Holiday rentals in Highland County

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Top-rated holiday rentals in Highland County

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Top guest favourite
A living area features a mix of seating options, including a sectional sofa and a loveseat, arranged around a central coffee table. Taxidermy deer heads adorn the wooden walls, while a fireplace is positioned in the center, adding warmth to the space.
Cabin in Hillsboro
4.98 out of 5 average rating, 44 reviews

Rustic hunting lodge with 2 cabins and a hot tub

Your private group will have plenty of room to spread out during your stay. Upstairs loft has is 1200 sqft bedroom and living room, lodge downstairs boasts an open floor plan complete with living room, kitchen, dining room, full bathroom, fireplace, and a massage chair. 2 private cabins off the back deck each with their own full bath. Behind the lodge we have a firepit with sitting area and an enclosed hot tub area with lighting and a cozy table with chairs. Parking area can hold boats and Rv's.

Top 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
4.89 out of 5 average rating, 111 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, 39 reviews

Charming Farm-stay Get-Away by Rocky Fork Lake

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 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
4.98 out of 5 average rating, 93 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 favourite
Home in Hillsboro
4.75 out of 5 average rating, 16 reviews

Game Room | Hot Tub | Theater | 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 ☞ 1:00 PM 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 ★ "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 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, 107 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.

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, 124 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.

Superhost
A charming tiny home, set amidst lush greenery, features a wooden deck that leads to a covered entrance. The exterior showcases a blend of stone and wood, with a single door and large windows framed by trees. A fire pit is positioned nearby.
Tiny home in Peebles
4.78 out of 5 average rating, 40 reviews

Creekside Tiny Home Getaway

Come take a nice getaway to this newly remodeled creekside tiny home with a nice creek view! Only 3 minutes from Serpent Mound! 2 miles from Tranquility Wildlife area, 15 minutes from Long’s Retreat, Fort Hill, and State ATV Trail. The tiny home is 240 sq ft with covered porch and deck. Perfect for a peaceful trip in nature. Guests are welcome to explore! (Note: ATT service is strong in area, Verzion is weak, cabin has wifi but is not the greatest at times)

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, 139 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
Guest house in Hillsboro
4.97 out of 5 average rating, 78 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, 42 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
4.92 out of 5 average rating, 25 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!

Popular amenities for Highland County holiday rentals

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