Vacation rentals in Lawrenceburg

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.

4.86 out of 5 average rating, 106 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

4.99 out of 5 average rating, 169 reviews

The cabin exterior is nestled within a wooded landscape, showcasing a wooden facade. A welcoming porch is framed by two Adirondack chairs, with stepping stones leading toward the entrance. Twinkling lights hang across the trees, enhancing the tranquil evening ambiance.

Cabin in Lawrenceburg

Chic Cabin w/ Trails, Hot Tub & Starry Nights

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)

4.99 out of 5 average rating, 427 reviews

A red farmhouse tractor is positioned prominently in the foreground, with a vibrant red caboose labeled 'SOUTHERN X525' in the background. An outdoor pavilion with a gabled roof is partially visible, bordered by trees displaying autumn foliage.

Train in Lawrenceburg

Bourbon Trail: Caboose on the Farm

Nestled under the shadows of elm trees on a working cattle farm, The Southern x525 Caboose is now resting in the heart of the Bourbon Trail. Maintaining the industrial feel of an authentic caboose, while bringing in the warmth of handcrafted woodwork design, the Caboose on the Farm creates a unique experience like no other! Queen bed, twin bunk-beds, full bath, kitchenette. Beautiful outdoor pavilion with grill and fire pit. Working cattle farm, see cattle, goats, a donkey, a horse, and a pig!

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.

4.98 out of 5 average rating, 149 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.

4.99 out of 5 average rating, 124 reviews

A paved driveway stretches into the distance, flanked by lush green grass and a large tree. Wooden fencing borders the property, offering views of rolling hills and a colorful sunset sky above.

Farm stay in Frankfort

The Cottage at Seldom Scene Farm - Bourbon Trail

SELF CHECK-IN, CLEAN, PRIVATE OASIS. Restored log home on gorgeous 273 acre farm along the KY RIVER. Serene & natural setting, close to several popular BOURBON TRAIL sites & horse farms. 10 MIN to WOODFORD RESERVE and CASTLE & KEY distilleries. 8 MIN to STAVE Restaurant & Bourbon Bar. Scenic horse farms (ASHFORD, AIRDRIE, WINSTAR). Convenient to KEENELAND, KY HORSE PARK, Versailles, Midway, Frankfort, Lexington, Louisville! Hike, bike, fish, wildlife, sheep, goats, chickens, stars & campfires.

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.

4.88 out of 5 average rating, 155 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!

4.99 out of 5 average rating, 234 reviews

The open living area features a high ceiling with wooden beams, a comfortable leather sofa, and armchair. A dining table is set for four, complementing the rustic décor. A staircase leads to the loft, while glimpses of the kitchen are visible in the background.

Cabin in Lawrenceburg

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

Welcome to the Kentucky River Bourbon Cabin! We are back open after the 4/25 flood! Relax and rejuvenate in this cozy cabin nestled in a wooded setting & 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.

4.96 out of 5 average rating, 210 reviews

A restored farmhouse is shown with a charming white exterior and a black roof. The front porch features white railings, while the surrounding lawn is well-maintained with a grassy area and some trees in the background.

Chalet in Lawrenceburg

Countryside On the Bourbon Trail, 22 Quiet Acres

Welcome to Sea Glass Farm. 1900's restored farmhouse with tons of charm! 22 acres of privacy. Cows may be present in pasture. 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 we look forward to sharing it with you. Hosted by the owners.

4.99 out of 5 average rating, 158 reviews

A sparkling pool is framed by a wooden pergola and surrounded by lush greenery. Comfortable seating areas are arranged nearby, and the clear blue sky overhead enhances the relaxing atmosphere of the outdoor space.

Barn in Mount Eden

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 welcome. We even have space for horses and boats. We can offer peace and quiet, a clear view of the stars and hummingbird theatrics.

4.93 out of 5 average rating, 244 reviews

Two outdoor bathtubs are positioned on a wooden deck, surrounded by trees and views of the creek. An Adirondack chair sits nearby, providing a space for relaxation while enjoying the natural surroundings.

