House holiday rentals in Anderson County

Luxe Estate-Poker Room-Hot Tub-near Bourbon Trail

This property is hosted by Finer stay. Step into a piece of history with our meticulously renovated 1904 estate, where classic charm meets modern luxury. Nestled on sprawling 10 acres, this 6-bedroom, 5-bathroom home is your ultimate Kentucky Bourbon Trail getaway. Outside, explore a tranquil horse pasture and a serene fishing pond with kayaks and paddleboat. Gather around the fire pit and enjoy an outdoor movie night. Soak away your cares in the bubbling hot tub or sharpen your golf skills on

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.

Birdsong Valley on Bourbon Trail

Great central location on Bourbon Trail. Close to Lexington, airport, Keeneland, Ride the Rails, Horse Park, Shakertown, many other attractions. You will love our 3 bedroom charming home on 2.2 beautiful acres in peaceful community. Perfect for couples, friends, families, singles to explore distilleries, horse farms, quaint small towns of Versailles, Midway, Lawrenceburg, country backroads, much more. OR relax, enjoy nature, butterflies, birds, deer. Let us make lodging highlight of your visit.

Peaceful Secluded Lakefront Fire Pit Canoe Fishing

Lakefront 2 bedroom, 1 bath Home on Beaver Lake, located on the Bourbon Trail. Enjoy quiet surroundings as you sit on the back porch overlooking a cove of the lake. Spend the day fishing in one of our Angler's Kayaks or Canoe, head out on the Bourbon Trail, visit a nearby Winery, or cheer on the races at Keeneland. Enjoy your evening tucked away at the back of Beaver Lake with an outdoor firepit for s'mores and an indoor faux fireplace for ambience. Peace & privacy, yet only miles from town.

"The Homestead" UPSCALE STAY - Downtown with Yard

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 out back. Cheers!

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!

Comfort in the Bluegrass

Comfort in the Bluegrass is a very clean, home nestled in the heart of bourbon and horse country. If it’s a little R&R you’re after, or entertainment…. This is the perfect location for either! We sit in a beautiful 1.6 acres located in a quiet, peaceful area in Anderson county. You can choose to relax with your friends or family by the fire pit, or tour one (or several) of the many sites around here! We are in between Lexington and Louisville, and only a few miles from Frankfort.

Bourbon Crossing II

Welcome to your home away from home on the famous Bourbon Trail! Minutes from distilleries, wineries, and outdoor adventures. A spacious bedroom with a king-sized bed, luxury linens, and TV. Modern bath with a walk-in shower, plush towels, and complimentary toiletries. Full Kitchen is stocked with everything you need. Relax in the cozy living room with a smart TV and high-speed Wi-Fi. Enjoy an evening outside next to the wood burning fire pit with supplied firewood.

Four Roses/ Wild Turkey/HOT TUB/3 acres

Welcome to Lawrenceburg, KY! You can't get any better of a location than this home! 3 mins to the Bluegrass Pkwy, not far from the most sought after bourbon distilleries, Lexington, Versailles, Bardstown, Shelbyville and just under an hour from Louisville! You'll love the super comfy queen beds, wood burning stove, fire pit, HOT TUB, and 3 acres of privacy on a hill. Enjoy this beautifully updated farmhouse right in bourbon and horse country!