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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!

Timberframe on Farm Lexington, KY Solar Power

Our home and farm is very secluded and overlooks the KY River situated on the top of the Palisades. Minutes from Lexington, Keeneland, Shaker Village, Bluegrass Airport and the Bourbon Trail 5 bedrooms, vaulted ceilings, a 3000 SF home with screened porch and a hot tub. We have a good layout for wheelchairs and a portable wheelchair ramp if needed. Fire Pit, hot tub and hiking trails available. We use solar power for our energy needs! Our pond has no fish but we can direct u to a place to fish!

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.

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

River Retreat: Cabin Getaway

Welcome to your ultimate riverfront escape at our charming cedar cabin nestled in the thoroughbred capital of the world. This peaceful two-bedroom retreat comfortably sleeps six & offers a private dock on a serene pond. Enjoy kayaking and fishing right at your doorstep, or unwind by the fire pit under the stars. With easy access to the famous Keenland Racetrack, Shaker Village and the Bourbon Trail, you'll experience the perfect blend of adventure and relaxation surrounded by vibrant wildlife.

Cottage on the Bourbon Trail

Cottage located in the country. Enjoy amazing views from a covered front porch as you rock in comfortable rocking chairs. Fully furnished and beautifully decorated to make your stay comfortable and delightful. Memory foam mattresses for wonderful sleep and a kitchen for cooking if desired. Pool is behind owners residence and is shared with owners family and possibly 2 additional people June-Sept. We have recently also installed a Tesla High Powered Wall Charger w/60amps. We’d love to have you!

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.

Hillside Farm & Creek - A Bourbon Trail Retreat

Reconnect with nature at this unforgettable escape. Hillside Farm is a peaceful paradise located in the heart of horse and bourbon country. It is a serene and natural setting tucked away but only 8 miles from downtown Versailles. You will stay in a tobacco barn converted into a charming cabin making for a unique and memorable experience. Sit on the large, covered porch and enjoy the sweeping views of the hillside overlooking Clear Creek. It is a nature, horse, and bourbon lovers dream!

Braxton Manor at Creekside Retreat

Just added..3500 sq ft 9 hole putting green ⛳️ Relax in the meadow by the creek, watch a movie in the theater with family, & enjoy a fully stocked kitchen. This beautifully appointed, recently built luxury home accommodates up to 25 guests and is the perfect getaway for family & friends, to host weddings, reunions, business retreats, other events. Explore the Bourbon Trail, Shaker Village, Brightleaf Golf Club, Keeneland, Churchill Downs, You will enjoy 3,600sf of living space 🏡 ⛳️

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.

Horseshoe Cottage at Desmar Stables

**UNDER NEW PRIVATE MANAGEMENT!! The Horseshoe Cottage at Desmar Stables is a peaceful, fully remodeled standalone home on a working American Saddlebred training farm in Harrodsburg, KY. Centrally located on the Bourbon Trail, just 4 miles from Shaker Village, 32 miles from Lexington, 12 miles from Danville, and 70 miles from Louisville. Enjoy quiet country charm, family-friendly spaces, and friendly farm animals—perfect for work or leisure!

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!