Vacation rentals in Trappist

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Top-rated vacation rentals in Trappist

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Top guest favorite
A charming farmhouse features a Bedford stone exterior and pitched roof. The front porch is highlighted by a welcoming entrance, surrounded by greenery and flower pots. In the background, silos and farm structures are visible, set against a soft evening sky.
Home in Bardstown
5.0 out of 5 average rating, 49 reviews

Farmhouse/25 mins to E-town/45 mins to Louisville

If you like having options, then the Farmhouse is perfect for you! Large groups can easily gather in the indoor and outdoor living spaces. There are quiet nooks if you are seeking solitude. Experience life in the country with a front-row seat to an operating farm. Watching the sunset will awaken a deep sense of appreciation for the things of nature that happen every day without any help from us. Visit the Kentucky Derby Museum, Mammoth Cave, Lincoln’s Birthplace and more with a short drive!

Top guest favorite
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
5.0 out of 5 average rating, 41 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 favorite
A rustic kitchen area features a wooden countertop with bar stools and metallic paneling. Various appliances, including a microwave and stove, are visible. The space is adorned with vintage signs, adding a touch of character to the design.
Barn in Campbellsville
4.97 out of 5 average rating, 204 reviews

Peaceful Getaway in the Country

Enjoy this rustic, yet cozy, two-story barnhouse located near bourbon country. Perfect for a couple's getaway, it has open lofts with a comfy king-sized bed, a kitchen stocked with all the essentials, laundry room, wood burning stove & two bathrooms: one with a walk-in shower & one with a soaker tub. This listing's interior is ready, however the exterior is still a work in progress as we continue to create comfortable outdoor spaces. Must see all pictures to appreciate what this place offers.

Top guest favorite
Guesthouse in Elizabethtown
4.99 out of 5 average rating, 77 reviews

Private lake close to the Bourbon Trail

Bring the whole family to this private country getaway. With 2500 sq ft of living space and 7 total acres you’ll have plenty of space to explore! Of those 7 acres, 3 of them are a private lake great for fishing, swimming or a paddle boat. This “guesthouse” is the finished basement of the house we live in. These are 2 completely separate spaces with their own entrances. We live in the upstairs and offer our 2500 sq ft finished basement with its own living room, kitchen, game room & 2 bedrooms.

Top guest favorite
A spacious living area features comfortable seating with light-colored sofas, a wooden coffee table, and a patterned area rug. Large windows allow natural light to fill the space, offering views of the outdoor greenery. Exposed beams add architectural interest to the ceiling.
Farm stay in Hodgenville
5.0 out of 5 average rating, 42 reviews

Spacious country living, game room, fire pit

This newly renovated & spacious home is located within minutes from town. Located on a quiet farm with views of wooded land and a large pond. Inside there is a full working kitchen, spacious dining room and a game room equipped with shuffle board, air hockey, card table, arcade machine and board games! Something for everyone! Just mins from town 20min drive to Elizabethtown Sports Park 30mins to Bardstown -the bourbon capital Our small town has some great mom and pop restaurants & shopping

Top guest favorite
Home in Elizabethtown
5.0 out of 5 average rating, 58 reviews

Elizabethtown Sports Park/Bourbon Trail

Escape to our spacious retreat just minutes from Elizabethtown Sports Park and 20 minutes from world-class Bourbon Trail distilleries. Nestled in the woods, it offers privacy and room for the whole family. After games or tastings, relax in the hot tub, gather around the firepit, and soak in the peaceful setting. The perfect base for tournaments, bourbon adventures, or simply unwinding in the Bluegrass. Whether it's competition or relaxation that brings you here this home has it all!

Top guest favorite
A vibrant sunset casts shades of orange and pink across the sky, illuminating the spacious property. A gravel driveway leads up to a barn structure, flanked by green grass and a small gazebo. Silhouettes of trees are visible in the background.
Farm stay in Loretto
4.98 out of 5 average rating, 132 reviews

Sunshine and Whiskey

We are located in the heart of the bourbon capital of the world. If your looking for a peaceful quiet country night we are the place for you. We offer a queen size bed and small pull out sofa. There are several local attractions we are 6 miles from Makers Mark, 11 miles to Log Still, 3 miles from the XB Arena (Saturday nights Nov-March), and 13 miles to Historic Bardstown to include Heaven Hill. At night you can relax under our grain bin gazebo. Horse stalls available for $25

Guest favorite
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
4.93 out of 5 average rating, 67 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 favorite
Home in Hodgenville
5.0 out of 5 average rating, 43 reviews

King Bed | Walk Downtown | Coffee Bar | Cozy Home

Located near downtown Hodgenville, this newly renovated home is perfect for travelers, tournament families, wedding guests, or a relaxing stay 5 min near Lincoln’s Birthplace. 🛏️ King bed + queen bed 🚗 10 miles to I-65 ⚾ 18 min to Elizabethtown Sports park 📍 Walk to food, coffee & shops 💒 Near local wedding venues 🏞️ 50 min to Mammoth Cave 🍳 Stocked kitchen + oils & spices ☕️ Coffee bar 🔐 Keyless entry 💻 Fast WiFi 🖤 Blackout shades 🌙 Late check-ins welcome

Top guest favorite
An aerial view captures the property surrounded by lush farmland. The layout includes a swimming pool and neighboring structures, featuring manicured lawns and ample greenery. A winding driveway leads through the landscape, emphasizing the spaciousness of the 72-acre setting.
Farm stay in Raywick
4.97 out of 5 average rating, 148 reviews

Missy’s unique stays on the bourbon trail .

Welcome to this funky and eccentric property that sits on 72 acres of luscious farmland in the heart of Kentucky, situated along the bourbon trail .. Previously “Missy’s café ) now turned it into a country getaway for family, Friends or sweethearts .. it is set up for intimate events (extra) or just a nice quiet stay .. it has a beautiful view of the farm and surrounding knobs.. not to far away from civilization, but far enough too get away and enjoy nature

Top guest favorite
Home in Loretto
5.0 out of 5 average rating, 13 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 favorite
Dome in Mount Washington
4.98 out of 5 average rating, 258 reviews

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.

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