
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.

Rustic hunting lodge with 2 cabins and a hot tub
Your private group will have plenty of room to spread out during your stay. Upstairs loft has is 1200 sqft bedroom and living room, lodge downstairs boasts an open floor plan complete with living room, kitchen, dining room, full bathroom, fireplace, and a massage chair. 2 private cabins off the back deck each with their own full bath. Behind the lodge we have a firepit with sitting area and an enclosed hot tub area with lighting and a cozy table with chairs. Parking area can hold boats and Rv's.

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.

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.

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.

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.

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!

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.

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.

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.

*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.

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.

Modern Retreat | Walk to Dining + Pickleball
Perfect for couples, weekend escapes, or small groups—this newly built home blends modern design with small-town charm. Walk to local restaurants, enjoy nearby pickleball courts, and unwind in a thoughtfully designed space built for comfort and connection.
Popular amenities for Leesburg holiday rentals
Other great holiday rentals in Leesburg

Country Cabin

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A relaxing farmhouse getaway in the country.

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The Den at Buckskin- Entire House in Frankfort, OH

The {bigger}Pond View House

Sunset Cabin-Adults Only Hot Tub Getaway

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





