Family-friendly holiday rentals 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.

Bourbon Basement

This charming retreat offers the perfect blend of convenience and comfort, putting you right in the heart of it all. Located within walking distance of local restaurants and boutique shops, it's easy to explore the best the area has to offer. Plus, with several renowned distilleries just a short drive away and Louisville only 45 minutes from your doorstep, bourbon lovers will find endless opportunities for adventure. Enjoy the privacy of your own entrance and the ease of parking just steps away.

The Barrel Proof Bungalow

This stylish 3 bedroom 2 bathroom home on the "Kentucky Bourbon Trail" has been a labor of love and full remodel down to the studs. The Barrel Strength Bungalow is centrally located between Interstate 65 (Jim Beam) and Bardstown's city center. A unique outdoor living space with one of a few hot tubs in Bardstown area Airbnb's. Also offers a firepit, outdoor grill and patio area. More than 15 distilleries within an hour's drive and approximately 30-35m to Downtown Louisville and Churchill Downs.

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 Cottage Circa 1898 Downtown Location

Charming 1800's cottage listed on the National Register of Historic Places in Bardstown. Voted Most Beautiful Small Town in America. Walking distance from downtown shopping, nightlife, dining, and local attractions. Located along the Kentucky Bourbon Trail. I love Bardstown and wanted my cottage to look and feel like what is best about the town- historical charm mixed with modern amenities. Clean, cozy and comfortable; it is a space that I hope you find enjoyable while visiting Bardstown.

Mini Cow Cottage! Peaceful Farm Getaway

Come enjoy this peaceful private getaway in a beautiful country setting that is still close to town and the bourbon trail. The cottage offers two bedrooms (one king, one queen) and one bath with an open floor plan, fully stocked kitchen, W/D, front and back covered porches, and don't forget the animals! We have mini Highland cattle, a horse, 3 very friendly barn cats, and spacious natural surroundings. There is also a walking trail along the woods, and a beautiful pond. Dogs welcome too!

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.

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!

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.

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.

On The Rocks

Enjoy beautiful sunrises and sunsets on a quiet country road only minutes from downtown Bardstown. Enjoy the sounds of nature on our large outdoor patio. Relax in the Hot tub after a day of touring the area or enjoy visiting with our horses who may show up at the fence for a peppermint or carrot. This house is great for family get aways or couples wanting to traveling together.

Downtown, walk to EVERYTHING! Avery House

Welcome to Avery House! Avery House is situated just a few short blocks from historic downtown Bardstown, “Most Beautiful Small Town in America” (Rand McNally and USA Today). Feel at home in our private, cozy, cottage, situated on a small, charming street close to downtown shopping, restaurants and historic attractions.