Family-friendly vacation rentals in Highland County

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Highland County

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

1 of 1 pages1 / 1

Top guest favorite

Home in Hillsboro

Pool | Hot Tub | Theater | Game Room | Massage

Country Cornerstone Retreat - 4,700+ sq ft on 6 beautiful acres! ☞ Game room w/ pool table, air hockey, foosball & arcade ☞ Sauna & theater room ☞ 1:00 PM EST check-in ☞ 2 high-end Osaki 4D massage chairs ☞ Gym w/ red light therapy ☞ Private heated pool (seasonal - opens 5/21; closes 10/1) ☞ Hot tub ★ "Great to watch a sunset while relaxing in the hot tub!" ☞ Grill + picnic tables ☞ 10–60 min drive to Hillsboro, Mount Orab, Wilmington, Milford, Eastgate, Cincinnati ❤️Add us to your wishlist!

4.88 out of 5 average rating, 33 reviews

Top guest favorite

An open living area features a gas fireplace framed by a rustic brick wall, with comfortable seating arranged around a wooden coffee table. Natural light illuminates the space, showcasing original hand-hewn beams on the ceiling and thoughtfully placed decorative pieces.

Farm stay in Hillsboro

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 & ARC. WIFI, Smart tv. Sit on the porch to watch the sunset and deer graze! There is no washer/dryer.

4.98 out of 5 average rating, 110 reviews

Top guest favorite

An historic red brick schoolhouse is shown at dusk, accentuated by soft exterior lighting. A gravel parking area is visible in front, with wooden fencing surrounding the yard. The setting includes open fields in the background and a few trees, enhancing the rural ambiance.

Place to stay in Wilmington

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 .

4.89 out of 5 average rating, 130 reviews

Top guest favorite

A charming white barn features a green roof and double doors, framed by vibrant autumn leaves. The sunlit area is surrounded by well-maintained lawns and mature trees, providing a serene view of the picturesque farm setting.

Farm stay in Hillsboro

Amish Country Retreat: Farm Animals & Family Fun

An hour east of Cincinnati & southwest of Columbus Minutes from Rocky Fork Lake And a world away from everything. Come visit a farm in Amish country, where the grass is greener, your coffee is smoother and the stars shine brighter; a place where you can catch a few fish and your breath. Close to adventure, yet quietly tucked away on a 82-acre picturesque farm, The Carriage House is a quiet retreat from a noisy world - the perfect place to slow down, re-connect & create treasured memories.

4.94 out of 5 average rating, 49 reviews

Top guest favorite

The cabin's exterior features a mix of reclaimed logs and modern materials, with a rustic stone chimney. A porch with seating options provides a welcoming entrance, surrounded by lush greenery and trees that enhance the secluded atmosphere.

Cabin in Hillsboro

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. *Please note- We will have property around The Cabin being logged during September. This will be Mon-Fridays, approximately 7am-4pm only. Message us for more information/concerns. *Be sure to read house rules and other notes before booking.

4.99 out of 5 average rating, 456 reviews

Top guest favorite

A rustic cabin exterior is surrounded by lush greenery, featuring a blue-green facade with wooden shutters. The entryway includes a small set of wooden steps leading up to a covered porch. Decorative string lights are mounted above the porch area.

Cabin in Hillsboro

Boro Bunkhouse

Relax with the whole family at this peaceful place to stay. Secluded in the woods with 60 acres of trails to hike and play disc golf. The front porch looking over a one acre pond. Hot tub is 💯 maintained and the heavy metal in the local water will MAKE IT GREEN. If you complain about it you didn’t read this. Outdoor grilling. 3 miles from Rocky Fork Lake and Pike County Off road ATV park. Bring your four wheelers and enjoy our trails. Fish or grille out with the whole family as it sleep

4.96 out of 5 average rating, 47 reviews

Top guest favorite

Cabin in Hillsboro

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!

4.99 out of 5 average rating, 87 reviews

Guest favorite

A spacious living area features a high, wood-paneled ceiling and large windows allowing natural light. Comfortable seating is arranged around a central coffee table, with an inviting stone fireplace as a focal point. A television stands on a console, and a dining area is visible in the background.

Cabin in Hillsboro

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. While this is a true disconnect and place of relaxation- we do have neighbors nearby. 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 or parties allowed.

4.96 out of 5 average rating, 135 reviews

Guest favorite

A compact kitchen is featured, equipped with white cabinetry and a marble countertop. Cooking utensils hang above a double sink, with a microwave and stovetop integrated into the cabinetry. Natural light streams in through a window, bringing the outdoors inside. The entry door is visible on the right.

Cabin in Hillsboro

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.

4.89 out of 5 average rating, 152 reviews

Top guest favorite

A hillside view captures the rustic pole barn style building surrounded by lush green trees. Sunlight filters through the leaves, creating a dappled effect on the well-maintained lawn leading up to the structure, which features large windows for natural light.

Cottage in Bainbridge

New Barndominium on an 8-acre property

Take it easy at this unique and tranquil getaway in the heart of Paint Creek Lake and Rocky Fork Lake and many hiking trails. Amish built pole barn style building high up on a hill on an 8 acre property near the Highlands Nature Sanctuary. The gravel driveway goes up hill & non-AWD vehicles can have problems. Most are ok if they get straight to go up. Review the Arrival Guide, "Guidebook" in the Airbnb listing for more info on the area.

5.0 out of 5 average rating, 20 reviews

Guest favorite

A living room is presented with gray walls and a large area rug featuring a floral pattern. A gray sofa is arranged with decorative pillows, complemented by a chair and side table. Soft lighting is provided by two lamps on wooden tables, enhancing the inviting atmosphere.

Guest suite in Hillsboro

Historic Downtown Suite | Walk to Everything

Stay in the heart of downtown Hillsboro in a private 2nd-floor suite inside historic Shipp Haus, built in 1891. Walk to local restaurants, shops, and the town square, then come home to a comfortable queen bedroom, living room, mini kitchen, full bath, and sunny sitting room. Listed on the National Register of Historic Places, Shipp Haus combines historic character with a comfortable, private stay in the heart of town.

4.96 out of 5 average rating, 148 reviews

Top guest favorite

Apartment in Hillsboro

Meadowview Guest House

Private and cozy with a king-size bed for two. Enjoy your own hot tub on a private deck—perfect for stargazing or simply lounging. Tucked into a peaceful country setting just 4 miles from town, with Serpent Mound just up the road. Please note: stairs are required to access the guesthouse.

4.97 out of 5 average rating, 109 reviews