Vacation rentals in Willisburg

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Top-rated vacation rentals in Willisburg

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

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Top guest favorite
A rustic cabin is nestled among trees, featuring a well-lit entryway and a front deck with two wooden lounge chairs. Soft evening light spills through the windows, creating a welcoming atmosphere. Stone stepping stones lead towards the doorway, enhancing the natural setting.
Cabin in Lawrenceburg
4.98 out of 5 average rating, 261 reviews

Romantic Cozy Cabin Getaway w/ Firepit & Hot Tub

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)

Top guest favorite
An inviting living space features a large sectional sofa adorned with decorative pillows. A patterned area rug lies beneath a central coffee table. Natural light filters through several windows, and wooden walls add warmth to the environment. A dining area with white chairs is visible in the background.
Cottage in Willisburg
4.98 out of 5 average rating, 88 reviews

A Romantic Getaway on the Bourbon Trail

Unwind and relax amongst the gorgeous and peaceful surroundings, or step out and explore. Enjoy this slice of raw Kentucky set on 100 acres of pristine rolling hills, creeks and forest you're free to explore. The space is completely self-contained with a large fully equipped kitchen, 1.5 bathrooms, a luxurious king size bed and a twin daybed. This piece of Central Kentucky is along the Bourbon trail, and is just 1-hour from Louisville, 40 minutes from Lexington, and 20 minutes from Bardstown.

Top guest favorite
Home in Willisburg
5.0 out of 5 average rating, 36 reviews

Large KY Farmhouse/Golf Range/Bourbon Trl/Animals

Great place for groups! Turnerville Tavern is a unique vintage farmhouse/gift shop/driving range located in the heart of the Bourbon Trl in central KY. With vintage furnishings and a large downstairs living room dedicated to all things Kentucky, groups can gather here and feel at home in the Bluegrass. There are 3 outdoor porches to sit and view the farm and a gift shop. Other amenities include a fire pit, books, ping-pong, wide yard, cornhole, and farm animals. Also you can hike to the creek!

Top guest favorite
Earthen home in Willisburg
5.0 out of 5 average rating, 22 reviews

Restin' Holes Ky Bourbon Trail D *Sauna*HotTub*Gym

Experience the Kentucky village charm at Restin' Holes. Our cozy, unique rental is located on the Bourbon Trail yet still tucked away on 20 acres for relaxation and enjoying many amenities. Be calmed with the peaceful waterfall at our rustic destination. We want you to kick back and make yourselves at home. *Playground*Hot tub*Sauna*Gym*Firepit*Painted Murals Restin' Holes was created with everyone in mind. Book your stay today and discover the perfect vacation & make unforgettable memories.

Top guest favorite
The image collage features various spaces of a stylish home. A cozy lounge area with a fireplace is shown, alongside an outdoor hot tub surrounded by greenery. The dining area is connected to a deck, and a game room with a bar creates an inviting entertainment space.
Home in Bardstown
4.96 out of 5 average rating, 128 reviews

StillHill: HotTub GameRoom Whiskey Lounge Acreage

Stylish 3 bedroom home located in the Bourbon Capital is a perfect getaway to be still or tour the best Kentucky bourbon from a local whiskey still. Centrally located within 25 miles of 10 distilleries! Close to the Old Kentucky dinner train, the Derby, and a short drive to Louisville & Lexington. Enjoy 5 private acres where you can soak in the hot tub, swing on the patio, sit by the fire and watch the birds and deer. Then relax in our indoor lounge or garage game room after a day of adventures

Superhost
A charming speakeasy-style room features a well-stocked bar made from rustic barrels, complemented by a vintage chandelier overhead. The walls are adorned with a mural of an antique bar, while a plush rug adds warmth to the space. A staircase leads to the upper level.
Home in Willisburg
4.94 out of 5 average rating, 17 reviews

1900 House-Bootlegger's Hideout

1900 House is nestled in the rolling hills of KY, located on the Bourbon Trail, six minutes from Bluegrass Pky and Hwy 555. We imagined this was the perfect hideout for Bootleggers. Step back to the Prohibition Era with our Speakeasy Room and elements of the Roaring 20s. Spend the night in the Capone or Remus room, sip your favorite beverage on the front porch rocking chairs or build a roaring fire in the fully fenced in back yard. Explore the history of Prohibition with the comforts of today.

