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.

Kitchen · Family · Location

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.

Indoor spaces · Family · Access

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.

Kitchen · Indoor spaces · Comfort

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.

Indoor spaces · Family · View

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!

Family · Indoor spaces · Barbecue

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!

Indoor spaces · Kitchen · Parking

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.

Indoor spaces · Kitchen · TV

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.

Family · Indoor spaces · Sleep quality

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.

Kitchen · Indoor spaces · Check-in

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.

Indoor spaces · Kitchen · Condition

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.

Kitchen · Indoor spaces · Quiet

Bourbon & Branch - WALK TO EVERYTHING!

You've arrived in Bourbon Country! Enjoy historic Bardstown today. Enjoy our modern accommodations tonight. You are walking distance to restaurants, taverns, festivals, and great American history. Be aware that our apartment is in the downtown area - if you are a sensitive sleeper, know that there are traffic noises near the apartment.

Kitchen · Indoor spaces · Access