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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!

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.

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!

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.

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!

The Betsy Sweat Cottage.

View the cottage on YouTube listed by the name of the cottage. Previous Guests have described the interior as (Quirky) …..compliment…August2026 UPDATES —- New flooring in bathroom and kitchen..New queen mattress and arrangement of furniture..This home is all Electric . Carbon Monoxide detector located beside bed .This is a Small Home. Close to Danville 9.5 miles (15 minutes away). , Frankfort 32 miles (40 minutes away)

The Bunkhouse at Big Red Stables

There is no better way to experience Kentucky than horseback riding the rolling hills of the Bluegrass. Big Red Stables is happy to offer the Bunkhouse to visitors who want to ride horses, travel to nearby bourbon distilleries, go to the races or events at the Kentucky Horse Park, or just get away from it all on a third generation family farm. Horseback riding by appointment only as arranged with your hosts.

Bourbon Trail Log Cabin* Hot Tub* Pond & Speakeasy

Welcome to Bourbon Country Reserve - a luxury log cabin right ON the KY Bourbon Trail. This newly renovated home has a speakeasy lounge with a pool table and custom bar. Sip world-class bourbons hanging around the fire table, fish off the pier, relax in the hot tub while the sun sets, and then roast s'mores! This cabin is perfectly situated for the top distilleries and world class horse racing!

Normans Cottage - Herrington Lake

Norman’s Cottage – Cozy Lakefront Getaway on Herrington Lake Escape to Norman’s Cottage, a charming 3-bedroom, 2-bath lakefront retreat designed for comfort, relaxation, and fun! Nestled on the peaceful shores of Herrington Lake, this cozy getaway offers everything you need for a memorable stay—whether you’re sipping morning coffee on the porch swing or soaking in the hot tub under the stars.