Holiday houses in Balltown

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!

Value · Location · Backyard

NEW*Bourbon Country Hideaway~6 miles to Bardstown

Our Bourbon Country Hideaway offers the best of both worlds for an unforgettable experience amidst the Bourbon Trail. Tranquil & beautiful views of the countryside, with a less than 10 min drive to all that downtown Bardstown has to offer! Preservation - 6 min. Barton 1792 - 9 min. Heaven Hill - 10 min. Log Still - 10 min. Lux Row - 12 min. Bardstown Bourbon Company - 12 min. Willett - 15 min. Four Roses Bottling - 20 min. Jim Beam - 25 min. Maker's Mark - 27 min. Limestone Branch - 30 min.

Family · Location · Hospitality

Bourbon City Retreat

Escape to a Bourbon City retreat In historic Bardstown Ky named “Most Beautiful Small Town In America”. Experience the Bourbon Trail starting where bourbon was born. Visit Jim Beam American Still House, Heaven Hill Bourbon Heritage Center & Four Roses Warehouse just to name a few. Be sure to visit My Old KY Home and My Old KY Dinner Train. Enjoy southern cuisine at Mammy’s Kitchen, Stephen Foster Restaurant & The Rick house. Enjoy your stay in a quiet, clean & cozy home in Bourbon City Decor.

Location · Value · Condition

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.

Value · Family · Parking

Bourbon Trail: Caboose on the Farm

Nestled under the shadows of 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 bunkbeds, full bath, kitchenette. Beautiful outdoor pavilion with grill and fire pit. Working cattle farm, see cattle, goats, a donkey, a horse, and a pig!

Value · Location · Accuracy

The Angels Share | Walk to Downtown by 1792

At this spacious bourbon lover’s basecamp, you’ll be close enough to breathe in the angel’s share from the rickhouses at Barton 1792 and secluded enough to sleep soundly after a full day of tastings. Enjoy your coffee before heading to downtown Bardstown for the day (just a mile away). Back home, flip through curated bourbon reads, light the fire pit, pour a flight to enjoy, or play games and dine under the stars. A cozy, comfortable home base for enjoying the best of the Bourbon Trail.

Location · Family · Barbecue

Bluegrass and Bourbon - Peace on the Bourbon Trail

Retreat to your peaceful hangout after a day of exploring all that Bardstown and KY have to offer! Relax by the fireplace and stream a movie on the 75" TV, cook a full meal in the well-stocked kitchen, create a unique cocktail with all the tools you could wish for, breathe fresh air on the screened-in porch that borders greenspace, challenge friends to poker in the game room, grill dinner on our charcoal grill, or roast hot dogs and s'mores on the firepit area. This must be the place.

Location · Value · Bathroom

Luxury 2BR| On Court Square | Walk Everywhere

Welcome to our newly renovated 2 bedroom, 2 bathroom suite located on Court Square. This charming Airbnb is situated in the heart of the bourbon capital of the world, overlooking Main Street. This historical building offers convenience and comfort in one of the most iconic locations. Enjoy the rich history of the area while staying in this stylish and cozy suite, perfect for exploring all that this vibrant city has to offer. Book your stay now for an unforgettable experience!

Location · Family · Indoor spaces

BourbonCityBnB -1000 sq ft, fire pit, privacy

PRIVATE walkout basement. Walk to downtown. PRIVATE coded entrance, self checkin, over 1000 sq ft, semi-private back yard, fire pit and porch swings. Located in residential area between 1792 and Heaven Hill distilleries. No third party bookings. No pets. 1 bedroom w queen bed, 1 bath w shower, washer/dryer, and family room. Ideally suited for couple or solo traveler. Please message if more than 2 prior to booking. Wet bar, massage table, ice maker, off street parking.

Value · Location · Laundry

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!

Family · Location · Quiet

★Jenny's Place - Basement Suite, Private Entrance★

Welcome to Kentucky & Bourbon Country! Jenny's Place includes your own private lower-level walkout suite, with all the amenities, nestled in a quiet subdivision. We are centrally located near many events and activities, including the Bourbon Trail, Four Roses Bottling (5 min away), Jim Beam Distillery (10 min away) and Bernheim Forest (10 min away). We are conveniently located 15 minutes from Bardstown, the Most Beautiful Small Town in America. Come see us!

Value · Location · Parking

Bourbon Basecamp: 1.5 Acres, Game + Movie Room 3BR

Escape to Bourbon Basecamp, your private retreat on 1.5 acres in Kentucky bourbon country—just 12 minutes from Bardstown. This upscale home blends modern country charm with a speakeasy-style game room, perfect for unforgettable getaways. Within 25 miles of 10+ distilleries, including Heaven Hill, Maker’s Mark, and Jim Beam. Plus an hour from Louisville, Lexington, and Mammoth Cave.

Family · Location · Bathroom