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.

Bourbon Trail*HotTub*Dog friendly*3BR*4 beds

A centrally located 3 bed 2 bath updated house in a family friendly neighborhood with a hot tub near downtown Lawrenceburg! Less than 10 minutes to Wild Turkey and Four Roses. Dogs Allowed! This rental has everything you need and proximity to Keeneland, multiple Bourbon Trail distilleries, UK athletics, Lexington and Frankfort! It is the perfect location for couples or families (and their 4-legged friends) looking to spend some time enjoying bourbon, horse racing, and all things Kentucky.

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.

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.

Peaceful home close to Wild Turkey and Four Roses.

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.

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!

Bourbon Trail Getaway|Hot Tub, Sauna& Shuffleboard

Welcome to Fox & Barrel Manor 🏡Luxurious home base on Kentucky’s Bourbon Trail 📍Nestled in the heart of Lawrenceburg 🥃Minutes from some of the most iconic distilleries 🛏️8-bedroom, 5.5-bath Colonial brick home 🥳Private backyard lounge w/kitchenette, shuffleboard and bathroom 🌡️Barrel Sauna 😎Hot tub 🔥 Fire pit 🏓Pickleball court Perfect blend of historic charm and modern comfort for large groups, families, or bourbon enthusiasts.

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?!?