Holiday houses in Highland County

Highland Homestead

Escape to this cozy retreat nestled on a peaceful 1-acre lot surrounded by farms. This home features warm wood details throughout and a luxurious custom shower. Enjoy the tranquility of the countryside while staying just 10 minutes from essentials in Hillsboro. Adventures await! —Only 20 minutes to Rocky Fork State Park, Amish-country markets are within 20–30 minutes, and family fun at Long’s Retreat is just a 30-minute drive. Perfect for a quiet getaway with easy access to local attractions.

Historical late 1800s Schoolhouse/Community Church

Explore Cowan Lake WEC and Amish stores and bakeries all within minutes from this historic Schoolhouse and picturesque setting. This 1882 Rural Schoolhouse is sitting on an acre of the original land. It includes a newly built 29 x 24 Hemlock sided closed pavilion with outside entities. Includes a park like charcoal grill, a gas grill , horseshoes court and corn hole boards. Great for outside gatherings and animal friendly inside and outside, including horse trailer parking and moving vans .

Franklin House - quiet country getaway

Completely restored 150 year old farmhouse located in the middle of 112 rolling acres of farmland. Beautiful views every direction. Original hand hewn beams, gas fireplace, new kitchen and bath. Uniquely decorated. Fully stocked kitchen. Bedroom has king bed. Located on quiet county road about 6 miles from Hillsboro. Close to Rocky Fork Lake, Amish community, and Paint Creek Lake State Park. AC, WIFI, Smart tv. Sit on the porch to watch the sunset and deer graze! There is no washer/dryer.

The Rocky Moose Cabin by Rocky Fork Lake

Come enjoy a getaway at this peaceful, unique cabin with convenient, easy access to Rocky Fork lake- just down the road from the boat ramp. Hiking trails, fishing, boating and playgrounds all within a few minutes drive. This is a true disconnect and place of relaxation. Enjoy the quiet, serene atmosphere of the cabin both inside and out. 10 minutes from Amish stores and bakery and 10 miles from downtown Hillsboro. Unwind at the end of your day in the hot tub. No pets allowed.

Nature's Nook

Seeking a place to relax and kick back with your significant other? Nature's Nook says it all. This one bedroom/ one-bathroom retreat (located just 10 minutes south of Hillsboro, Ohio in Highland County) allow for quality time faraway from everyday life. Within 13 minutes of these cabin is Rocky Fork State Park, and less than 30 minutes to Paint Creek State Park. Just twenty minutes south of this cabin is beautiful Adams County, featuring Serpent Mound, numerous Nature preserves.

Country Cabin

If you’re looking for a quiet, peaceful getaway, you just found it! Country Cabin is cozy and home away from home, which sits on shared property with the owners. Just 10 minutes to town for all your essential needs. If you like hiking, fishing, and boating Rocky Fork State Park, and Paint Creek are within a half hour drive. Venture on into Adam’s county where you’ll find Serpent Mound and the Millers Amish market. Check out my Guidebook for restaurants, fun things to do and more!

In the pines cabin

Make some memories at this unique and family-friendly place. Experience tiny house living in our little cabin. Enjoy beautiful Rocky Fork Lake, Amish countryside, hike and explore The Arc of Appalachia. Boat rental is just down the road at Bayside Bait and tackle. Our cabin has 2 full size beds upstairs in loft area as well as a comfy queen sofa that makes a decent bed also. There is a small table and chairs. There is also a larger refrigerator on covered back porch.

Shipp Haus c.1891, Upstairs Suite

Welcome to the historically charming Shipp Haus c.1891. Built, by Dr. Shipp, in 1891, Shipp Haus is registered on the National Register of Historic Places. The home features two Airbnb spaces , a main parlor, and an owner's suite. The main parlor operated as an antique shop for several decades, and is now home to Shipphaus Mercantile. Shop online for the perfect unique gift, original artwork, new travel bag, or some local Hillsboro made items.

Sunset Cabin-Adults Only Hot Tub Getaway

Your private, adults-only escape—designed for couples who want to unplug and reconnect. Soak under the stars in your private hot tub, then retreat inside to a master suite that’s pretty much ALL BED—an oversized king made for late mornings and cozy nights. No distractions. Just bubbles, bodies & bliss. Where romance simmers, connection deepens, and bliss is always within reach.

The Cabin Hillsboro, Ohio

Secluded, reclaimed log cabin. This hidden gem is a piece of the past with the comfort of modern amenities. Come sit a spell on either of the porch swings, enjoy a campfire by the pond, cozy up to the wood burning fireplace, or soak in the hot tub. *Be sure to read house rules and other notes before booking.

The Jungle

Keep it simple at this peaceful and centrally located place. Three-bedroom home with two full baths and kitchen located in the woods one mile outside of Hillsboro and five miles from Rocky Fork Lake. First floor bedroom and bathroom. Sit on the deck and enjoy nature.

Modern Retreat | Walk to Dining + Pickleball

Perfect for couples, weekend escapes, or small groups—this newly built home blends modern design with small-town charm. Walk to local restaurants, enjoy nearby pickleball courts, and unwind in a thoughtfully designed space built for comfort and connection.