Holiday rentals with outdoor seating in Bardstown

Historic Home with Secret Speakeasy right Downtown

The best that Bardstown has to offer! This beautiful, historic, art deco gem is right, smack dab, downtown. The coolest part? Somewhere in the house, behind a hidden bookcase door, you’ll find a secret speakeasy with a beautiful bar setup. One block from the best food, two blocks from the Museum of Whiskey History, and around the corner from all the best bars. Easily the most memorable spot in Bardstown. 10+ distilleries within 10-20 min including Heaven Hill, Bardstown Bourbon and Jim Beam.

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)

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

The TEB House, Walk to Downtown

Come stay in our peaceful and centrally-located home in the Most Beautiful Small Town in America. We renovated this home with guests in mind, to make it a clean and comfortable space to come and relax while visiting Bardstown! Located near Saint Joseph Proto Cathedral, you will be in walking distance of all things Downtown Bardstown. We have 3 bedrooms, a living space with basic cable and access to streaming sites, washer/dryer, renovated bathrooms and kitchen. On site parking for 2-3 vehicles.

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.

Call Me Old Fashioned! *Heart of Bardstown Square*

Your one-stop shop for where you want to be when visiting Bardstown, Kentucky. A few minutes from amazing restaurants, bars, shops, golf and all the local events for downtown Bardstown. Are you here to see the distilleries? All of the distilleries are just a short drive from this beautiful modern, rustic-styled home. Seeing most or all of them is very doable with this very central location. Finally, we are less than half a mile away from "My Old Kentucky Dinner Train." Hope to see you soon!

Historic Cabin by Bourbon Trail

Historic, unique, tasteful and serene - the Edward Tyler house, ca. 1783, is a stone cabin 20 minutes SE of Louisville on 13 acre estate. Near the famous bourbon trail, rental includes full cabin and large screen porch overlooking pond with fountain. First floor has living/dining/kitchen space with small sofa bed and stone fireplace (gas); queen bed and full bath on second floor. American and European antique furnishings and fine art welcome you to fully updated home with central HVAC.

Boutique Bourbon Trail | Walk to Dine | Hot Tub

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

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.

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.

Cabin*Hot-Tub*Pickleball*Speakeasy* Bourbon Trail

Welcome to your secluded sanctuary nestled within 10 acres of pristine land. Entering the cabin, you're enveloped in warmth and coziness. The interior is adorned with knotty pine walls, lending a rustic charm to the space. As the sun sets, casting a golden glow over the landscape, you gather around the fire pit with friends and family. Your cabin is a sanctuary where time stands still, and the beauty of nature surrounds you at every turn.

The Black Swan on 5th

Welcome to The Black Swan on 5th! This stylish 3 bed, 2.5BA retreat in downtown Bardstown sleeps 6. Enjoy a cozy living room with fireplace, full kitchen, private patio with fire pit and outdoor TV, smart TVs, fast Wi-Fi, and board games. Walk to top bourbon spots, restaurants, and historic sites. Includes off-street parking and in-home laundry. Keurig Coffee Maker with pods available also.