Holiday rentals in Willisburg

4.99 out of 5 average rating, 155 reviews

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)

4.98 out of 5 average rating, 104 reviews

Home in Springfield

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!

4.98 out of 5 average rating, 652 reviews

Farm stay in Springfield

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.

4.99 out of 5 average rating, 472 reviews

Farm stay in Loretto

The Barrel Head

* LOCATED RIGHT ON THE BOURBON TRAIL * At the Barrel Head bed, we strive to make our guest feel as comfortable as possible. This location has been newly remodeled and furnished; a brand new queen size bed, pull out sofa, and coffee bar ensure that you are getting the sleep and energy you need for all of your endeavors while staying on the Bourbon Trail. The Barrel Head is also handicap accessible. There are not any steps, and we have installed a walk in shower for anyone in a wheel chair.

4.99 out of 5 average rating, 153 reviews

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, 221 reviews

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, 208 reviews

Cottage in Hodgenville

Basil Cottage on the Creek

The Basil (baz-el) cottage is the perfect get-a-way where you can sit on the back porch sipping coffee while overlooking the babbling creek- get back in touch with nature for a much needed break from the stress of every day life. It may be a much needed romantic weekend, a mid- way point as you tour the bourbon trail, visiting Lincoln's childhood home or just a place of your own while in town to visit family, no matter what brings you to our cottage- you will love it here.

4.93 out of 5 average rating, 227 reviews

Cabin in Springfield

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

4.99 out of 5 average rating, 156 reviews

Home in Springfield

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!

4.93 out of 5 average rating, 141 reviews

The Betsy Sweat Cottage.

****This home is all Electric . Carbon Monoxide detector located beside bed .This is a TINY Home..The plant collection will provide you with natural oxygen and new split heating and cooling will clean the air providing you with a restful sleep (day or nite) Close to Danville 9.5 miles (15 minutes away). , Frankfort 32 miles (40 minutes away) Lexington ****FYI- There is an additional charge of $30 extra charge for more than 2 guest.. children no extra charge.

4.98 out of 5 average rating, 166 reviews

Dome in Mount Washington

My Old Kentucky Dome

An elevated camping “glamping” experience. This brand-new one of a kind geodesic dome is located on a private road that leads you to an overlook featuring one of the most beautiful countryside views in Kentucky. While this getaway experience is nestled deep in the woods, it is also a close drive to all the conveniences you can imagine. This is an off the grid outdoor experience with a ½ mile gravel road including a steep hill. AWD or 4WD advised.

4.96 out of 5 average rating, 405 reviews

Cabin in Mount Eden

Bourbon Country Cabin

Nestled in the Heart of Bourbon Country sitting on 80 acres of Kentucky woodlands this charming loft style cabin makes a great central location to visit all the local distilleries on the Kentucky Bourbon Trail! Enjoy exploring the walking trails, creek, and the property while you stay in a peaceful cabin in the woods! Check out our other listing too if you have a large group and would like to book both rentals. Bourbon Country Cottage

Holiday rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodation and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Willisburg holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Willisburg

5 out of 5 average rating, 30 reviews

Cabin in Columbia

Little Cabin in the Woods

KimberlyRating, 5 stars1 week ago

Can’t recommend this place enough. My husband and I booked the little cabin in the Woods for two nights. We were in town for some local tractor pulls. The cabin had everything we needed for our stay. It was so peaceful after all the noise and mud haha…I was able to disconnect from my phone. I ended up reading a book during my stay which I haven’t done in a while. Would definitely stay here if/when we return to the area.

Guest house in Lawrenceburg

4.97 out of 5 average rating, 63 reviews

Breezy Ridge Retreat

MiaRating, 5 stars2 weeks ago

I will always love staying here! This was my second vacation staying at Justin and Juilas and I feel welcomed and at home every time! House is beautiful and warming and easily accessible to town but far enough it’s a relaxing getaway! can’t wait to stay again

4.9 out of 5 average rating, 87 reviews

Tiny home in Harrodsburg

The Heart of Harrodsburg! Temp workers!

TedRating, 5 stars3 weeks ago

Clean, cozy, comfortable. Perfect trifecta. Great value.

4.98 out of 5 average rating, 55 reviews

The Robin's Nest

MarkRating, 5 stars1 week ago

Everything about the place was perfect for us. Easy check in/out, great communication and exactly as described. Will stay here again.

4.88 out of 5 average rating, 51 reviews

The Luxe/ Hot Tub/ On Bright Leaf Golf Course

KorrieRating, 5 stars1 week ago

Carlos was very responsive and asked about our stay. We had everything we needed to have a wonderful weekend. Much better than staying in a hotel. The snacks they provided was a nice bonus for the kids. If we are in the area again we hope this is available.

5 out of 5 average rating, 21 reviews

Farm stay in Springfield

Peaceful Landing

ChuckRating, 5 stars2 weeks ago

Amazing property. The friendliness hosts ever. Tim and Sheila made you feel like family from day one. If they asked you is there anything you need they meant it. We did not expect to stay for a visit and leave with life long friends, but that is what happened. The property, grounds and pool area were amazing. The house was clean and contained everything you would ever need. This property has to be the top Airbnb within 100 miles.

5 out of 5 average rating, 29 reviews

Charming Pet Friendly Farmhouse in Harrodsburg

BraydenRating, 5 stars1 month ago

The place was exactly what you seen and described as in the listing. Very responsive and proactive hosts. The send you all the information you need on check in and check out to make it super easy for anyone. The place is very peaceful and has beautiful surroundings. We have stayed at the house. The last two years and plan on being back next year. Awesome place and hosts.