House vacation rentals in Highland County

Find and book unique houses on Airbnb

Top-rated house rentals in Highland County

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

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Superhost

A round high-top bar table is surrounded by four high-backed stools, creating a cozy dining space. A mirror reflects natural light from nearby windows, while a vibrant flower arrangement adds a splash of color. Soft curtains frame the windows, complementing the neutral-toned walls.

Home in Hillsboro

4.87 out of 5 average rating, 30 reviews

Beer Necessities, near Rocky Fork Lake

This unique single wide is up to date on luxury and style with many amenities. New renovated Spring 2023. Many unique surprising features such as the Beer bottle cap floor in the blue retro bathroom, brown paper suede looking flooring, cork ceiling (accumulative messages & signs) in the TV/lounge, high top round bar table (perfect for games & drinks), accent faux painted distressed paneling, dual leather reclining sofas and more. This beer & bourbon inspired home, may inspire your own DIY ideas

Top guest favorite

An outdoor patio area is seen at dusk, featuring a spacious stone kitchen with bar seating and decorative string lights. Loungers are positioned nearby, and a hot tub is covered for seasonal use. The serene landscape is accented by trees and evening lighting.

Home in Hillsboro

5 out of 5 average rating, 27 reviews

~Lakeside Oasis~ Waterfront w/HotTub, Sauna & Dock

THE FRESHLY RENOVATED 'Lakeside Oasis' Welcome to Lakeside Oasis, a spacious (+2,000 sq ft) waterfront home on Rocky Fork Lake. Perfect for family trips or getaways, this 3 bedroom, 3 bath home offers everything for a relaxing stay. KEY FEATURES: *JUST ADDED!! -NEW HOT TUB!! *Arcade Game Room *Spacious Home with Modern Amenities *Lakefront with Dock *Sauna (4 person) *Outdoor Shower (Seasonal) *High-Speed Wi-Fi *Keyless Entry *Outdoor Kitchen & Fire Ring *Propane Grill *Dedicated Work Space

Guest favorite

A spacious living room features a high vaulted ceiling with wood beams. Comfortable seating is arranged around a coffee table, and a large TV is mounted on the wall. An open loft area with seating overlooks the main room, offering a bright and airy atmosphere.

Home in Bainbridge

4.9 out of 5 average rating, 58 reviews

The Cottage on Cave

The Cottage on Cave offers an incredibly peaceful and private getaway! With three bedrooms and two and a half bathrooms, it can comfortably accommodate up to seven guests. Every aspect of the cottage has been carefully designed with modern amenities and comfortable furnishings, both indoors and outdoors. The surrounding Highlands Nature Sanctuary and proximity to Paint Creek/Rocky Fork offer endless opportunities for outdoor activities such as hiking, biking, boating, and wildlife spotting.

An aerial view displays a serene landscape featuring Rocky Fork Lake surrounded by lush greenery and wooded areas. The image captures the natural beauty of the terrain, with the lake's reflective surface enhancing the peaceful atmosphere of the environment.

Home in Hillsboro

4.63 out of 5 average rating, 32 reviews

ROCKY FORK LAKE HOUSE! 5 MIN WALK TO THE LAKE!

This beautiful 3 br, 2 ba ranch sits on Rocky Fork Lake and backs into Rocky Fork State Park! The house boasts a large living room, eat-in kitchen, and 4 seasons room! Enjoy an evening playing basketball on your very own basketball court followed by smores around the firepit! This home has lake access and is 5 mins away via trails to the dock! You may swim and fish off the private dock! However, NO BOAT SLIPS INCLUDED NOR AVAILABLE! YOU MUST RENT A SLIP AT THE MARINA 3 mins away.

Superhost

A two-story cottage is set on a gentle slope, surrounded by lush green grass and trees. A stone fire pit is positioned in the foreground, inviting outdoor gatherings. The cottage features a covered porch with stairs leading to the entrance, providing a welcoming view of the property.

Home in Hillsboro

4.81 out of 5 average rating, 74 reviews

Cozy 3 Bedroom Cottage, Direct Lake Access & Dock

Reconnect with loved ones in this family-friendly cottage on the lake. We are located directly on the lake & offer a privately owned dock for your use. You will find kayaks, lifejackets, and other lake toys waiting for you to enjoy. Our cottage is simple and clean offering two bedrooms and 1 bath on the main floor and a 3rd Bedroom and Bath in the basement (accessible through outside entrance only). Located at Rocky Fork State Park this is a place you can enjoy anytime of the year.