Top guest favorite
An outdoor gathering space is highlighted, featuring a circular structure with a metal façade. Strings of lights create a warm ambiance against the dusk sky. A large flat-screen television is mounted on the wall, complementing the open seating area with various tables and chairs.
Guesthouse in Springfield
4.99 out of 5 average rating, 138 reviews

Lofty Lodge on the Bourbon Trail

Come to the Bourbon Trail in the Heart of Kentucky! Stay at our beautiful lodge with large common areas perfect for hanging out! Our space is great for family trips, work retreats, or a couples get away! The lodge is located just 3 miles from from restaurants, groceries, pharmacies and shops. But at the Lodge you will enjoy the peace of the country. We are central to all the bourbon distilleries: 15mi to Maker's mark, 35mi to Jim Beam, 50mi to Woodford Reserve, Lexington and Louisville.

Top guest favorite
An elegant two-story white barn structure is set against a blue sky dotted with clouds. A prominent cupola with a weather vane crowns the roof. Trimmed bushes and small trees flank the sides, adding greenery to the scenic rural landscape.
Farm stay in Springfield
4.98 out of 5 average rating, 690 reviews

The Getaway in Bourbon Country with Breakfast

Located in the heart of the Bourbon Trail. Come and enjoy the peace and quiet of country living, but still close enough to cities. When you first arrive, you will find the entrance on a large, covered patio. There is a gas grill there for your use. We also have a fire pit, so bring wood. Feel free to take a walk down to the river at the bottom of our property. There you will find a park like setting where you can relax and listen to nature if you like. Eggs, bacon and biscuits provided.

Top guest favorite
Home in Springfield
4.99 out of 5 average rating, 117 reviews

Bourbon Trl + Hot Tub • Fire Pit + Walk to Dine

Explore 10+ distilleries from one Bourbon home base in Kentucky! The Kentucky Barrel House is an upscale boutique retreat perfectly positioned between Maker's Mark & Bardstown. Soak in the private hot tub, enjoy the fire pit, or walk downtown for dining. Full kitchen, large fenced yard & pet friendly. NEW Potter Jane 3.2 mi, Limestone Branch/Yellowstone 8 mi, Maker's Mark 10 mi & Bardstown Distilleries including; Lux Row, Heaven Hill, Bardstown Bourbon Co. Custom itinerary included!

Guest favorite
A modern cabin with a dark exterior is located amidst lush greenery, elevated on a wooden foundation. Large glass windows provide open views of the natural surroundings, while a clear path leads to the entrance. Trees surround the structure, enhancing the serene setting.
Shipping container in Springfield
4.93 out of 5 average rating, 58 reviews

Box on the Beech

Escape to our unique cabin nestled along the picturesque banks of the Beechfork River, located in the heart of Central Kentucky, right on the famous Bourbon Trail. Unplug, unwind, and enjoy a drink (we prefer bourbon) while gazing at the stars above and listening to the music of nature. Our tranquil riverside cabin provides the perfect setting for a relaxing and memorable stay. Please note that cell phone service within the unit may be limited, depending on your carrier.

Top guest favorite
A view from the covered patio showcases a large open green lawn and a single tree, framed by two columns. The patio features a patterned rug and a black table with a chair, creating a relaxing outdoor space.
Home in Springfield
5.0 out of 5 average rating, 40 reviews

Lincoln Farmhouse-Bourbon Trail-Farm Stay

Tranquility awaits at this newly remodeled farmhouse, offering stunning views of the peaceful countryside. Located just minutes from town, Lincoln Homestead State Park, and Cornerstone Acres, you'll find yourself at the heart of Bourbon Country, with easy access to all your needs and desires. Front and back porches give our guests the perfect spot to sit and relax. Open views all around make you feel like you are truly away from all the hustle and bustle of the world.

Top guest favorite
An open living area showcases comfortable seating arranged around a neutral rug. Modern kitchen appliances are visible in the background, complemented by dark wood cabinetry. Natural light enters through the window treatments, enhancing the inviting space. A welcoming entrance is seen to the left.
Home in Springfield
4.99 out of 5 average rating, 195 reviews

A Heavenly Home

Serene ~ Peaceful ~ Private ~Modern. Centrally located in the heart of Bourbon Country. This home is an ideal setting to relax and enjoy spending time with friends or family. You will no doubt find this newly constructed home to be cozy, comfortable, and inviting! Enjoy the wonderful outdoor space in a quiet country setting with beautiful scenery and woods, comfortable seating, including a porch swing, a play area for children, and you may even see a deer or two!

Popular amenities for Willisburg vacation rentals