Holiday houses in Highland County

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Top-rated holiday rentals in Highland County

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Home in Hillsboro
4.75 out of 5 average rating, 16 reviews

Game Room | Theater | Hot Tub | Massage | 4720 ft²

Country Cornerstone Retreat - 4,700+ sq ft on 6 beautiful acres! ☞ Game room w/ pool table, air hockey, foosball & arcade ☞ Sauna & theater room ☞ 11:00 AM EST check-in ☞ 2 high-end Osaki 4D massage chairs ☞ Gym w/ red light therapy ☞ Private heated pool (opens 5/21; closes 10/1) ☞ Hot tub (seasonal) ★ "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!

Guest favourite
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
4.9 out of 5 average rating, 108 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 favourite
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
4.92 out of 5 average rating, 37 reviews

Peaceful Carriage House close to Rocky Fork Lake

An hour east of Cincinnati and southwest of Columbus Minutes from Rocky Fork Lake A world away from everything. Come visit a place 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.

Guest favourite
The living area features a cozy couch adorned with decorative pillows. Soft curtains frame the windows, allowing natural light to brighten the space. A small waste bin and a coffee maker are visible, contributing to the functional, home-like atmosphere of the camper.
Campervan/RV in Hillsboro
5 out of 5 average rating, 8 reviews

Secluded Getaway Rocky Fork Lake

Conveniently located just minutes from Rocky Fork Lake, surrounded by Amish and Mennonite communities with unique dining and shopping experiences. Relax in this cozy, newly remodeled camper nestled in the hills of southern Ohio. Enjoy the spacious back yard with cozy seating, a fire pit with plenty of firewood, and a charcoal grill while admiring the rolling countryside. Parking is spacious with a large turn around if you happen to be pulling a boat or a trailer with ATVs.

Top Guest favourite
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, 105 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 favourite
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
4.91 out of 5 average rating, 121 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.

Top Guest favourite
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
4.99 out of 5 average rating, 92 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!

Top Guest favourite
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, 138 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 favourite
Guesthouse in Hillsboro
4.97 out of 5 average rating, 72 reviews

Meadowview Guest House -Couple's Hot Tub Getaway

Need to reconnect, rekindle that spark? Meadowview is the perfect couples getaway! Private & cozy! Our claim to fame is the MASSIVE 4 poster King Size bed! All the fall colors are putting on a beautiful show! Cooler nights & the Hot Tub are the best combo for stargazing! *Stairs are used to access guesthouse.* FYI: We have farm cats on the property. They are nosy! You will probably meet the Famous orange cat, his name is King George!

Top Guest favourite
The exterior of the house features a well-maintained lawn with manicured shrubs and colorful flower beds. The entrance is adorned with two large arched windows on either side of the door, providing a welcoming appearance under a blue sky with scattered clouds.
Home in Hillsboro
5 out of 5 average rating, 40 reviews

Hillsboro Country Retreat

Come celebrate the summer at Rocky Fork Lake or travel lodging for your special event or work. Located close to the Lake, The Barn at the Hidden Ridge, Lakeview Loft, The Ivory Grande, Backroom Paradise and The Hillsboro Orpheum bar. 5 Bedrooms & 3 Full bathrooms. Enjoy the large spacious, quiet large yard, garden lighted patio & hot tub. Game room & outdoor basketball & playground . A special place to make memories or just get away.

Guest favourite
The exterior of the modern home is depicted, featuring a spacious front porch supported by wooden beams. A landscaped area with small shrubs is located in front, while a clear sky with soft clouds enhances the setting. The driveway indicates easy access to the home.
Home in Hillsboro
4.91 out of 5 average rating, 22 reviews

503 N West

Welcome to our charming new 2BR/2BA home in the heart of Hillsboro! This beautifully designed space features an open floor plan, two queen beds, and a queen sofa sleeper for extra guests. Enjoy a short walk to The Porch restaurant and the new pickleball courts. Perfect for a relaxing getaway or a business trip this home offers modern comfort with small-town charm. Book now and experience the best of Hillsboro!

Top Guest favourite
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
4.99 out of 5 average rating, 402 reviews

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.

Popular amenities for Highland County holiday rentals

  1. Airbnb
  2. United States
  3. Ohio
  4. Highland County