Holiday rentals in Hillsboro

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Top-rated holiday rentals in Hillsboro

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

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Guest favourite
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, 201 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 favourite
Cabin in Peebles
4.95 out of 5 average rating, 187 reviews

Private A-Frame on 20 Acres | Remote-Work Friendly

Solstice Haven is a secluded A-frame cabin set on 20 private acres in Peebles, Ohio, designed for guests who want peace, privacy, and productivity. Whether you’re escaping the city, working remotely, or staying to recharge, this property has everything you need to feel refreshed. Surrounded by woods and private hiking trails, this cabin offers the rare combination of deep nature and modern comforts like high-speed WiFi make it ideal for weekday stays, long weekends, and extended visits.

Guest favourite
A welcoming living area is presented with a light-colored sofa facing an ottoman. A soft area rug covers the floor, while a potted tree adds a touch of greenery. A side chair, small table, and a floor lamp enhance the cozy ambiance.
Home in Wilmington
4.87 out of 5 average rating, 100 reviews

Spring Street Bungalow

Downtown quaint 100+ year old home that has been modernized for your convenience. We hope you will enjoy our one bedroom home with a pull out single bed for your extra guest. Home is equipped with a dishwasher, washer/dryer and a coffee station to start your day. Private parking located in rear of home. Just two blocks from downtown and a 10 plus mile paved walking/bicycle path in back yard. Few minutes drive to World Equestrian and located within a hour drive to several major cities.

Top guest favourite
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.
Flat in Leesburg
4.93 out of 5 average rating, 148 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 favourite
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, 246 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.

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, 113 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, 128 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 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
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, 127 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 favourite
A rustic cabin, featuring a welcoming wooden facade and a green metal roof, is surrounded by lush greenery. A wrap-around deck offers seating and decorative plants, enhancing the connection to nature. A gravel pathway leads to the cabin, providing a sense of tranquility.
Cabin in West Union
4.95 out of 5 average rating, 128 reviews

Lazy Spread Cabin

Forget your worries in this spacious and serene space. A long winding road will lead you to a quiet rustic secluded cabin nestled on wooded acreage in the country, where you can set aside the hustle and bustle of city life and just put your feet up and enjoy nature. Whether you want to explore natural trails, visit local Amish shops or just sit on the deck and do nothing or enjoy a soak in the Hot Tub - it is all here waiting for you.

Top guest favourite
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
4.99 out of 5 average rating, 134 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.

Top guest favourite
A spacious living room features cream-colored sofas and a wooden coffee table. Natural light filters through large windows, illuminating the soft rug underneath. A small plant and lamp add a touch of greenery and warmth, creating a comfortable space for relaxation.
Guest house in Washington Court House
4.98 out of 5 average rating, 291 reviews

The Guest House. Cozy 2nd Story Suite

We have a 2 bedroom w/extra half bed Guest Suite available, full kitchen, living rm, 1 full bath, this is a 2nd story Guest Suite over a detached garage, Includes inside parking, semi secluded rural wooded location. We love hosting families. If you are traveling with your kiddos, we don't charge extra for children 16 and under. We are a pet free rental.

Popular amenities for Hillsboro holiday rentals

Quick stats about holiday rentals in Hillsboro

  • Total holiday rentals

    Explore 10 holiday rentals in Hillsboro

  • Nightly prices starting at

    Hillsboro holiday rentals start at $116 SGD per night before taxes and fees

  • Verified guest reviews

    Over 560 verified reviews to help you choose

  • Wifi availability

    10 of Hillsboro holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Hillsboro rentals

  • 5 Average rating

    Hillsboro stays are highly rated by guests – averaging 5 out of 5!

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