Holiday rentals in Harrison County

Formal & Friendly, 2nd Fl., 113 N. Main #3, c 1811

You’ll find luxury and style in this unique space. Enjoy the 2nd floor of a brick rowhouse built in 1811. It’s old, but has modern amenities. Search “Wesley Roberts House” on the National Register of Historic Places. You are in downtown Cynthiana, pop. 7,000 with, about a block away, restaurants, shops and a real movie theater. 35 minutes from Lexington, 20 from Georgetown, 60 to Cincinnati. Some Main Street traffic noise, but not bad. Fiber optic Wi-Fi, 55” TV. Off-street parking, central HVAC.

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.

Griffith 1860 Log Cabin

Our 1860's log cabin is your perfect location. Close enough to tourist attractions and restaurants, yet away from traffic and distractions. Just 8 miles in the country from historic Georgetown, Kentucky, Kentucky Horse Park and Ark Encounter nearby. First floor bedroom has a queen bed with attached bath with tub and shower. Second floor bedroom with double bed, another second floor bedroom has 2 twin beds, sitting area day bed with trundle underneath. Bath with shower on second floor.

Too Comfy / Too Cozy Home in Cyn

Enjoy a stylish experience close to local wedding venues. This unit was newly built in the Summer of 2024. No stairs provides easy access to the unit. New furnishing offers you a comfortable stay for you or for a family. Bright and cheery decor incorporates some of the "new" Cynthiana with the history of this charming small town. Just a few minutes from industry such as Bullard, 3M, and E-Z Pack Holdings. Close to the downtown area, restaurants, Harrison Memorial Hospital, and local events.

1790s cottage in Millersburg

Le Ménil is a circa 1790 cottage on Main Street in Millersburg, KY. The early federal house is warm, comfortable, and inviting. Recently restored by the host, Le Ménil is full of antique furniture to compliment the period of its construction. Located on Main St. in Millersburg, it is conveniently located within walking and driving distance of Mustard Seed and Maplewood Estate and Barn. Proceeds from this listing go towards the preservation of this landmark. Ask about extended stay discounts.

Helena's Cottage

Helena’s Cottage is a beautifully restored one-bedroom, one-and-a-half-bathroom retreat located in the heart of Millersburg, Kentucky’s historic district. This elegant property offers all the modern amenities you could need while preserving its charming, small-town allure. Perfect for couples seeking a romantic getaway, Helena's Cottage provides a serene and intimate setting, ideal for honeymoons or anniversaries, while also serving as a luxurious base for exploring the Bluegrass region.

Duchess's Retreat at Stillwater Farm & Arena

Escape to serenity in our easily accessible suites that feature a kitchenette, Smart TV, bathroom, large front porch, and scenic views all with access to a washer and dryer. Conveniently situated halfway between Cincinnati and Lexington, it's a short drive to the Kentucky Horse Park and the Ark Encounter—both just 35 minutes away. Experience rustic charm and modern comfort in this rural retreat. Trailer parking, horse boarding and access to indoor arena available.

Quittin' Time - Country Cabin at Hickory Holler

Come visit the beautiful countryside and stay in this adorable cabin right outside the city limits of Cynthiana, KY! Located on over 90 acres, this place has a million dollar view of a large pond and huge pasture fields. It's only a short 5 mile drive into town where there is an abundance of local restaurants and small downtown shops. Enjoy a campfire with the on-site fire pit or go for walk and do some exploring. Come enjoy a very peaceful and quiet getaway!

Cozy & Private Apartment in the Heart of Cynthiana

Enjoy everything Cynthiana has to offer at your fingertips! In the center of historic downtown Cynthiana, this space will place you walking distance from multiple eateries, a coffee shop, several boutiques, an antique store, gift shops, and a brewery across the street. You will also be a few steps away from one of the most haunted places in America, Roh's Opera House; one of the oldest theaters in the U.S.