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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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Guest favourite
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
4.93 out of 5 average rating, 201 reviews

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

Guests consistently tell us the same thing: the photos don’t fully capture how peaceful it is here. Tucked among 20 private wooded acres in the rolling hills of southern Ohio, Solstice Haven is a modern A-frame retreat designed for quiet mornings, long walks through the woods, productive workdays, and evenings spent beneath the stars. Whether you’re planning a romantic getaway, a solo reset, or a week of remote work surrounded by nature, you’ll find the space to truly unplug or reconnect.

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, 124 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. No pets allowed.

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, 165 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 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, 142 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, 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
An inviting living area features a large brown leather sofa, a patterned area rug, and a decorative coffee table atop wide plank wood floors. A cozy corner chair and a lamp add warmth, while the back wall showcases a mural with 'Centerville Carriage.'
Guesthouse in Centerville
5 out of 5 average rating, 274 reviews

The Carriage House in the Heart of Uptown

The Carriage House in the Heart of Uptown Centerville!! Historic Charm with Modern Comfort. Built in 1897 and fully renovated in 2017, making it one of Centerville’s true hidden gems. Just steps from local restaurants, coffee shops and a scoop (or two) of Graeter’s Ice Cream. It’s perfectly located for your stay. Whether you’re planning a romantic weekend, visiting family, or simply looking to relax, this cozy retreat is the ideal place to unwind.

Guest favourite
A dining area features a round wooden table surrounded by four wooden chairs. A centerpiece with succulents is placed on a burlap runner. A ceiling fan with three lights hangs above, while a wall clock and decorative letters add character to the space.
Home in Waverly
4.95 out of 5 average rating, 180 reviews

The Farm Retreat at Pike

This country getaway retreat is just what you are looking for. We have designed our space with our guest’s privacy and relaxation in mind. Private gated access where memories are made that last a lifetime! Our most recent addition is a "Grain Bin Gazebo". This cozy backyard retreat is equipped with a gas grill, blackstone griddle, table and chairs. Backyard also has a brick patio, hot tub, hammock and fire pit.

Guest favourite
Cottage in Wilmington
4.97 out of 5 average rating, 215 reviews

College Street Cottage

Charming cottage within walking distance of the Wilmington College campus and conveniently located near many local attractions and landmarks. Two bedroom, one bathroom with full kitchen, dining room, living room, rear deck, and private drive. Amenities include WiFi, Roku TV's in bedrooms and living room, full sized refrigerator, washer and dryer, coffee bar, and many other comforts of home.

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, 147 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.

Popular amenities for Leesburg holiday rentals

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