Holiday rentals in Harrodsburg

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/ Fireplace & 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 Luxe/ Hot Tub/ On Bright Leaf Golf Course

Nestled on the illustrious Bright Leaf Golf Course in the historic town of Harrodsburg, Kentucky, you'll find this charming two-bedroom, two-bathroom apartment. With a host of modern amenities, private deck, a communal fire pit, and more, your stay promises both comfort and convenience. This prime location is your gateway to easy exploration of the local area and visits to attractions like Shakertown, Old Fort Harrod State Park, the KY Bourbon Trail, Centre College, and many other destinations.

River House - Cottage with KY River View & Access

Come relax at the peaceful river house. It feels like a retreat right on the Kentucky River with a party-sized dock for easy river access. It’s a cozy cottage on stilts with a breakfast bar on the porch and swing on the patio. Be surrounded by nature and beautiful views of the river and palisades. Tuck away in seclusion just minutes away from downtown Wilmore, Asbury University & Seminary. 35 minutes or less from LEX Bluegrass Airport, Keeneland and Shaker Village. See guidebook for more info.

Paradise Cottage Enjoy lake Views and Lake Access!

Relax and enjoy! Great Herrington Lake views with lake access at Paradise Cottage! Peaceful private setting on one of the most beautiful parts of the lake. Located Mins from Multiple marinas, Bourbon trail, golf courses, Centre College/Asbury University events. 3 bedrooms, 5 beds, 2 full bathrooms, washer/dryer, newly remodeled. Sleeps 9. Includes: wi-fi, Hulu, 2 TVs, multiple decks, covered side patio, fire pit, gas grill, corn hole, kayaks and lily pad included with stay! Four parking spaces!

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

New Quiet Retreat Hot Tub Shaker Village Danville

Kick back and relax in this calm, stylish space. Brand new build featuring a spacious living room, 3 bedrooms with flat screen TVs, luxurious Primary bathroom with walk in closet. Kitchen fully stocked. Great outdoor space with Hot Tub. Central location, close to Danville, Harrodsburg and Lawrenceburg. A short drive to Shaker Village, Bright Leaf golf, Herrington Lake, within 30 miles of many distilleries on the bourbon trail, and Keeneland. Perfect spot to enjoy the beauty of Kentucky.

Charming Dog Friendly Farmhouse in Harrodsburg

Relax on the front porch of this fully updated country farmhouse near Harrodsburg, Kentucky. Beautiful views, country charm. Seven minutes to groceries, restaurants & historic Main Street. 15-20 minute drive to Danville, Ky. Local areas of interest include Old Fort Harrod State Park, Shaker Village, Kentucky Bourbon Trail, Centre College, distilleries and wineries. Quaint little town that is within an hour to 1.5 hours of Lexington & Louisville. Your hosts are only a stones throw away.

Kentucky Horse Farm Barndo On The Bourbon Trail

My place is close to Shaker Village, Old Fort Harrod State Park, Historic Beaumont Inn, Bright Leaf Golf Course, Pioneer Playhouse, Perryville Battlefield State Historic Site, Danville KY, Centre College. You’ll love my place because of the views, the location, the horses, the ambiance. My place is good for couples, solo adventurers, business travelers, and families (with kids). Also close to Four Roses Distillery, Wild Turkey Distillery, Wilderness Trail & Buffalo Trace & Makers Mark

Cozy Tree House @ Herrington Lake near Lexington

Looking for some time away to find your zen again? Looking for a blissful lake retreat with friends? This A-frame Treehouse at Herrington Lake, is just 40 minutes from Lexington, KY! Enjoy your coffee on the deck with beautiful lake views! Centre and Asbury parents...make my home your home away from home! My home provides single floor accessibility, with flexible bedding options! For Moms and girlfriends looking to put themselves in Time Out for a bit, you've found the perfect spot!

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.

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!