
Vacation rentals in Howardstown
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Top-rated vacation rentals in Howardstown
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Bourbon Country Schoolhouse
Enjoy staying in a piece of history within this old one room schoolhouse converted to a two bedroom home. Sit out on the swing or by the firepit as you enjoy peaceful sounds of the country and the creek adjacent to the property. Located right on the Bourbon Trail with only a 5 min drive to Maker’s Mark, 17 min to Limestone, and 20 min to Log Still Distillery. Venture in to the city of Springfield to learn about Abe Lincoln and his parents, married in the courthouse, still being used to this day!
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StillHill: HotTub GameRoom Whiskey Lounge Acreage
Stylish 3 bedroom home located in the Bourbon Capital is a perfect getaway to be still or tour the best Kentucky bourbon from a local whiskey still. Centrally located within 25 miles of 10 distilleries! Close to the Old Kentucky dinner train, the Derby, and a short drive to Louisville & Lexington. Enjoy 5 private acres where you can soak in the hot tub, swing on the patio, sit by the fire and watch the birds and deer. Then relax in our indoor lounge or garage game room after a day of adventures
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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.
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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.
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Bear-BnB - Relaxing Bear Themed Space
You will be close to everything in Elizabethtown when you stay at this newly remodeled, centrally-located place with a Bear theme. Unique amenities unlike any experience Including: 1Gb Fiber with WiFi, 55" QLED TV, Nest Thermostat with Smoke & Carbon Monoxide, LoveSac Sactional with LoveSac SuperSac coined the ":Bear Chair", Keurig D-Duo Coffee, premium Therapeutic brand mattresses. Full Laundry, and Flywheel Exercise Bikes, Weber Natural Gas Grill and Outdoor Seating area. Included Laundry
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Bourbon Trail | Walk to Dine | Hot Tub * Fire Pit
Couples love the Kentucky Barrel House located on the Bourbon Trail. Walk Downtown for a steak dinner or shop. Hot tub, Fire pit. 10 Miles from Maker’s Mark, 3.2 Miles from Potter Jane Distilling, Limestone Branch Yellowstone Distillery 8 miles + many more including; Willett, Bardstown Bourbon, Heaven Hill, Jim Beam, James B. Beam, Lux Row. A few miles to Cornerstone Acres wedding venue, Lincoln Legacy Museum + golf. Free Itinerary, huge yard, privacy fence, pet friendly, equipped kitchen.
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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.
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Magnolia Pines Farmhouse in quiet country setting
This 1,100 SF farmhouse is open and spacious - surrounded by nature with beautiful views. Don't be surprised if you see deer, wild turkeys, rabbits, and fireflies! Very comfortable and relaxing inside and out. There is an inviting deck for enjoying a cup of coffee or a glass of wine by the fire pit. Also, a cozy gas fireplace inside! No smoking allowed. Excellent high-speed internet. Gas and groceries are only 7-15 minutes away. One queen bed and 2 portable twins if needed.
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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
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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.
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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
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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.
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Popular amenities for Howardstown vacation rentals
Other great vacation rentals in Howardstown

The New Hope Bourbon Stop
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Spacious country living, game room, fire pit
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Tucker's Farmhouse
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Duplex in Hodgenville
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The Cabin at Mystic Mountain
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Bourbon Belle Farmhouse - 5 Mins From Makers Mark!
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The Little Cabin on Sunset Ridge
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NEW- Close to I-65, Sportspark & Ft. Knox!
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- Mammoth Cave National Park
- Kentucky Exposition Center
- Kentucky Kingdom & Hurricane Bay
- Churchill Downs
- Kentucky Derby Museum
- Louisville Slugger Field
- Waterfront Park
- University of Louisville
- Kentucky International Convention Center
- Louisville Slugger Museum & Factory
- Jefferson Memorial Forest
- Muhammad Ali Center
- Falls of the Ohio State Park
- James B Beam Distilling
- Angel's Envy Distillery
- Nolin Lake State Park
- Big Four Bridge
- Dinosaur World
- Bernheim Arboretum and Research Forest
- Bardstown Bourbon Company
- Frazier History Museum
- Cherokee Park
- Four Roses Distillery Llc
- Kentucky Down Under Adventure Zoo





