Holiday rentals in Anderson County

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Top-rated holiday rentals in Anderson County

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

Cabin in Lawrenceburg

4.98 out of 5 average rating, 117 reviews

Cabin Stay + Forest Shower, Hot Tub & Hiking Trail

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)

Guest favourite

Cottage in Salvisa

4.97 out of 5 average rating, 130 reviews

Cottage on the Bourbon Trail

Newly built cottage located in the country. Enjoy amazing views from a covered front porch as you rock in comfortable rocking chairs. Fully furnished and beautifully decorated to make your stay comfortable and delightful. Memory foam mattresses for wonderful sleep and a kitchen for cooking if desired. Pool is behind owners residence and is shared with owners family and possibly 2 additional people. We have recently also installed a Tesla High Powered Wall Charger w/60amps. We’d love to have you!

Guest favourite

Home in Lawrenceburg

4.99 out of 5 average rating, 104 reviews

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.

Guest favourite

Guest house in Lawrenceburg

4.96 out of 5 average rating, 56 reviews

Breezy Ridge Retreat

Enjoy the countryside at the peaceful Breezy Ridge Retreat! Centrally located in the heart of bourbon country, our little homestead is a great place for you to enjoy the Bourbon Trail or to get away for a few days. Within 30 min to the KY Capital of Frankfort and an hour to both Lexington or Louisville where there is ample opportunity for entertainment, including Keeneland Racetrack and the KY Derby. Close access to Taylorsville Lake, Beaver Lake, and Salt River for fishing and outdoor fun.

Guest favourite

Cabin in Lawrenceburg

4.99 out of 5 average rating, 212 reviews

Relax in the hot tub w/a view of the River!

Welcome to the Kentucky River Bourbon Cabin! Need an escape from the daily grind? Relax and rejuvenate in this cozy cabin nestled in a wooded setting and on the edge of the Kentucky River! Here you will find peace and serenity in nature with an upfront view of the water. Secluded and private yet still close to stores, restaurants and many tourist attractions such as major distilleries and wineries. Four Roses, Wild Turkey, Woodford Reserve and Buffalo Trace are just a short drive away.

Guest favourite

Chalet in Lawrenceburg

4.95 out of 5 average rating, 174 reviews

Countryside On the Bourbon Trail, 22 Quiet Acres

Welcome to Sea Glass Farm. 1900's restored farmhouse with tons of charm! Full access to 22 acres with beautiful hilltop sunsets. In the heart of The Bourbon Trail, the scenery and wildlife will not disappoint. The location is perfect for a rural getaway or relaxing stop on your Bourbon Trail experience. Minutes from shopping and restaurants; situated between I-64 and The Bluegrass Parkway. This place has been a dream of ours and it will soon be in your dreams as well. Hosted by the owner!

Guest favourite

Home in Lawrenceburg

4.88 out of 5 average rating, 129 reviews

"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!

Guest favourite

Cottage in Lawrenceburg

4.96 out of 5 average rating, 112 reviews

Bourbon Barrel Cottages #2 on Ky. Bourbon Trail

LEAVE THE CLEANING TO US! Kick back and relax in this calm, stylish space 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. Perfect retreat for couples traveling together or individuals looking for privacy and quiet. We’re located directly between 4 of the biggest bourbon distilleries on the trail and 20 minutes from anything you’d like to see and do! **There will be a $500 for smoking inside of the cottage

Guest favourite

Barn in Mount Eden

4.99 out of 5 average rating, 141 reviews

Sweet Hollow Farm

Sweet Hollow Farm is located near Taylorsville Lake. 30 miles from Louisville, 40 miles from Lexington and 25 from Bardstown. We have a small farm with a studio barn apartment. Private entrance with full bath. We also have a beautiful pool that we share with our guests. There is a horseshoe pit, fire pit and multiple outdoor seating areas. Kids and dogs are welcome. We even have space for horses and boats. We can offer peace and quiet, a clear view of the stars and hummingbird theatrics.

Guest favourite

Home in Lawrenceburg

4.9 out of 5 average rating, 49 reviews

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.

Guest favourite

Cabin in Lawrenceburg

4.98 out of 5 average rating, 506 reviews

Bourbon Trail Cabin on the Farm

Recognized by AirBnB as the “2021 Top New AirBnB in the State of KY”!Overlooking rolling hay fields, and surrounded by wooded farm land, this cabin features barn wood walls, hardwood floors, handcrafted bourbon barrel sink, king bed, leather sleeper sofa, and custom built kitchenette. Located on a working cattle farm, see cows, goats, a donkey and horse, & our pet free-range pig! In the heart of the Bourbon Trail in the home of Wild Turkey and Four Roses.

Guest favourite

Cabin in Versailles

4.96 out of 5 average rating, 141 reviews

Handcrafted Rustic Cabin on the Bourbon Trail

The cabin has been entirely built by the owner, Doris, (with help from family and friends) from reclaimed and local salvaged materials. Located on a beautiful Kentucky Scenic byway, on a working farm, the cabin is only 15 minutes from Wild Turkey Distillery, the town of Versailles , golf courses, dining, shopping, wineries and other major distilleries. 35 minutes from Keeneland race course, downtown Lexington, UK, Rupp Arena, the Horse Park and more .