House holiday rentals in Anderson County

Bourbon Barrel Cottages #4 on the Kentucky Bourbon Trail

LEAVE THE CLEANING TO US! Kick back and relax in this calm, stylish cottage in the center of Kentucky’s Bourbon Country. Enjoy wildlife and nature in one of our 5 two bedroom cottages. Each sits on two acres. We’re located directly between 4 of the biggest bourbon distilleries on the trail and 20 min from anything! Sit out on your deck or at your own private fire pit at night and listen to the sounds of birds, frogs and other wildlife. **There will be a $500 for smoking inside of the cottage**

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.

Hot Tub, Games & Sauna at Bourbon Trail Escape!

The ultimate adult escape on the Bourbon Trail, this 4,000 SF home blends modern style with unmatched amenities, offering a perfect retreat for fun and relaxation. ➤ 10 min drive to Wild Turkey, Four Roses, and hidden gem Lawrenceburg Bourbon Co. 🥃 ➤ Near outdoor activities: golf, hiking, kayaking, fishing, and hunting ➤ Outdoor Sanctuary: Hot Tub + Infrared Sauna, Fire Pit, Large Deck, BBQ, Seating ➤ Indoor Entertainment: Indoor Basketball, Air Hockey, Ping Pong, Vintage Arcade Games, 8 TVs

Memorial Day Bourbon Trail Lakefront FirePit Kayak

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.

Wild Rose Inn

Located in the heart of the world famous Kentucky Bourbon Trail, our newly renovated 1920s style home will accommodate large groups of up to 10, perfect for families, close friends, and up to 3 couples (see beds). We are located less than 2 miles from Wild Turkey Distillery. Four Roses is four miles away, and Buffalo Trace, Woodford Reserve and Castle & Key distilleries are within a 30 minute drive. We are 18 miles from Keeneland Racetrack and a short drive to both Lexington and Louisville.

"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!

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.

Lakefront. Boat Dock. Private Bar. Hot Tub

Escape to a unique lakefront retreat with a personal dock, perfect for relaxation and recreation. Enjoy the serene setting with a private firepit, BBQ, and pizza oven for cozy nights in. The charming horse jockey theme adds character to every room, creating an inviting atmosphere. Whether you're unwinding by the water, savoring a homemade pizza, or enjoying a drink at the bar, this getaway offers a memorable experience in a one-of-a-kind setting. Ideal for couples or small groups.

Home in Frankfort on 70 acres

Only 5 minutes from the interstate and nestled atop a tranquil hill, this home offers unparalleled serenity with breathtaking views of sprawling farms. Spanning 70 acres, it's a haven where wildlife thrives, adding to the peaceful ambiance while also minutes away from all that Frankfort has to offer. With 4 bedrooms and 3.5 baths, it's ideal for families seeking ample space and comfort. This home is 5 minutes from the interstate and 2 miles from Lover's Leap Winery.