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Holiday houses in Leesburg

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Top-rated holiday rentals in Leesburg

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

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Guest favourite
Home in Wilmington
4.88 out of 5 average rating, 104 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, 193 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.
Apartment in Leesburg
4.93 out of 5 average rating, 152 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
A charming guest house is showcased, featuring a white exterior with burgundy trim. Large windows invite natural light, while a shaded area under a tree offers a relaxing spot. Fencing and outdoor space are visible, providing access to the adjacent pasture.
Farm stay in Wilmington
4.96 out of 5 average rating, 247 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.

Superhost
A charming cabin with a wooden exterior is surrounded by green trees. The porch, constructed from natural wood, offers a cozy spot. Sunlight filters through the leaves, casting gentle shadows on the gravel path leading to the entrance.
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
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 inviting entryway features a prominent 'WELCOME' sign beside the door. A wreath adorns the door, enhanced by a cozy chair and a decorative lantern on one side, with a welcome mat that reads 'hello,' all embraced by warm lighting.
Home in Wilmington
4.95 out of 5 average rating, 146 reviews

A&T Homes, LLC

Charming house located in Wilmington on a very quiet street. Private parking under a carport as well as street parking. 2-bedroom, 1 bath all the necessities are provided to make your stay feel like you are at home. Internet is available as well as access to HULU, Amazon, and Netflix. A full coffee bar with coffee pods, ground coffee, sweeteners, and creamers is available for your use.

Top Guest favourite
Guesthouse 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
The open living space features a dining area with a wooden table and black chairs, adjoining a cozy seating area with a light-colored sofa. Natural light fills the room, highlighting the neutral color palette and decorative elements, including a bookshelf and modern lighting.
Guesthouse 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
A spacious living area is enriched by natural light from large windows. Two ceiling fans hover above a comfortable sofa, complemented by side tables with lamps. A light-colored area rug lies on a hardwood floor, and the open kitchen is visible in the background.
Guest suite in Wilmington
4.98 out of 5 average rating, 119 reviews

The Loft - 1.3 miles to W.E.C.

Private 1BR, 1BA guesthouse in a peaceful country setting with stunning views from every window. Sleeps 3. Located just 1.4 miles from WEC. Relax on your private deck or enjoy a movie on the 55” 4K Smart TV. Fully stocked with many amenities, this serene retreat is perfect for unwinding and getting away from it all.

Top Guest favourite
The living area features a stone fireplace with a crackling fire, surrounded by rustic wooden walls. A cozy seating arrangement is arranged in front of the fireplace, complemented by festive decor including a small tree and warm lighting. A flat-screen TV is mounted on the wall.
Cabin in Hillsboro
4.99 out of 5 average rating, 419 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 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.
Apartment 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.

Popular amenities for Leesburg holiday rentals

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