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Holiday rentals 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
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, 102 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.

Guest favourite
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, 192 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 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, 149 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 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, 129 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, 140 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 cabin's exterior showcases a rustic log facade and a metal roof. A welcoming porch is accompanied by two chairs and a stack of firewood. Soft evening light emanates from one window, hinting at the cozy interior, while surrounding trees shed their leaves in autumn.
Cabin in Leesburg
4.98 out of 5 average rating, 63 reviews

The Cabin at Friendly Acres

Our antique, fully restored cabin is a cozy place to rest in the country. It's great for star watching, bird watching, or gathering by the fire either inside or out. If you love outdoor adventures it would make a great base camp for your hiking, kayaking, or hunting trip. We've tried to make the cabin comfortable but we ask potential visitors to be mindful that it's still a bit rugged, just like the land around it. It's a real country hideaway.

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.
Guest house in Sabina
4.96 out of 5 average rating, 139 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.
Guest house in Washington Court House
4.98 out of 5 average rating, 293 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
Home in Wilmington
5 out of 5 average rating, 12 reviews

Charming 2-Bed Retreat-Close to Downtown

Welcome to your cozy home away from home—just steps from historic downtown Wilmington! Whether you’re visiting the World Equestrian Center, catching a show at the infamous Murphy Theatre, or exploring Wilmington College, this charming two-bedroom retreat puts you right in the heart of it all.

Top guest favourite
A charming house features a light green exterior with distinctive red front doors. Lush greenery surrounds the entrance, including neatly trimmed hedges and a small pathway leading to the door. Natural light is noted coming from the windows on the upper level.
Flat in Dayton
4.91 out of 5 average rating, 264 reviews

Pedalers paradise

My place is close to Greater Miami Valley Bike Path, University of Dayton, art and culture, restaurants and dining, shopping, family-friendly activities. You’ll love my place because of the location, location, location. Please note that booking must be for 25 nights or more.

Top guest favourite
A charming white house is set within a fenced yard, featuring a front porch and multiple windows. Tall trees and a grassy area surround the home, highlighting its quaint and secluded location on the farm.
Farm stay in Lebanon
4.97 out of 5 average rating, 152 reviews

Turtlecreek Farm Retreat

Small working farm; quaint setting in Lebanon, Ohio. Used as a guest house for visiting family and friends. Private residence, one bedroom with upscale accommodations. King bed, full bath and kitchen. Conveniently located off 71 N in Tri-state area (OH/IN/KY).

Popular amenities for Leesburg holiday rentals

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