House holiday rentals in Anderson County

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Top-rated house rentals in Anderson County

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

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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

Superhost

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, 171 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

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, 165 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.

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, 119 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.

Guest favourite

A large covered front porch is complemented by a rocking chair and a small table. The porch is framed by vibrant green leaves, adding a touch of nature to the entrance. The surrounding area features decorative plants and a well-maintained yard.

Home in Lawrenceburg

5 out of 5 average rating, 21 reviews

The Rutherford Inn

Nestled in the heart of small town Lawrenceburg, this charming 2BR, 1 bath home is ready to welcome you. Imagine rocking on a large covered front porch or unwinding with your favorite bourbon by the fire pit on a covered back patio. All nestled on a country acre for your enjoyment. We are directly beside a small local distillery and 1 mile from Wild Turkey. Making this the perfect location for your Bourbon Trail experience. Only 17 miles from Bluegrass Airport, we’ve got location and comfort!

Top Guest favourite

The image showcases a cozy barrel sauna with a large window offering views of the surrounding greenery. A speakeasy game room is visible, highlighted by decorative neon art. An outdoor firepit area features seating around a glowing campfire, with string lights adding ambiance. A wooden hot tub stands ready for use, adding to the relaxing atmosphere.

Home in Lawrenceburg

5 out of 5 average rating, 33 reviews

Secluded Bourbon Trail Retreat • Hot Tub & Sauna

Welcome to The Bourbon Exhale by Topaz Stays—your professionally-designed escape along Kentucky’s iconic Bourbon Trail. This peaceful country home blends rustic charm w/modern luxury, including a private hot tub, barrel sauna, speakeasy game room & cigar lounge. Located near Wild Turkey, Four Roses & more, it’s the perfect base for a distillery getaway. *Wild Turkey Distillery (11 miles) *Four Roses Distillery (13 miles) *Downtown Lawrenceburg (8 miles) *Rail Explorers (17 miles)

Guest favourite

The living room features a mix of comfortable seating, including leather recliners and soft couches. A charming fireplace is framed by a richly patterned wall depicting horses. Natural light filters through the windows, highlighting the wooden ceiling and inviting decor.

Home in Lawrenceburg

4.93 out of 5 average rating, 72 reviews

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!

Guest favourite

A brick house with a gabled roof is set in a grassy yard. The front features a central entrance with a circular window, flanked by two symmetrical sections. Black chairs are visible on the front porch, and bordered flower beds add greenery around the foundation.

Home in Lawrenceburg

4.99 out of 5 average rating, 110 reviews

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.

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

4.93 out of 5 average rating, 96 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.

Top Guest favourite

Home in Lawrenceburg

5 out of 5 average rating, 11 reviews

Cozy home close to Four Roses and Wild Turkey.

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.

Guest favourite

A light-filled living area features a tufted beige sofa flanked by two white chairs. A vintage-style trunk serves as the coffee table, while wall art of horses adds a subtle touch of elegance. Light curtains frame the windows, enhancing the space's openness.

Home in Lawrenceburg

4.91 out of 5 average rating, 296 reviews

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!

Guest favourite

The exterior of a charming brick home is displayed, featuring a well-maintained lawn with neatly trimmed hedges. The inviting front porch is highlighted by a blue door and illuminated by soft lighting as dusk approaches.

Home in Lawrenceburg

4.94 out of 5 average rating, 18 reviews

Bourbon Trail Charmer! Sleeps 6, 2-King, 1-Queen

Your ultimate Bourbon Trail adventure starts here! Stroll to downtown bars and restaurants, then kick back in a stylish 3BR/2BA retreat with a private fenced yard, glowing string lights, and a cozy fire pit. Minutes to Four Roses and Wild Turkey, plus easy access to Buffalo Trace, Keeneland, and UK. Enjoy Keurig coffee, bourbon and wine glasses, and fresh, updated decor. Book your Bluegrass escape now!