
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.

Rinal Rustic Resort 1B/1B guesthouse
10 min from the heart of Hillsboro, Ohio and a quick 3min drive to Rocky Fork Lake, this cozy barn-style guest house offers the perfect country escape. Tucked 500 feet from the main house, our 1B/1B blends rustic charm with modern comfort. Inside, you’ll find a living room with a large sectional couch, kitchen with a coffee maker, two-burner cooktop, mini fridge & sink. Bathroom is stocked with fresh towels, & bedding is cleaned prior to your arrival. Onsite pond for catch and release fishing.
ValueHospitalityKitchen

Franklin House - quiet country getaway
Completely restored 150 year old farmhouse located in the middle of 112 rolling acres of farmland. Beautiful views every direction. Original hand hewn beams, gas fireplace, new kitchen and bath. Uniquely decorated. Fully stocked kitchen. Bedroom has king bed. Located on quiet county road about 6 miles from Hillsboro. Close to Rocky Fork Lake, Amish community, and Paint Creek Lake State Park & ARC. WIFI, Smart tv. Sit on the porch to watch the sunset and deer graze! There is no washer/dryer.
LocationValueGetting around

Jesse Brooke Farm
Located 1/2 mile from the World Equestrian Center and 3 miles from Wilmington with easy access to shopping and restaurants. Situated on a small horse farm with beautiful pastures and lots of horses to look at. You will have complete privacy. Take a walk down the quiet road, or sit on the front porch and just enjoy. We are centrally located between Dayton, Cincinnati and Columbus. The cottage is completely remodeled with new kitchen & furniture. Come and enjoy the cozy comforts of home!
ValueFamilyComfort

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.
FamilyValueGetting around

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.
ValueFamilySleep quality

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. *Please note- We will have property around The Cabin being logged during September. This will be Mon-Fridays, approximately 7am-4pm only. Message us for more information/concerns. *Be sure to read house rules and other notes before booking.
LocationValueQuiet

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!
ValueLocationAccess

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. While this is a true disconnect and place of relaxation- we do have neighbors nearby. 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 or parties allowed.
FamilyValueTV

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.
FamilyValueRiver

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.
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New Barndominium on an 8-acre property
Take it easy at this unique and tranquil getaway in the heart of Paint Creek Lake and Rocky Fork Lake and many hiking trails. Amish built pole barn style building high up on a hill on an 8 acre property near the Highlands Nature Sanctuary. The gravel driveway goes up hill & non-AWD vehicles can have problems. Most are ok if they get straight to go up. Review the Arrival Guide, "Guidebook" in the Airbnb listing for more info on the area.
ValueFamilyOutdoor spaces

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.
FamilyValueQuiet
Popular amenities for Leesburg holiday rentals
Other great holiday rentals in Leesburg

Highland Retreat *Brand New Cabin* on The Farm!
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Beechwood Cozy Cottage
LocationFamilyLaundry

Newly Remodeled 3-Bedroom Log cabin
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Come Enjoy The Mossbarger Manor!
LocationFamilyCleanliness

Sleepy Hollow Lake Front Home
ViewIndoor spacesCleanliness

The Den at Buckskin- Entire House in Frankfort, OH
ValueLocationQuiet

A relaxing farmhouse getaway in the country.
LocationFamilyBreakfast

Chillicothe Lake House
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Destinations to explore
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- University of Dayton
- John Bryan State Park
- Deer Creek State Park
- Hollywood Casino Columbus
- RiverScape MetroPark
- Dayton Art Institute
- Wright State University
- Carillon Historical Park
- Caesar Creek State Park
- Tar Hollow State Park
- Loveland Castle Museum
- Arboretum MetroPark
- Glen Helen Nature Preserve
- Jungle Jim's International Market
- Clifton Gorge State Nature Preserve
- Fraze Pavilion
- Cincinnati Nature Center
- National Museum of the US Air Force
- Boonshoft Museum of Discovery
- Kings Island
- Benjamin & Marian Schuster Performing Arts Center





