Family-friendly holiday rentals in Bardstown

Bourbon Trail: Caboose on the Farm

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

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.

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.

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, touring bicycles, off street parking.

The Honey Hole Loft

Nice OLDER Apt. while I think it has charm this building was buiIt in 1900 and the walls and parts of the loft are old in this 1 Bedroom, 1 Bath with Laundry Room in Bathroom. Has a Couch and Futon in the Den. Nice Large Bathroom with Shower and Tub. Full Nice Kitchen. Nice Deck with Beautiful Downtown View. Someone could sleep on the couch, but this is more definitely more suitable for 2 people. A honey hole (or honeyhole) is slang for a location that yields a valued commodity.

The Barton House

Welcome to the Barton House - your home away from home near the Bourbon trail, wineries, and more! The Barton house gets its name from its close proximity to the Barton 1792 distillery & view of Barton rickhouses from the front door. The house sits in a quiet neighborhood & is a 5 min. drive to the dinner train and quaint streets of downtown Bardstown. It is a short 10 min. drive to many of the distilleries and wineries. Celebrating something special or a special occasion? Let us know!

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.

Shot Glass Tiny House, 3 miles to Maker’s Mark

This is what you call glamping! Get away from it all when you stay under the stars at the Shot Glass Tiny House on wheels located at the end of a backroad surrounded by nature with a small stream out front approximately 3 miles from Maker’s Mark. You will be able to observe wildlife through the big picture window out front and surrounding windows throughout while staying comfortable as you glamp in the rustic style tiny house on wheels .

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.