Treehouse in Georgetown

Treehouse with TWO outdoor tubs by the creek!

Welcome to your romantic treehouse getaway! Nestled among the trees, this one-bedroom treehouse is the perfect spot if you're looking for a unique & unforgettable experience. The treehouse features a large glass rolling garage door allowing stunning views of the sunset, but the highlight is undoubtedly the double tubs overlooking the creek. ✔ Queen Bed ✔ Outdoor Deck with Seating ✔ Double Outdoor Bathtubs ✔ Outdoor Shower ✔ Composting Toilet ✔ Creek Access ✔ Indoor Cooking Station

4.98 out of 5 average rating, 182 reviews

A well-equipped kitchen features a spacious wood island with two upholstered stools. Modern appliances, including a gas range and sleek cabinetry, complement the space. Natural light streams through the windows, enhancing the inviting atmosphere, while tasteful decor adds a touch of character.

Loft in Frankfort

The Loft - Cozy Retreat in Historic Downtown

Experience the warmth and comfort of The Loft; your top-rated retreat just 8 minutes from downtown. Walk to the Capitol, explore nearby sights, and enjoy horse country close by. Relax in a cozy bed, unwind on a comfy couch, and enjoy modern updates in your private second-floor apartment. With parking at the door and a welcoming hygge vibe, it’s perfect for recharging. Just minutes from 13 distilleries, The Loft is your ideal base for exploring the Bourbon Trail in comfort and style.

4.97 out of 5 average rating, 146 reviews

A functional kitchen features modern appliances, including a stove, refrigerator, and coffee maker. Light streams through two windows, illuminating the wooden countertop and the unique round window above the sink. A rustic wooden bar with seating creates a welcoming breakfast area.

Cabin in Versailles

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 .

Vacation rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Cottages

Quaint homes, peaceful surroundings

Houses

A space thats all yours, with room for everyone

Popular amenities for Lawrenceburg vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Lawrenceburg

4.95 out of 5 average rating, 94 reviews

A unique circular structure made of wood stands on a wooden deck surrounded by vibrant wildflowers. The entrance features a sliding door, while a small shelf extends from the side, inviting guests to explore the natural setting.

Farm stay in Chaplin

Cottage Retreat at Tiwazzen Farm

A two-story home is surrounded by trees, featuring a spacious deck and an outdoor gathering area. The fire pit is surrounded by multiple seating arrangements, all set on gravel. String lights add a touch of warmth to the outdoor space, creating an inviting atmosphere.

5 out of 5 average rating, 26 reviews

Hot Tub, Games & Sauna at Bourbon Trail Escape!

4.92 out of 5 average rating, 13 reviews

The exterior of the Shryock Building features a combination of stone and ornate decorative elements. Large windows are adorned with light-colored trim, while the double entry doors are painted in a rich red hue. The facade showcases both historic charm and architectural detail.

Loft in Lawrenceburg

Main Street Suites; The Secretariat

A cozy living area features rich green walls and hardwood flooring. Three leather armchairs are arranged around a natural fiber rug, creating a welcoming seating arrangement. Large windows, adorned with dark curtains, allow ample natural light, while a decorative light fixture hangs from the ceiling.

4.96 out of 5 average rating, 72 reviews

The Woodford House: 7 distilleries w/in 25 min!

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.

4.91 out of 5 average rating, 35 reviews

Peaceful Secluded Lakefront Fire Pit Canoe Fishing

The entryway features a charming red door framed by dark shutters. A polished black knight chess piece stands at the side of the steps, which are surrounded by vibrant red flowers and lush green plants, leading to a welcoming covered porch.

4.92 out of 5 average rating, 52 reviews

Double Shot on Main 2 Bed/2 Bath - KY Bourbon Trl

The living area features a blend of seating options, including a large leather sofa and green velvet chairs. A wooden dining table is positioned nearby. Decorative wall art and a vintage lamp enhance the space, while natural light streams through the window.

4.93 out of 5 average rating, 27 reviews

Wild Rose Inn