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Holiday houses in Leesburg

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Leesburg

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

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Top Guest favourite
A welcoming living area features a sleek black sofa, complemented by rustic wooden side tables. A soft area rug lies under a contemporary coffee table. Natural light filters through the angled windows, highlighting the warm wooden walls and enhancing the cozy atmosphere.
Cabin in Waverly
4.99 out of 5 average rating, 99 reviews

The Orbia Cabin at Highland Hill

Come enjoy this unique A-frame cabin nestled in the foothills of Appalachia. Escape the hustle and bustle of everyday life and experience a relaxing and convenient stay on the edge of Waverly City limits. From the balcony, you can enjoy the view of our friendly Scottish Highland Cows & neighboring horses. It is the perfect blend of rustic charm and modern comfort, providing you with an unforgettable getaway. Only one mile from US-23. Downtown Waverly has several great places to eat as well.

Guest favourite
Cabin in McDermott
4.86 out of 5 average rating, 510 reviews

Cabin bordering Tremper Mound Preserve

Nestled on 4 wooded acres along Pond Creek, this one of a kind cabin will certainly be a unique experience. Walls of windows blur the lines between inside and out, connecting you with nature in every room. The house is very open, with rooms winding around the central stone fireplace with varying levels. The kitchen is stocked with supplies for preparing your own meals, but downtown Portsmouth restaurants are just 10 minutes away. Outside are patios for relaxing and woods for walking.

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.
Apartment in Leesburg
4.93 out of 5 average rating, 164 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!

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, 145 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
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.
Farm in Blanchester
4.99 out of 5 average rating, 155 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
The exterior of a newly-renovated home is visible, set against a serene backdrop of a pond and green lawns. The house features a simple design with large windows and a roofline topped by trees. Reflections in the water create a calming effect, enhancing the surrounding greenery.
Home in Leesburg
4.97 out of 5 average rating, 64 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.

Top Guest favourite
A functional kitchen is equipped with modern appliances, including a microwave, stove, and refrigerator. White cabinetry contrasts with dark countertops, while a small wooden dining table with metal chairs provides seating. Natural light filters through the window, enhancing the bright and clean space.
Guesthouse in Sabina
4.96 out of 5 average rating, 146 reviews

*Comfy Getaway 2nd floor Apartment

A private entrance to a quiet space. Enjoy a fully furnished apartment just outside of small town Sabina. A grocery store 1/2 mile from the apartment with local attractions in nearby towns. We are located approximately 10 miles from Washington Court House , OH and 12 miles from Wilmington , OH. A local bike trail with access to it several different places in Sabina.

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.
Guesthouse in Washington Court House
4.98 out of 5 average rating, 302 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.

Top Guest favourite
The cabin's exterior features a mix of reclaimed logs and modern materials, with a rustic stone chimney. A porch with seating options provides a welcoming entrance, surrounded by lush greenery and trees that enhance the secluded atmosphere.
Cabin in Hillsboro
4.99 out of 5 average rating, 441 reviews

The Cabin Hillsboro, Ohio

Secluded, reclaimed log cabin. This hidden gem is a piece of the past with the comfort of modern amenities. Come sit a spell on either of the porch swings, enjoy a campfire by the pond, cozy up to the wood burning fireplace, or soak in the hot tub. *Be sure to read house rules and other notes before booking.

Guest favourite
A living area features a spacious light-colored sofa draped with a soft green throw. A wooden coffee table sits on a patterned rug, near a modern television set mounted on a green accent wall. An archway leads to a dining area, brightened by natural light.
Home in Jamestown
4.88 out of 5 average rating, 104 reviews

2 bed, 1 bath home

Whether you're traveling for work, a family, a couple, or just someone looking for a cozy space, our home has all the charm and comfort you could need. Located in a family-friendly neighborhood, it offers a fenced-in backyard, 1-car garage (fits sedan), front porch, and shade tree.

Guest favourite
A bright bedroom features a white four-poster bed dressed in red bedding. Natural light enters through two windows adorned with wooden blinds. A unique lamp with intricate design sits on a nightstand next to a small potted plant. Subtle patterns on the area rug complement the decor.
Home in Frankfort
4.78 out of 5 average rating, 51 reviews

The Den at Buckskin- Entire House in Frankfort, OH

Relax with the whole family at this peaceful home in the rolling hills of Frankfort, Ohio. Buckskin Den has everything that you need to enjoy a restful night in a beautiful setting. This retreat is everything you have been needing. We can't wait to host you! #89467

Guest favourite
A hot tub with illuminated water is positioned on a wooden deck, adjacent to a large glass door that opens to a spacious interior. String lights add a soft glow, enhancing the inviting outdoor space surrounded by wooden fencing and landscaped greenery.
Cabin in Chillicothe
4.94 out of 5 average rating, 355 reviews

The William House

The William House, built from 3 intermodal shipping containers, offers 3 BR, 2 baths, and a large window wall with a woodsy view. With its cozy, minimalist design, TWH sleeps up to 7. The loft, or “star gazing room,” features 2 hammocks for additional guests.

Popular amenities for Leesburg holiday rentals

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