House holiday rentals in Anderson County

Bourbon Trail/8 mins to distilleries/Fenced Yard

Nestled on a well-manicured and expansive 0.24-acre lot, this pet-friendly, 3-bedroom home presents a tantalizing adventure along the famed Bourbon Trail. An effortless 10 minute walk places you in downtown Lawrenceburg, while the property itself offers a private fenced backyard ripe for enjoyment – featuring a BBQ grill for the best outdoor cookouts & patio furniture. Inside, 1584 sq. feet of space awaits, boasting an HDTV for your viewing pleasure and high speed Wi-Fi! IG: Careybluehouseonmain

The Homestead| Downtown| Near Bourbon Trail

The Homestead: 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. Cheers

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 Retreat on the Bourbon Trail

Relax with the whole family at this peaceful place to stay. Modest and affordable, this 3-bedroom, 2-bath home is the perfect stop for travelers exploring Kentucky’s Bourbon Trail and nearby attractions. Enjoy a fully equipped kitchen, satellite TV, WiFi, and washer/dryer. With ample parking, it’s a great fit for families, friends, or couples traveling together. Our goal is to make you feel at home and we're happy to help with anything you need during your stay. No pets over 25lbs inside home.

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.

Southern charm on bourbon trail distilleries close

Kick back and relax in this peaceful country setting. Cozy home nestled on five acres in the heart of the bourbon trail. Enjoy the fire pit while listening to the creek. Nature is all around this peaceful setting. Located minutes from multiple distilleries, golf course, and the bluegrass parkway. 30 minutes from Frankfort, Lexington, and Keeneland. 8 minutes to Four Roses and 15 to Wild Turkey. If you want to relax this is the place for you. Come see what Kentucky is all about.

Bourbon Speakeasy 6BR Estate · Hot Tub · Sleeps 14

Bourbon Trail Hideaway – Where Luxury Meets Fun Gather your favorite people and settle into this stunning 6-bedroom, 4.5-bath modern farmhouse, built for connection, comfort, and fun. With room for up to 14 guests, enjoy spacious living areas, relaxing spa amenities, and entertainment everyone will love. Whether you’re here for the Bourbon Trail or simply to unwind together, this home delivers an unforgettable stay. 🥃 Reserve your dates today and make it a trip to remember.

The Ridge: 6BR • 100" TV • Hot Tub • Speakeasy

Cat Ridge Resort is a modern, professional designed, brand new, private retreat in the heart of Kentucky bourbon country, perfect for unforgettable group getaways. Explore iconic distilleries by day, then return to luxury amenities and warm Southern hospitality, from a speakeasy bar to relaxing wellness spaces, plus games, firepit, lounges, chipping green and more. 5 top distilleries w/in 25 mins Equidistant from LEX and SDF Shelbyville and Lawrenceburg w/in 25 mins

Private A-frame Cabin | Hot tub, Firepit & Views

Welcome to Peletah Escape — our family’s cherished retreat nestled in Kentucky’s rolling hills. This cozy cabin offers sweeping views, a wraparound porch, hot tub, fire pit, game room, and plenty of space to relax. Inside, you’ll find rustic charm with modern comforts, from a fully stocked kitchen to comfy beds and a bourbon bar. Whether you're here to unwind or explore, Peletah Escape is your perfect Bluegrass getaway.

Bourbon Trail Lakefront * Hot Tub * Sleeps 8

Stay at the Goose Branch Lake House & fish from your own dock only a few steps from the back porch. Catch catfish, largemouth bass, red eyes, blue gill etc. Canoe, 2 kayaks & 2 stand up paddle boards available to rent. Enjoy the hot tub and fire pit! This lake house is centrally located on the Kentucky Bourbon Trail. Did you know 95% of the world's bourbon is made in Kentucky?!?