Holiday houses in Trappist

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Top-rated holiday rentals in Trappist

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A well-kept, single-story home is set against a backdrop of a clear blue sky and colorful autumn foliage. The house features a welcoming front porch and is surrounded by expansive grassy areas, with a small lake visible nearby.
Home in New Haven
5 out of 5 average rating, 37 reviews

Mom's House

Welcome to this lovely well-kept home in the country with a small lake and a large yard! Relax on the deck, sit by the lake, watch the sun rise over the hill in a place that feels like home. Near the Bourbon Trail! 5 mins to KY Railway Museum. 10 mins to Log Still Distillery & The Amp, and Lincoln's Boyhood home. 20 mins to Bardstown, Hodgenville, 25 mins to E'Town. 40 miles to Churchill Downs. The house is well stocked with everything you may need including breakfast items! Plenty of parking.

Top Guest favourite
A tiny house on wheels is illuminated at night, revealing a warm glow from its windows. Surrounding lights cast soft radiance on the grassy area, complementing the inviting fire pit nearby, where smoke gently rises against the backdrop of the starry sky.
Tiny home in Loretto
5 out of 5 average rating, 210 reviews

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

🏆 Featured as one of “5 Unique Stays in Marion County, Kentucky”, January 30, 2026. This is glamping at its best! Stay under the stars at the Shot Glass Tiny House on wheels, tucked at the end of a quiet backroad on the bourbon trail just 3 miles from Maker’s Mark. Enjoy rustic comfort while observing wildlife through the large front picture window and surrounding windows. Explore the Bourbon Trail by day, then return to relax by the fire pit, gazing at the stars in this cozy nature retreat.

Top Guest favourite
A spacious living area features a large sectional sofa in warm brown tones, positioned around a round coffee table. Natural light filters through two large windows dressed with dark curtains, illuminating the neutral-colored walls. A simple console table is located near the entrance.
Home in New Haven
4.98 out of 5 average rating, 66 reviews

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.

Guest favourite
A covered porch features two wooden rocking chairs, facing a serene view of trees with autumn foliage. The wooden railing and floor complement the natural surroundings, creating a peaceful outdoor space for relaxation.
Cabin in Raywick
4.95 out of 5 average rating, 154 reviews

Cozy Cabin off Country Road, Close to Bourbon Trl

"Green Acres is the place to be!" Named by a previous owner, who built this cabin as his escape from the city, we would love for it to be your escape too. Off the beaten path, with peaceful scenic views, this cozy cabin features everything you need to disconnect from hectic everyday life, and reconnect with nature or your loved ones. There is a full kitchen with all the necessities, including Keurig, and plenty of sleeping options. There is also a smart tv, electric fireplace, and fire pit.

Top Guest favourite
A cozy living room showcases a comfortable dark sofa and an inviting loveseat. A television is mounted on the wall across from the seating. Wooden accents, including a small table set, add charm. Natural light filters through a window, illuminating the warm wood flooring.
Home in Bardstown
4.93 out of 5 average rating, 141 reviews

Barton House - Long Stays Welcome!

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!

Guest favourite
A spacious living area features a plush brown sectional sofa and a bright yellow accent chair. A large flat-screen TV is mounted on the wall above a low media console. Natural light filters through the window, complemented by soft window treatments. A small plant adds a touch of greenery.
Apartment in Elizabethtown
4.95 out of 5 average rating, 112 reviews

Cloud’s BnB – E-Town Retreat, Chef’s Kitchen

Leave your worries at the door and enjoy this peaceful, Centrally Located One Bedroom Apartment right in the heart of Elizabethtown, Ky; a short 9min walk to Freeman Lake, 8min drive to E-town Square, 30min to Downtown Bardstown, 45min to Louisville or Mammoth Cave National Park, 1h 20m to Lexington, 2 hours to Nashville, TN. This Apartment is ready for all types of cooks with our fully Stocked Kitchen! A great place to enjoy the Bluegrass State with all the comforts of your own home!

Top Guest favourite
A wooden deck leads to the entrance of the cottage, surrounded by lush greenery. A concrete patio features a circular table with benches, providing a shaded outdoor space. The natural setting creates a serene environment, with trees framing the view.
Cottage in Hodgenville
4.98 out of 5 average rating, 261 reviews

Basil Cottage on the Creek

The Basil (baz-el) cottage is the perfect get-a-way where you can sit on the back porch sipping coffee while overlooking the babbling creek- get back in touch with nature for a much needed break from the stress of every day life. It may be a much needed romantic weekend, a mid- way point as you tour the bourbon trail, visiting Lincoln's childhood home or just a place of your own while in town to visit family, no matter what brings you to our cottage- you will love it here.

Guest favourite
A charming cottage features a light yellow exterior with dark shutters, nestled between two large trees. The picturesque yard is well-maintained, with grass surrounding the base of the house, providing a serene and inviting appeal.
Home in New Haven
4.92 out of 5 average rating, 63 reviews

Fairview Country Cottage

Relax and enjoy a peaceful garden view with sounds of nature all around. A clean newly renovated house and guests have the whole place to themselves. Conveniently located less than 2 miles from Log Still Distillery and The Amp. Only 20 minutes from Historic Bardstown, 2 miles from the Abbey of Gethsemani and a short drive to Maker's Mark Distillery! We are excited to welcome you into our cottage! You will retain your privacy and check in with your own personal door code.

Top Guest favourite
An open living area showcases comfortable seating arranged around a neutral rug. Modern kitchen appliances are visible in the background, complemented by dark wood cabinetry. Natural light enters through the window treatments, enhancing the inviting space. A welcoming entrance is seen to the left.
Home in Springfield
4.99 out of 5 average rating, 188 reviews

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!

Superhost
Home in Elizabethtown
5 out of 5 average rating, 3 reviews

The Cabin at Mystic Mountain

Luxury 2BR/2.5BA retreat tucked into a peaceful wooded setting near Elizabethtown and the Bourbon Trail. Enjoy whole-home air purification, filtered water throughout, vaulted ceilings, designer finishes, a fully equipped kitchen, and private ensuite baths for both bedrooms. Relax on the covered porch with your morning coffee or evening bourbon. Secluded yet convenient to Fort Knox, Bardstown, I-65, and Mammoth Cave. Ideal for couples seeking privacy and comfort.

Guest favourite
Home in Loretto
5 out of 5 average rating, 10 reviews

Bourbon Belle Farmhouse - 5 Mins From Makers Mark!

Welcome to our family farmhouse, nestled right on the famous Bourbon Trail! This home has been in our family for three generations and offers a warm, authentic Kentucky experience. Relax on the front porch with a glass of bourbon as the sun sets over rolling hills, or wake up to the gentle sounds of farm life. We’re located directly beside the Barrel Head Airbnb. Feel free to reach out if you’re interested in booking both homes to accommodate more guests!

Top Guest favourite
Dome in Raywick
5 out of 5 average rating, 48 reviews

The Dome At The Ridge-Bourbon Trail Glamping

Escape to the treetops and experience the perfect mix of comfort and adventure in our private geodesic dome. Nestled on the edge of the Kentucky hills, this glamping retreat offers sweeping views of rolling farmland and endless skies. Please note this is a true outdoor experience, and you may encounter wildlife and insects. Perfect for a bourbon trail adventure, a couple’s getaway, or simply unplugging and recharging.

Popular amenities for Trappist holiday rentals

  1. Airbnb
  2. United States
  3. Kentucky
  4. Nelson County
  5. Trappist