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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.

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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
5 out of 5 average rating, 11 reviews

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 areas. Amish built pole barn style building high up on a hill on an 8 acre property near the Highlands Nature Sanctuary Cedar Run Trail. Property has private wooded trails that back up to cliffs, a stream and a small waterfall. This is an outdoor experiences area and one of Ohio's Amish communities. There is a guide in Airbnb app that shows local places of interest and food/grocery options

Guest favorite
Home in Hillsboro
4.8 out of 5 average rating, 20 reviews

Game Room | Hot Tub | Theater | 4D Massage | Sauna

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!

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
4.89 out of 5 average rating, 113 reviews

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 .

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
4.93 out of 5 average rating, 41 reviews

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.

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
4.98 out of 5 average rating, 98 reviews

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.

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
4.94 out of 5 average rating, 34 reviews

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

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
4.96 out of 5 average rating, 115 reviews

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.

Guest favorite
Home in Hillsboro
4.97 out of 5 average rating, 32 reviews

Route 50 Retreat - Unit B

Our property is a newly renovated 1906 Bungalow ideal for up to three guests; conveniently located near downtown Hillsboro, Ohio. The space is fully equipped with all the comforts of home. The best place in Hillsboro to stay while visiting family and friends, traveling on a business trip or escaping for a weekend getaway. ✔ High-Speed Wi-Fi ✔ Comfortable bedroom w/ queen bed ✔ Pullout sofa sleeper queen bed ✔ Fully equipped kitchen ✔ Convenient to restaurants and bars

Top guest favorite
A rustic cabin features a green metal roof and natural wood siding, surrounded by lush greenery. A walkway leads to the entrance, with flower boxes on the windows and a mix of landscaping elements enhancing the inviting exterior.
Cabin in Hillsboro
4.99 out of 5 average rating, 76 reviews

Country Cabin

If you’re needing 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 Amish market. Check out my Guidebook for restaurants, fun things to do and more!

Superhost
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
4.89 out of 5 average rating, 130 reviews

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.

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
4.96 out of 5 average rating, 142 reviews

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.

Top guest favorite
Tiny home in Hillsboro
5 out of 5 average rating, 24 reviews

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.

Popular amenities for Highland County family-friendly rentals