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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!

80 acre farm/beautiful views/donkeys & goats

Cannon Farm is a 80acres working farm that has plenty of trails, 1 pond, and a creek that runs through it. Your cabin is a new 2 bedroom, 1 bath that can accommodate up to 5 people. Relax and enjoy the sunrise on your big front porch or have a fire and BBQ on your back patio. We are 15 minutes from the very cute town of Cynthiana and only 30-40 minutes away from Georgetown and Lexington. Just a short drive to many attractions like Kentucky Horse Park, Ark Encounter and all the bourbon tours.

Horse Country Heaven

Come check out Dunn Driftin guest cabin in the heart of horse country and have your very own cozy hideout while experiencing all that central Kentucky has to offer. Take a tour of the top-notch thoroughbred farms, go on the Bourbon Trail adventure, explore the Ky horse park, catch a race at Keeneland (April & October), or venture out to Churchill downs or the Ark Encounter. Oh, and just so you know, we love dogs! Additionally, we provide horse boarding and even massage therapy for an extra fee.

Rustic Container Cabin • Farm Stay • Near Ark

Discover the charm of our rustic container cabin on a wooded ridge of our family farm. Freshly painted exterior—same comfy interior. 30 min to Ark Encounter. Unwind on the sunset porch under string lights, enjoy the fire pit & grill, and breathe crisp Kentucky air as you explore 200 acres of hills and trails. Inside: vintage farm touches, comfy memory-foam bed(s), efficient kitchenette, heat/AC, and a one-of-a-kind bath. A peaceful base for the Ark and Boutbon Trail. A true Kentucky farm stay.

Buffalo Springs Distilling Company

It’s recently been brought to our attention about Airbnb scams! Please reserve with us or someone else that has a history! The Bourbon Trail The Buffalo Springs Distilling Company got it's start in 1868. It closed and it's warehouses were emptied out by the 1970's. This building is one of the last structures left on the site. This historic building was the main office and gatehouse for visitors to the distillery, so we can offer one Queen sized bedroom due to the size of the structure.

*Unique Country Cabin *1BR 20 min from The Ark!

No neighbors! It’s not a big or fancy place but it’s clean, simple, and relaxing. The stars are brightest in the country when enjoying the fire pit. Our two story cabin has 1BR with two double beds, full kitchen, full bathroom, recliners, and grills. It's perfect for couples, friends, or small families. The Ark Encounter, Kentucky Horse Park, Keeneland, and several distilleries are all within an hour of the cabin. This is a great place to relax between visits to these attractions.

Quaint cottage on scenic horse farm

Welcome to the Cottages at Oxford Springs Farm. Enjoy a quiet stay in the largest cottage of our 3 newly remodeled rental properties, all located on this beautiful, small working thoroughbred farm. Views from every window capture the beauty of the bluegrass. Conveniently located only 10 miles from the Ky Horse Park, 5 mi from the quaint historic town of Georgetown, and 30 minutes from some of Kentucky’s greatest bourbon distilleries. For wildcat fans, Rupp Arena is only 15 minutes away.

★Escape & Relax ~ Breathtaking Creekside Getaway★

Escape the everyday hustle and bustle by immersing in the stunning glamping experience on a secluded creekside property. Enjoy solitude, romance or family time inspired by nature. Tucked away on our 13 acre residence, this spacious 16' tent offers a unique stay in a breathtaking ambiance. ✔ Queen Bed + 2 Full-Size Mattresses ✔ Outdoor Deck with Seating ✔ Bathtub + Separate Shower ✔ Composting Toilet ✔ Creek Access + Kayaks ✔ Cooking Station Learn more about this glamping haven below!

Cozy Cottage

Sweet little cottage within walking distance of historic downtown Winchester. Open floor plan, 500 square feet of coziness! Queen size bed, kitchen, living room, dining all in one place. We’re a working farm on the edge of the city limits in an older non-gentrified neighborhood. Surrounded by the Kentucky Horse Park, Keeneland, Rupp Arena, Fort Boonesboro, Red River Gorge and the Kentucky Bourbon Trail. Easy access to I-64, I-75, and Mountain Parkway - gateway to Appalachia.

Creekside Kentucky Cottage

2 bedroom, 1 bathroom creek side cottage located minutes away from many attractions. Whether you are in town for a bourbon tour or two, to visit your kids at college, or a stroll along horse country, Central Kentucky does not disappoint! Located on Elkhorn creek, enjoy fishing and wildlife with creek side living. Across the creek there is a walking trail that leads to a dog park. Watch kayakers and boaters launch across the creek from you, or bring your own and join in!

The Hunter's Hideaway near The Ark Attraction

14x40 finished amish made cabin that sets on a 103 acre tract of land. Cabin is fully furnished with a wood stove, kitchen table, bar area, sink and stove. Full size shower and bathroom. Indoor horse stalls and an outside corral for overnighting animals. Outside fire pit for evening enjoyment. Several miles of trails through open fields and wooded ridges provide riding or hiking adventures. Only a twenty minute ride to The Ark attraction or the Kentucky Horse Park.

The Cute Little House Near The Ark Encounter

The "Little House" is a cute 1 bedroom house located on our farm in a beautiful country setting with 6 acres of outdoor space for relaxing. It is separate from our home and is all yours. It is conveniently located only 8 miles from the Ark Encounter and you only need to make one turn to get there. We have chickens, ducks, turkeys, a horse, and 11 goats. We also have a 1/2 mile nature trail to explore with a scavenger hunt, and a campfire spot with free firewood.