Vacation rentals in Leesburg

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Top-rated vacation rentals in Leesburg

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Top guest favorite

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, 227 reviews

The Carriage House in uptown Centerville

The Carriage House is designed with couples in mind—a private escape just for two. Tucked in the heart of Uptown Centerville, you’ll be only steps from shops, local restaurants, & a scoop (or two) of Graeter’s Ice Cream. Whether you’re here for a romantic weekend, visiting family, or simply looking to unwind, this is the perfect place. Built in 1897 & thoughtfully renovated in 2017, the Carriage House blends historic charm with modern comfort making it one of Centerville’s favorite hidden gems.

Top 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, 178 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.

Top guest favorite

A cozy brick guest suite is set amidst lush green grass, surrounded by well-maintained shrubs. Soft, warm light emanates from the front entrance, highlighting the welcoming facade, while trees stand gracefully in the background against a soft twilight sky.

Guest suite in South Charleston

4.95 out of 5 average rating, 168 reviews

A traveler's retreat just 5 minutes from i70

Enjoy your night on the road! This newly renovated guest suite, found only 5 minutes from Interstate 70, the Clark County Fairgrounds/Champions Center, and the Springfield Antique Center, is a perfect stay in the country. The private guest suite comes equipped with a queen bed, double-size pull-out couch, air mattress and many essential amenities. Grab a quick bite to eat or a cup of coffee in our stocked kitchen. Please, no pets. However, there is a sweet dog living on the property.

Guest favorite

A comfortable seating area features a gray sofa adorned with a yellow pillow. Two patterned windows are draped with sheer curtains, allowing natural light to brighten the space. A small television sits on a white cabinet, complemented by decorative artwork and a rustic chair.

Guest suite in Wilmington

4.92 out of 5 average rating, 178 reviews

The Honey Bee Airbnb! Lovely 1-bed in Wilmington

Enjoy a hometown experience at this centrally-located 1-bedroom guest house space! This guest suite has its own private entrance, with a small outdoor space for your enjoyment. Within walking distance to the Kava Haus (local coffee shop), the Wilmington Historic Museum, Lutheran Church (across street), and more! This suite is also a convenient 10-minute drive to the Robert’s World Equestrian Center, downtown dining is also a short 5 block walk or 2-minute drive, and so so so much more.

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, 234 reviews

Trail M Horse Farm GH #3, Unlimited Wi-Fi now

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, 100 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, 120 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.

Top guest favorite

The exterior of a one-floor apartment is depicted, featuring a brick facade and welcoming entrance. Nearby, a small flowering tree adds greenery to the scene. The sidewalk provides direct access to the entrance, with American flags displayed on adjacent homes.

Apartment in Chillicothe

4.97 out of 5 average rating, 504 reviews

Exit Way Out Inn

One floor apartment with street parking right in front of entrance or off street available in alley with access to back entrance. Only minutes away from many amenities, historic downtown, beautiful Yoctangee Park, restaurants, shopping, Adena Health systems and less than 2 miles from Hopewell Culture National Historic Park designated World Heritage Site. Less than a block away enjoy coffee and pastries that specializes in roasting their coffee beans.

Top 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, 136 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

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, 138 reviews

Country Relaxation

We offer a small country suite. 1 bedrooms 1 bath with full kitchen and sitting area. The entrance to the rental is the walkway to left of the garage. Our goal is to provide a clean and comfortable space for you to enjoy. Guests are invited to relax on outdoor furniture. We request that guests do not enter exterior buildings unattended,if children are in your group they are your responsibility at all times.

Top guest favorite

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

4.98 out of 5 average rating, 49 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 favorite

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

4.95 out of 5 average rating, 129 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.