House vacation rentals in Anderson County

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.

4.83 out of 5 average rating, 149 reviews

Bourbon Trail Lakefront * Hot Tub * Sleeps 8

Bourbon Trail HQ on Lake Spend your days exploring KY’s legendary distilleries, then return to Goose Branch LakeHouse to relax in the hot tub overlooking the water. Fish from the private dock, paddle across calm lake waters, & end the night around the fire pit. Near: • Buffalo Trace • Woodford Reserve • Four Roses • Wild Turkey Why guests love Goose Branch: ✔ Hot tub ✔ Private fishing dock ✔ Quiet lake ✔ Canoe, kayaks & paddleboards available ✔ Sleeps 8 The perfect KY Bourbon Trail getaway.

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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.

4.81 out of 5 average rating, 112 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

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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.

4.84 out of 5 average rating, 186 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

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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.

4.97 out of 5 average rating, 187 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.

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5.0 out of 5 average rating, 143 reviews

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

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.

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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.

4.98 out of 5 average rating, 61 reviews

Secluded・Speakeasy・Sauna・Cigar Shed・Hot Tub

The Bourbon Exhale was made for the group that's done enough in life to know exactly what a great weekend looks like. Days on the bourbon trail, the golf course, or Keeneland's rail. Evenings in the speakeasy basement with poker and a pour. Nights unwinding in the barrel sauna or soaking in the hot tub under string lights. This is a secluded, private retreat for groups who want to be together without an audience. Just good bourbon and the people you actually want to spend a weekend with.

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5.0 out of 5 average rating, 23 reviews

Bourbon Bungaleaux

Forget your worries in this spacious and serene space, which is ideal for two couples to hangout and enjoy conversation, relaxation, and plan their adventures. “Home away from home” got nicer in the hamlet of Lawrenceburg. Walk to quality restaurants; also on the road leading to Wild Turkey, Larrikin, and Woodford Reserve. Four Roses, across town; then jump on the Bluegrass Parkway and in moments, Bardstown. Bedrooms are both spacious; host individual heat/air, for unique comfort.

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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.

4.93 out of 5 average rating, 112 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.

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5.0 out of 5 average rating, 114 reviews

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.

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5.0 out of 5 average rating, 15 reviews

Perfect couples get away on the bourbon trail.

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.

FamilyLocationOutdoor spaces

A hot tub is illuminated with blue LED lights, creating a serene atmosphere in a cozy corner. The tub features multiple seating positions and control buttons for easy adjustments. A wooden bench is placed nearby, offering a place to relax before or after use.

4.83 out of 5 average rating, 178 reviews

Restful Bourbon Trail Lodge with Pool and Hot Tub

This spacious and cozy three-bedroom home is less than one mile from Lawrenceburg's city center - nestled in a quiet, residential neighborhood with a swimming pool and dual-level deck. Downtown restaurants, grocery stores, Wild Turkey Bourbon Distillery, Four Roses Bourbon Distillery, and the city park are all within close proximity. The property was completely renovated in Spring 2019 and contains all new furniture and flooring.

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