House holiday rentals in Anderson County

Find and book unique houses on Airbnb

Top-rated house rentals in Anderson County

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

%{current} / %{total}1 / 1

Superhost

A charming backyard features a spacious patio area with a BBQ grill and seating under a sunshade. Lush green grass surrounds the patio, enhancing the outdoor setting. The home is painted in a deep blue, complemented by a colorful sunset creating a serene backdrop.

Home in Lawrenceburg

4.84 out of 5 average rating, 110 reviews

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

LocationValueAccess

Guest favourite

A modern living room features a dark sectional sofa accompanied by two light-colored armchairs. A natural woven rug covers the floor, and a small wooden coffee table sits in the center. Greenery from a potted plant adds a touch of nature, complemented by soft lighting from a floor lamp.

Home in Lawrenceburg

4.88 out of 5 average rating, 178 reviews

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

LocationValueOutdoor spaces

Top guest favourite

The exterior of a modern cottage is displayed, featuring a gray wood-paneled facade, a sloped roof, and a welcoming front entrance. A wooden staircase leads up to the porch, where inviting seating arrangements can be seen. Lush greenery surrounds the home, enhancing the tranquil setting.

Home in Lawrenceburg

4.97 out of 5 average rating, 174 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.

FamilyValueCheck-in

Top guest favourite

The home is nestled amidst a backdrop of gently rolling hills, framed by trees showcasing autumn foliage. A welcoming front porch is visible, accompanied by a small staircase leading to the entrance. Large windows allow natural light to filter into the living space.

Home in Versailles

5 out of 5 average rating, 129 reviews

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.

ValueFamilyAmenities

Guest favourite

A single-story home with a light exterior, featuring a welcoming front porch with white railings. Lush green grass surrounds the property, while trees provide a natural backdrop. The driveway leads up to the entrance, offering convenient access.

Home in Lawrenceburg

5 out of 5 average rating, 13 reviews

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.

LocationHospitalityKitchen

Guest favourite

A blue house is set on a grassy slope, surrounded by trees. A deck extends over the front, leading to steps and a walkway. Two kayaks are visible on the ground near the base of the house, providing easy access to the lake.

Home in Lawrenceburg

4.88 out of 5 average rating, 43 reviews

Beaver Lake House Bourbon Trail Firepit Kayaks

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.

ValueLocationAccuracy

Top guest favourite

A covered patio is presented with a round table and four chairs, surrounded by flower pots. The space is enclosed by brick walls, with multiple large windows providing natural light. A well-maintained lawn offers a peaceful outdoor environment.

Home in Lawrenceburg

4.92 out of 5 average rating, 105 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.

ValueFamilyDecor

Top guest favourite

Home in Lawrenceburg

5 out of 5 average rating, 13 reviews

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.

FamilyLocationWifi

Top guest favourite

The cabin's exterior is shown at dusk, featuring a striking A-frame design with large windows and a dark roof. Warm lights illuminate the wraparound porch, enhancing the architectural details. The surrounding grassy area slopes gently, with a gravel drive leading up to the entrance.

Home in Waddy

5 out of 5 average rating, 30 reviews

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.

ValueLocationOutdoor spaces

Top guest favourite

The exterior of the property showcases a spacious backyard with well-maintained grass, an outdoor fire pit surrounded by seating, and a hot tub visible beneath the deck. Soft lighting provides illumination as the sky transitions into dusk, highlighting the inviting atmosphere of the outdoor space.

Home in Versailles

4.97 out of 5 average rating, 69 reviews

Luxe Bourbon Trl~Game Rm~Golf Sim~Hot Tub~Fire Pit

► Located directly on Bourbon Trail; close to many distilleries: - 5 miles to Wild Turkey - 9 miles to Woodford Reserve - 13 miles to Four Roses - 19 miles to Buffalo Trace ► 13 miles to Keeneland ► Large media room with GOLF SIMULATOR, putting green, pool/billiards table, bar, dart board, skee-ball and 75" Smart TV ► Located on 15 private acres ► Large outdoor fire pit ► Poker table, shuffleboard and other games

LocationValueComfort

Guest favourite

Home in Versailles

4.95 out of 5 average rating, 20 reviews

The Luxe/Secluded/Hot Tub/2 King Beds/Game Room

Escape to a private Versailles retreat with luxury amenities and scenic countryside views. Enjoy king-size beds, a relaxing hot tub, and a fully stocked game room—perfect for entertainment and unwinding. Minutes from top Bourbon Trail distilleries, horse farms, and Lexington dining, this peaceful getaway is ideal for couples, families, or groups seeking privacy, comfort, and an authentic Kentucky experience.

FamilyLocationIndoor spaces

Guest favourite

A spacious porch is visible, lined with wooden rocking chairs and a few side tables. Colorful cushions add comfort to the seating. The porch overlooks a tranquil lake, with trees visible in the background and soft natural light illuminating the area.

Home in Lawrenceburg

4.83 out of 5 average rating, 149 reviews

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?!?

ValueFamilyWifi