Home in Hillsboro

New place to stay

Luxury: Theater, Hot Tub, Massage, Sauna, & Gym!

Welcome to Country Cornerstone Retreat—Highland County’s premier luxury short-term rental on 6 beautiful acres. This modern property is conveniently located about ten minutes from Hillsboro, twenty minutes from Mount Orab, thirty minutes from Wilmington, & forty minutes from Milford. Whether you’re hosting a family getaway, a gathering with friends, or a small team retreat, this newer one-of-a-kind luxurious 4,700+ sq ft property delivers unmatched relaxation and entertainment!

Top guest favorite

A beautifully landscaped patio area features comfortable seating options surrounded by vibrant flowers and greenery. A central stone pathway leads to a fire pit, while rolling fields serve as a scenic backdrop, creating a peaceful outdoor atmosphere.

Home in Hillsboro

5 out of 5 average rating, 23 reviews

Hillboro Country Retreat

Come celebrate your special event, , Easter, or just family time in our home away from home. Decorated for holidays to make any holiday extra special. Enjoy the large spacious, quiet yard, garden lighted patio & hot tub. Comfy beds with plenty of space for a group or families. Fun times in game room with basketball shoot out, dart board, & arcade game. Fully equiped kitchen & grill. Welcome basket with wine, treats, supplies you might forget. Quiet setting yet close to town.

Superhost

A comfortable pullout sofa sleeper is positioned against a wall, adorned with two yellow accent pillows. A small side table is placed beside the sofa, and a framed artwork is displayed on the wall above. Natural light filters through the adjacent window with white blinds.

Home in Hillsboro

4.93 out of 5 average rating, 14 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

The exterior of a remodeled millhouse is shown, featuring a light-colored facade and a red metal roof. A spacious front porch is equipped with rocking chairs, surrounded by lush greenery. A gravel pathway leads up to the house, integrating it with the natural landscape.

Home in Hillsboro

4.95 out of 5 average rating, 19 reviews

Ravenwood Lodge at the Highlands Nature Sanctuary

Ravenwood is a historic millhouse that overlooks the Rocky Fork Gorge on the west side of the Highlands Nature Sanctuary. It has been fully remodeled into a beautiful light-filled group lodge with five bedrooms and a capacity to hold 10 people. The Listening Trail is one of the highlights of staying at Ravenwood and can be accessed right from the backyard, where it descends into a landscape of moss-covered boulders, rock walls, small grottos, and rushing water.

Guest favorite

The historic Shipp Haus, built in 1891, features a striking brick exterior with contrasting dark trim. A welcoming red door is framed by a covered porch, leading to a stone step entrance. Large windows surround the home, offering a view of the landscaped front yard.

Home in Hillsboro

4.94 out of 5 average rating, 50 reviews

Shipp Haus c. 1891, Studio

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.

Home in Hillsboro

4.47 out of 5 average rating, 17 reviews

Hillsboro Hideaway w/ Private Hot Tub & Bunkhouse!

Escape to this stunning 4-bedroom, 3-bathroom vacation rental house in Hillsboro, OH. With its modern feel and separate bunkhouse, this property offers a unique and spacious retreat. Enjoy the private hot tub and unwind after exploring nearby attractions like Rocky Fork Lake, known for its breathtaking views and water activities. Ideal for families or groups, this house provides ample space to relax and make memories to last a lifetime! Book now.

Top guest favorite

The newly renovated home is set against a serene backdrop, featuring a pond under gradual restoration. The landscape is marked by grassy areas, sparse trees, and freshly laid gravel along the pond's edge.

Home in Leesburg

4.98 out of 5 average rating, 40 reviews

The {bigger}Pond View House

Bring your family to this newly-renovated 5 bedroom home in the quiet countryside. With an open floor plan, it’s easy to cook a meal in the fully furnished kitchen, watch a football game on the big screen and visit with the family. The finished out basement adds another fully furnished kitchen, table for 6-10 people, living room, 2 bedrooms and full bath. No pets allowed.