
Holiday houses in Leesburg
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Top-rated holiday rentals in Leesburg
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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!

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.

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. AC, WIFI, Smart tv. Sit on the porch to watch the sunset and deer graze! There is no washer/dryer.

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.

Terrace Farmhouse - Chillicothe, OH
Are you in need of rest and relaxation? Want to kick back after a day of exploring the wonderful things our city has to offer. Conveniently located within 10 minutes from downtown Chillicothe, Ohio and only minutes away from Adena, Kenworth, VA Medical Center, Great Seal State Park, and Hopewell Culture National Historic Park. And only 36 miles away from Old Man’s Cave in the Hocking Hills. This home has a security camera located in the breezeway for property security only. #51863

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!

Private A-Frame on 20 Acres | Remote-Work Friendly
Solstice Haven is a secluded A-frame cabin set on 20 private acres in Peebles, Ohio, designed for guests who want peace, privacy, and productivity. Whether you’re escaping the city, working remotely, or staying to recharge, this property has everything you need to feel refreshed. Surrounded by woods, private hiking trails, and a soaking tub, this cabin combines deep nature and modern comforts. High-speed WiFi makes it ideal for weekday stays, long weekends, and extended visits.

Indian Crossing Cabin
Relax with the whole family at this peaceful place to stay has over 50 acres to explore over 2000 ft of Ohio brush creek frontage to enjoy relaxing , fishing , kayaking and many more recreational fun things less than 5 minutes away from Amish shops to find bake goods and furniture and much more ,enjoy some hunting on the farm during hunting season lots of wildlife , only 15 miles from Serpent Mound , we have a golf cart for you to enjoy many trails here to ride it on

Green Acres Farm-Apartment
Reconnect with nature at this unforgettable escape on a farm in the heart of Warren County. Private 900 sq. ft. two bedroom, 1 bath, living room and kitchenette looking out over 18 acres of privacy. Minutes to Caesar’s Creek Lake and hiking trails, the Renaissance Festival, Little Miami River canoeing and bike trails, Kings Island and World Equestrian Center. Right in between Cincinnati and Columbus minutes off of I-71.

Creekside Haven Tiny Home
Welcome to Creekside Haven! Tucked along a peaceful creek in Minford, OH, our cozy tiny home is the perfect getaway for couples, families, or traveling professionals looking for comfort and convenience. Relax by the fire pit, play a game of corn hole, swing in the hammock, or unwind inside with all the comforts of home! Pets are welcome with prior approval. Please note we can only allow small dogs (under 30 pounds).

The Farm Retreat at Pike
This country getaway retreat is just what you are looking for. We have designed our space with our guest’s privacy and relaxation in mind. Private gated access where memories are made that last a lifetime! Our most recent addition is a "Grain Bin Gazebo". This cozy backyard retreat is equipped with a gas grill, blackstone griddle, table and chairs. Backyard also has a brick patio, hot tub, hammock and fire pit.

Trail M Horse Farm GH#1, Wilmington, Ohio
Country lodging on a working horse farm, Trail M Farm. Spectacular view set on a hill surrounded by horses. Located 2 miles south of town. Also 4 miles from WEC (World Equestrian Center) and 8 miles from Robert's Center for those showing or attending any events. Pet friendly, 2 dog limit & well behaved in house. We ask that you crate your dogs if they are to be left unattended.
Popular amenities for Leesburg holiday rentals
Other great holiday rentals in Leesburg

*Peaceful 3BR Retreat w/Fire Pit and Nature Views*

Modern Retreat | Walk to Dining + Pickleball

A relaxing farmhouse getaway in the country.

Sunset Cabin-Adults Only Hot Tub Getaway

The {bigger}Pond View House

Cozy Cottage at Rocky Fork Lake

The Rocky Moose Cabin by Rocky Fork Lake

Cozy Farm RV Hideaway with friendly Goat visits.
Destinations to explore
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- Kings Island
- John Bryan State Park
- University of Dayton
- Deer Creek State Park
- Hollywood Casino Columbus
- RiverScape MetroPark
- National Museum of the US Air Force
- Wright State University
- Dayton Art Institute
- Caesar Creek State Park
- Boonshoft Museum of Discovery
- Carillon Historical Park
- Serpent Mound State Memorial
- Tar Hollow State Park
- Loveland Castle Museum
- Arboretum MetroPark
- Glen Helen Nature Preserve
- Benjamin & Marian Schuster Performing Arts Center
- Jungle Jim's International Market
- Clifton Gorge State Nature Preserve
- Shawnee State Park





