Holiday houses in Willisburg

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Top-rated holiday rentals in Willisburg

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

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Top Guest favourite
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, 87 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 favourite
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, 251 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 favourite
Earthen home in Willisburg
5 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 favourite
Home in Willisburg
5 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 favourite
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, 147 reviews

Bourbon Trail 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!

Guest favourite
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, 121 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 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, 184 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
Home in Springfield
4.99 out of 5 average rating, 109 reviews

Romantic Hot Tub Retreat | Bourbon Trl | Walk2Dine

Downtown walk to dinner. Hot tub, Fire pit , Bourbon Trail, 10 Miles from Maker’s Mark, many more distilleries. Best boutique style. Complimentary Itinerary, Huge privacy fence pet friendly yard. The Ky Barrel House a unique retreat on the Trail. Equipped kitchen, walk to downtown shops. Minutes to: Maker’s Mark, Willett, Bardstown Bourbon, Heaven Hill, Jim Beam, Lux Row. a couple miles to Cornerstone Acres, The Grove At Silverton Hill, My Old KY Home. Fast WIFI, Fireplace (elec) desk

Top Guest favourite
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
4.95 out of 5 average rating, 119 reviews

Cottage Retreat at Tiwazzen Farm

The Tiwazzen Farm cottage lies in the peaceful hills of Central Kentucky. It is ideal for a weekend recharge, disconnect or a place to find your center and connect with nature. If you want peace, quiet and tranquility, look no further! If it's Bourbon, Horses and Urban night life you're into, Tiwazzen Farm is perfectly located between Bardstown, Louisville and Lexington. If you're looking for a day at the lake, we are minutes from both Willisburg and Taylorsville Lake State Park.

Top Guest favourite
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, 259 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 favourite
A spacious cabin is set on a green lawn, featuring a wraparound porch supported by sturdy posts. The metal roof and wooden exterior harmonize with the surrounding trees. Rolling hills are visible in the distance under a cloudy sky.
Cabin in Harrodsburg
4.82 out of 5 average rating, 126 reviews

Governor's Private Cabin on Bourbon Trail w HotTub

Keep it simple and escape to the rolling bluegrass hills and experience the magic of Kentucky's Bourbon Trail with an unforgettable stay at Daynabrook Farms. A full kitchen makes for effortless in-cabin dining, Private hot tub, scenic views of the countryside from your private back porch, convenient location to Lexington (20 min. to Airport), Louisville, Frankfort, and Danville. Areas around Hot tub, pools, and shower are wet, please exercise caution when in use.

Top Guest favourite
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, 120 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.

Popular amenities for Willisburg holiday rentals

  1. Airbnb
  2. United States
  3. Kentucky
  4. Washington County
  5. Willisburg