
Holiday rentals in Highland County
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Top-rated holiday rentals in Highland County
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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.

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 .

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.

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.

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!

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.

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.

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)

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.

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!

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.

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
Other great holiday rentals in Highland County

The Beach House

Country Cabin

Country Escape- Grill & Chill

New Barndominium on an 8-acre property

Charming Apartment in Hillsboro

Private Ponds & Trails: Hillsboro Nature Retreat!

Edelweiss Manor Rocky Forks' Gem

Main Street Bed and Breakfast - Historical Home
Destinations to explore
- House rentals Highland County
- Pet-friendly rentals Highland County
- Rentals with a patio Highland County
- Rentals with outdoor seating Highland County
- Rentals with a fireplace Highland County
- Family-friendly rentals Highland County
- Rentals with a firepit Highland County
- Rentals with a washing machine and dryer Highland County
- Rentals with a hot tub Highland County
- Cabin rentals Highland County




