Vacation rentals in Willisburg

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Top-rated vacation rentals in Willisburg

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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, 259 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
The exterior of the home features a charming white façade with black accents, complemented by a small set of steps leading to the front door. Lush green grass surrounds the property, and a gravel pathway is lined with decorative stones and small shrubs.
Home in Springfield
4.98 out of 5 average rating, 156 reviews

Bourbon Country Schoolhouse

Enjoy staying in a piece of history within this old one room schoolhouse converted to a two bedroom home. Sit out on the swing or by the firepit as you enjoy peaceful sounds of the country and the creek adjacent to the property. Located right on the Bourbon Trail with only a 5 min drive to Maker’s Mark, 17 min to Limestone, and 20 min to Log Still Distillery. Venture in to the city of Springfield to learn about Abe Lincoln and his parents, married in the courthouse, still being used to this day!

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
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, 127 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

Top guest favorite
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, 16 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 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, 689 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, 115 reviews

Last Min Deal | Bourbon Trail | 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
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
4.93 out of 5 average rating, 332 reviews

KY’s #1 Wishlisted Stay-Treehouse and outdoor tubs

Escape to Kentucky’s 2026 most wishlisted Airbnb! A romantic treetop getaway with two outdoor tubs, twinkle lights, and a peaceful setting made for reconnecting. The treehouse features a large glass rolling garage door allowing stunning views of the sunset. 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 ✔ Hot Water

Guest favorite
A wooden cabin is set against a backdrop of greenery, featuring a spacious wrap-around porch. Sturdy wooden steps lead to the entrance, and large windows provide natural light. The surrounding area is lined with trees, offering a serene and private outdoor setting.
Cabin in Springfield
4.93 out of 5 average rating, 263 reviews

Cozy Cabin on the Bourbon Trail

Our place is close to the Bourbon Trail. You’ll love our cabin because of the warm interior and amazing outdoor space. Our place is good for couples, solo adventurers, business travelers, and families. This cabin located in the country on our 100 acre farm, but you are 3 miles from restaurants, groceries, pharmacies and shops. The location is also central to the distilleries: 15mi to Maker's Mark, 35mi to Jim Beam, 50mi to Woodford Reserve, Lexington, and Louisville

Guest favorite
An outdoor dining area features a large table surrounded by black chairs, situated on a patio with a decorative rug. Beyond, green fields stretch to the horizon, with a swing set framed by a tree, offering a peaceful view of the surrounding farmland.
Home in Willisburg
5.0 out of 5 average rating, 11 reviews

Colvin House on Bourbon Trail

Surrounded by farmland, the Colvin House is a spacious, country home centrally located on the Kentucky Bourbon Trail. Whether traveling with family or a large group of friends, our spacious family room, 12 seat dining table, game room, theater area, outdoor dining space or our 5 swing firepit, there is plenty of room to gather together or in separate small groups. The perfect destination for quality time together or a short scenic drive to unlimited adventure.

Top guest favorite
Cabin in Lawrenceburg
4.99 out of 5 average rating, 296 reviews

Relax in the hot tub with a view of the River!

Welcome to the Kentucky River Bourbon Cabin! 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.

Top guest favorite
A gravel path leads up to the cabin, surrounded by lush greenery and tall trees. The cabin's exterior features a mix of wood and metal siding, with a deck extending from the entrance, providing a connection to the natural surroundings.
Cabin in Lawrenceburg
4.99 out of 5 average rating, 130 reviews

Hidden View Cabin

Welcome to Hidden View Cabin, a delightful cabin where seeing wildlife and listening to the sounds of nature are yours to enjoy! Take the scenic drive down the gravel lane to this private and peaceful place located among pine trees and overlooking a one acre pond. Whether you have come to relax and get away from it all or want to visit the many attractions throughout central Kentucky this is the place for you. Only 20 minutes from Lawrenceburg.

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