Vacation rentals in Howardstown

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Top-rated vacation rentals in Howardstown

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

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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, 203 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
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, 157 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 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, 42 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
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
A spacious green yard is visible, bordered by trees. A circular driveway leads to a single-story house with a covered front porch. Surrounding grass is neatly mowed, offering ample space for outdoor activities.
Home in Elizabethtown
4.95 out of 5 average rating, 102 reviews

Secluded country getaway

Bring the whole family to this great place with lots of room for fun.There is a large yard for the kids to play. It has an upstairs exercise room over the garage.A large back porch for grilling or relaxing.There is a wood fire pit plus a gas one too. Plenty of room inside.Easily sleeps 10. It is located close to the interstate and E-town Sports park. A large yard for outside activities. It is quiet and peaceful located on 6 .5 acres.

Top guest favorite
A modern kitchen features sleek white cabinetry and granite countertops. Stainless steel appliances, including a microwave and refrigerator, are visible. A dining table with four black chairs is situated nearby, complemented by natural light streaming in from a window.
Home in Hodgenville
4.94 out of 5 average rating, 47 reviews

Duplex in Hodgenville

Property located in Hodgenville Ky, just few minutes drive from Abraham Lincoln National Park. 20 min drive to the Elizabethtown Sports Park or the Ford Blue Oval Plant. Hodgenville is also located less than 30 miles from Bardstown, the home of Kentucky Bourbon. The duplex is less than a 10min drive to Mathers Mill, the Barn at hidden Meadows and 15 or less to Christians Landing making this the perfect stay for wedding guest!

Guest favorite
A renovated home with a red metal roof features a cozy outdoor seating area surrounded by greenery. A firepit is surrounded by chairs, and a picnic table is positioned on the lawn. The inviting facade includes well-kept landscaping and a clear sky overhead.
Home in New Hope
5.0 out of 5 average rating, 11 reviews

The New Hope Bourbon Stop

❤️Heart of the Bourbon Trail...Minutes to Bardstown 🎵1.5 Miles to the Amp at Log Still Distillery 🚗14 Distilleries within 30 miles (List Below) 🥃Private Bar/Tasting Room 🎱Bumper Pool, Poker, Foosball, Horseshoes, Golden Tee, Video Games, Cornhole, Golf 🔨Renovated Historic Home 💒4 Miles to Majestic Memories wedding venue

Popular amenities for Howardstown vacation rentals