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Pappy’s Roost (Old Town Vibe!)

Verified provider!! Pappy’s Roost is vintage and is up the street from a railroad track that has locomotives coming through very slowly because of the tight confines of Harrodsburg. The track is not extremely close, but you can definitely see the train when standing on the sidewalk in front of The Roost. The Roost still can offer sound sleep at night because the proximity is not near enough to the tracks to be startling or disturbing to sleep. Pappy’s has been restored and has every amenity!

Romantic Cozy Cabin Getaway w/ Firepit & Hot Tub

Privately nestled on over 5 wooded acres & intentionally curated for your stay. Gain access to quiet, immerse yourself in nature, support your rejuvenation, & to tap into your creative flow. Amenities include on-site hiking trail, artist work space, wood burning stove, covered porch, hammocks, outdoor dining, fire pit, moon garden, salt-water hot tub, & outdoor shower. Close to Beaver Lake & located along the Bourbon Trail, just minutes from Wild Turkey & Four Roses distilleries. (Note:18+only)

The Beaumont Parlor, 8 miles to Shaker Village

It's rare to find a place that's both historic & one-of-a-kind. That's exactly what you are going to get at The Beaumont Parlor! Formerly an old milk barn & milk parlor for the City of Harrodsburg, this newly restored unit features old world charm & all the modern amenities a guest could ask for. Featuring a King bed, Queen Sleeper Sofa & Full Bathroom. The Owner's have spared no expense and you will find charm at every angle. Guests will be able to walk to Beaumont Inn & Downtown Harrodsburg

Walking distance to Centre, Main Street, hospital

Grant Place is a 2 bedroom, 2 full bathroom home located on a quiet street within walking distance to Centre College, Norton Center, Ephraim McDowell Hospital and Main Street. Located 4 miles to Wilderness Trail Distillery and 14 miles to Shaker Village. Grant Place is spacious and fully furnished with a well-stocked kitchen. The home features one king bed and one queen bed. We do provide a pack and play if you are traveling with a small child. Enjoy relaxing on our large covered front porch.

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.

Serene barn loft in the heart of the Bluegrass

Relax and unwind in this charming barn loft nestled amidst 13 rolling acres on Honey & Vine Farm. This loft is the ideal honeymoon and anniversary space! Enjoy coffee in the morning from Adirondack chairs overlooking the pond, spectacular sunsets from the deck, and absolute serenity in this peaceful setting. Queen bed, private entrance, and beautiful sunsets. The goats and two horses love meeting new friends! 20 minutes to Danville and near hiking, lake Herrington, and Shaker Village.

Highbridge River Cabin, Private Dock, EV Charger

Relax at the river cabin. Retreat right on the Kentucky River with private dock for easy river access. The cabin has Dual Plug Type 2 EV charger. Cozy cabin on stilts with stone fireplace & porch with table and chairs. Surrounded by nature & beautiful views of the river and palisades. Tuck away in seclusion just minutes away from downtown Wilmore, Asbury University & Seminary. 35 mins or less from LEX Airport, Keeneland and Shaker Village. No extra guests without permission, no parties.

KY’s #1 Wishlisted Stay-Treehouse and outdoor tubs

Escape to Kentucky’s 2026 most wishlisted Airbnb! A romantic treetop getaway with two outdoor tubs, twinkle lights, and a peaceful setting made for reconnecting. The treehouse features a large glass rolling garage door allowing stunning views of the sunset. The highlight is undoubtedly the double tubs overlooking the creek. ✔ Queen Bed ✔ Outdoor Deck with Seating ✔ Double Outdoor Bathtubs ✔ Outdoor Shower ✔ Composting Toilet ✔ Creek Access ✔ Indoor Cooking Station ✔ Hot Water

Wishing Well Guesthouse On The Lake

A peaceful, waterfront guesthouse in a serene quiet neighborhood. On 2 acres of rolling hills, this choice location will be a peaceful getaway. Updated furnishings and appliances in this beautiful, open concept living space with a gas fireplace inside or a rustic fire pit outside. Close to lake marina rentals. #Center College #Pioneer Playhouse #Brass Band Festival #Pasture at Marksbury Farm #KY BBQ Festival #Bourbon Trail #Norton Center For The Arts #127 yard sale

Governor's Private Cabin on Bourbon Trail w HotTub

Keep it simple and escape to the rolling bluegrass hills and experience the magic of Kentucky's Bourbon Trail with an unforgettable stay at Daynabrook Farms. A full kitchen makes for effortless in-cabin dining, Private hot tub, scenic views of the countryside from your private back porch, convenient location to Lexington (20 min. to Airport), Louisville, Frankfort, and Danville. Areas around Hot tub, pools, and shower are wet, please exercise caution when in use.

Relax in the hot tub with a view of the River!

Welcome to the Kentucky River Bourbon Cabin! Relax and rejuvenate in this cozy cabin nestled in a wooded setting & on the edge of the Kentucky River! Here you will find peace and serenity in nature with an upfront view of the water. Secluded and private yet still close to stores, restaurants and many tourist attractions such as major distilleries and wineries. Four Roses, Wild Turkey, Woodford Reserve and Buffalo Trace are just a short drive away.

The Robin's Nest

Welcome to the Robin's Nest, nestled in historical Harrodsburg, Kentucky! This recently remodeled 2-bedroom cottage is located in the heart of downtown, just steps away from boutiques, restaurants, bars and Old Town Park. Step inside The Robin's Nest and be greeted by a warm and inviting atmosphere. The living space is tastefully decorated creating a welcoming environment. Come celebrate the legacy of Harrodsburg the oldest city in Kentucky!