Vacation rentals in Hillsboro

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Top-rated vacation rentals in Hillsboro

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Guest favorite
The exterior of the A-Frame showcases a modern design with sharp angles and a striking black facade. Large glass windows reflect the natural surroundings, while a landscaped yard features gravel pathways, small rocks, and plantings, creating a serene entrance to the retreat.
Cabin in Peebles
4.95 out of 5 average rating, 173 reviews

Solstice Haven A-Frame on Private 20 Acres

An A-Frame designed and built by architect Jose Garcia in a peaceful and private setting in Adams County, Ohio. Rest, relax, and recharge while walking the trails on our 20-acre wooded property or fill the heated outdoor cedar soaking tub with fresh water for a relaxing soak. Visit the nearby Serpent Mound, Amish country, or nature preserves. Wildflowers in the summer, cozy Nordic fireplaces during the winter, and star gazing on clear nights, Solstice Haven is the perfect year round retreat.

Guest favorite
A charming red barn-style guesthouse is shown among lush greenery, with wooden seating in the foreground. Seasonal decorations enhance the welcoming entrance, while a porch is visible, inviting relaxation. Tall grasses frame the scene, contributing to the peaceful atmosphere of the property.
Guesthouse in Maineville
4.95 out of 5 average rating, 250 reviews

The Barn at Serenity Acre

Take it easy at this unique and tranquil getaway, where relaxation abounds. We are located in Warren county, the playground of Ohio. - total and complete renovation in 2021 - fully equipped kitchen - cozy bedroom / living room - spacious bathroom with claw foot tub to soak or shower in, vanity, and robes - walking trails in woods behind our property, access to pool (seasonal), close to restaurants, stores, vineyard, historic towns, very close to Kings Island, bike trails, and so much more

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
4.9 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 .

Guest favorite
An A-frame cabin is situated among trees, surrounded by vibrant autumn foliage. A gravel area leads to the cabin's entrance, featuring a dark exterior. A circular seating arrangement made of wood logs is visible, complemented by a stone perimeter decorated with gathered leaves.
Cabin in Waverly
4.98 out of 5 average rating, 185 reviews

The Opal Cabin at Highland Hill

Take it easy at this charming A-frame cabin nestled in the foothills of Appalachia. Experience a relaxing and convenient stay on the edge of Waverly City limits. Our A-frame cabin is the perfect blend of rustic charm and modern comfort, providing you with an unforgettable getaway. As you step inside, you’ll be greeted by the warm and inviting ambiance of natural wood and large windows that bathe the interior in natural light. Relax in the hot tub & enjoy the scenic view from the balcony.

Guest favorite
The house features a white exterior with a distinctive red metal roof. A welcoming front porch is accessible through a covered entry, surrounded by lush greenery and mature trees, creating a serene setting. The windows are framed by traditional shutters, adding character to the structure.
Cottage in Morrow
4.96 out of 5 average rating, 160 reviews

Rossburg Tavern (1800’s)

This house was built in the early 1800's as part of a small town "Rossburg" that no longer exists and is reported to have been a Tavern. This is one of the last remaining structures for this town along with the barn and house across the street. The house sits on one acre of land surrounded by farmland, so you'll have opportunity to relax by a campfire, enjoy the unique architecture of the house, or explore the wide variety of entertainment options all within 20 minutes of the house.

Top guest favorite
A single-story house with a light brown exterior and dark shingle roof is visible. The front features a covered porch with seating and manicured landscaping. A gravel driveway leads to an attached double garage, with an open space on the lawn and cornfields in the background.
Apartment in Leesburg
4.93 out of 5 average rating, 139 reviews

Country Relaxation

Unwind and relax in this cozy little guest space, located in southern Ohio. The main area is a small kitchen/dining/living area combined. The kitchen has a fridge, 2 burner electric stove, coffee maker, teapot, and other essentials. 1 bedroom with queen bed and full bath. The entire space is for guests. There is a locked door and hallway between the apartment and the remainder of the house, where the owner lives. It is our goal to provide a clean and comfy place for you to stay!

Top guest favorite
The exterior of a modern studio apartment is displayed, featuring white paneling with a red-trimmed roof. A small porch area with seating is visible, surrounded by a grassy lawn and a horse pasture in the background, under a cloudy sky.
Farm stay in Wilmington
4.96 out of 5 average rating, 236 reviews

Trail M Horse Farm GH #3

This unique modern studio apartment is located on the corner edge of a working horse farm, Trail M Farm. Guest can see horses in the field or take a walk on the many trails that surround the farm. Circle drive for easy access to the road. Located 2 miles south of Wilmington, Ohio. Also 4 miles from WEC (World Equestrian Center) and 8 miles from Robert's Center. Pet friendly, 2 dog limit & well behaved in house. We ask that you crate your dogs if they are to be left unattended.

Top 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, 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 favorite
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.

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, 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 favorite
The living area features a brown leather sofa on a textured rug, complemented by a standing lamp and a small side table. A dining table with high-backed chairs is positioned nearby, while natural light flows in through large windows adorned with sheer curtains.
Cabin in Winchester Township
4.98 out of 5 average rating, 124 reviews

White Pine Cottage-cozy tiny home w/ earthy decor

Kick back and relax in this calm, stylish space.This 14x40 cottage is brand new with a front and back porch. The front porch is the whole length of the cabin with 4 rockers to sit in and relax. The back porch has seating that overlooks farmland and you may see an occasional deer grazing in the field. There is a gas grill on the back porch as well. We have a fenced private area with a fire pit and chairs to enjoy a fire on a cool night.

Top guest favorite
A single-story farmhouse is surrounded by vibrant autumn trees, showcasing shades of red and orange. A wooden deck is adorned with a green umbrella, while decorative pumpkins and potted plants are arranged at the entrance. A partly cloudy sky offers a serene backdrop.
Ranch in Blanchester
4.98 out of 5 average rating, 113 reviews

Charming Pet Friendly Farmhouse

Welcome to our charming 3-bedroom, 1-bathroom farmhouse, nestled in the fields just outside of Blanchester, Ohio. This entire house is a cozy retreat, perfect for a relaxing getaway with family or friends. With a picturesque setting, a fenced yard for your beloved pets, and stunning views of 25 acres of lush farmland, you'll experience the tranquility of rural living while still being conveniently close to nearby cities.

Popular amenities for Hillsboro vacation rentals

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