove, covered porch, hammocks, outdoor dining, fire pit, moon garden, salt-water hot tub, & outdoor shower. Close to Beaver Lake & located along the Bourbon Trail, just minutes from Wild Turkey & Four Roses distilleries. (Note:18+only)

Bourbon Trail: Caboose on the Farm

Nestled under the shadows of elm 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 bunk-beds, full bath, kitchenette. Beautiful outdoor pavilion with grill and fire pit. Working cattle farm, see cattle, goats, a donkey, a horse, and a pig!

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.

Bourbon Trail! Tavern*Hot Tub * EV Charger

Welcome to The Tavern on the Trail, a beautifully restored 1800's home located in the heart of Lawrenceburg, Kentucky, centrally located along the Bourbon Trail. This home was once a tavern for the area in the 1800's. The tavern is a perfect blend of historic charm and modern amenities, ideal for bourbon lovers, horse enthusiasts, and those looking to experience a true slice of Kentucky history. Guests will love being centrally located to the popular distilleries along the Bourbon Trail!

Barndominium on the Bourbon Trail - **HOT TUB**

Welcome to our farm! Enjoy 34 acres of rolling hills and woods with beautiful views of horses and wildlife. We are located 1 mile from the BG Parkway giving you easy access to all the FUN Kentucky has to offer. LOCATION: Within 10 miles of Four Roses, Wild Turkey, and LBC . Within 25 miles of Buffalo Trace, Keeneland Race Track, Lexington Airport, UK Hospital, Shaker Village, Woodford Reserve, and Rupp Arena. Bring your horses or ride one of ours! Stall and pasture rental available.

Kentucky Bourbon Bungalow

This charming farmhouse in Lawrenceburg, KY, is within walking distance of Historic Main Street shops and restaurants. Just minutes from Four Roses and Wild Turkey Distilleries on the Bourbon Trail, and a short drive to Lovers Leap Winery, Prodigy Winery, Woodford Reserve, Castle & Key, Buffalo Trace, and more. Nearby attractions include Old Friends Thoroughbred Retirement, Kentucky Horse Park, and the Castle at Versailles. Perfect for extended stays or group getaways, work or leisure.

Luxe Bourbon Tr Cabin– Hot Tub|Pickleball|Fire Pit

Luxury Bourbon Trail Retreat • Spacious 4-bedroom, 2.5-bath cabin on 4 private acres, sleeps 12. • Features Hot Tub, seasonal Pool, Game Room, and rare indoor Pickleball/Cornhole Courts. • Cozy Fire Pit and stunning scenic views. • Minutes from Lover’s Leap Winery, Bourbon Trail Distilleries, and Kentucky River. • Short drive to Keeneland Race Course for horse racing enthusiasts. • Over 3,400 sf of upscale comfort, perfect for bourbon trail getaways or relaxing retreats.

Bourbon Trail Cabin- Sleeps 10-Hot Tub, Firepit

Welcome to The Buckley, a newly renovated cabin centrally located along the Bourbon Trail! This cabin sleeps up to 10 guests, and is a short drive to some of the area’s most favored distilleries. With its modern KY charm on a private 2-acre setting coupled with thoughtfully selected furnishings, our cabin offers comfort and relaxation for your Bourbon Trail stay. -Lovers Leap Winery (5-min ) -Wild Turkey Distillery (10-min ) -Four Roses Distillery (14-min )

Bourbon Crossing

Welcome to “Bourbon Crossing” a luxury downtown cottage centrally located in the heart of the Bluegrass and premier spot along the Bourbon Trail for an authentic Kentucky Experience. A re-modeled modern loft style cottage with full kitchen, queen bed and sleeper sofa. Bourbon Crossing is located only minutes away from Wild Turkey and Four Roses Distilleries and one block from Downtown Lawrenceburg featuring restaurants, coffee shop and shopping.