Family-friendly holiday rentals in Wilmington

Historical late 1800s Schoolhouse/Community Church

Explore Cowan Lake WEC and Amish stores and bakeries all within minutes from this historic Schoolhouse and picturesque setting. This 1882 Rural Schoolhouse is sitting on an acre of the original land. It includes a newly built 29 x 24 Hemlock sided closed pavilion with outside entities. Includes a park like charcoal grill, a gas grill , horseshoes court and corn hole boards. Great for outside gatherings and animal friendly inside and outside, including horse trailer parking and moving vans .

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!

Private carriage house on 3 acres!

New for 2024/2025... updated furniture with memory foam sleeper sofa, memory foam king and queen beds, additional twin mattress for floor for extra sleeping options. Outdoor conversation area! Bright and airy carriage house, located behind main house on 3 acres in Lebanon, Ohio. Close to downtown Lebanon, Springboro, Waynesville and short drive to Kings Island. -Kings Island 11 miles -Warren County Sports Park 7 miles -Roberts Center Wilmington 20 miles -Caesar Creek State Park 10 miles

Nana's Nest in historic, quaint small town.

Charming apartment in historic downtown Wilmington. Romantic master bedroom with comfy pillow top king bed. Ensuite bathroom with shower, towels and simple necessities to feel like home. Relax with one of our great books or play a game, both are at your fingertips in the cozy living room. Enjoy the essentials in the kitchen complete with table settings for 4, coffee, tea & hot cocoa. A third guest can also enjoy the cozy sleeping nook with twin bed and a 4th guest on our roll-away bed.

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.

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.

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!

Trail M Horse Farm GH #4A

This guest house is one half of a 2000 sq. ft home. The two halves are completely separated and each have their own front and back entrance, sharing only the front hallway to reach their front doors. This side of the duplex is available with two bedrooms, two bathrooms, full kitchen. Large back divided patio for enjoyment and back yard. Perfect farm setting on a working horse farm. Pet friendly. We ask that you crate your dogs if they are to be left unattended.

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.

TC Home at WEC

Enjoy total privacy in this quiet country retreat across from the World Equestrian Center and minutes from the Roberts Center. Large backyard, fully equipped kitchen, and smart TVs in every bedroom and the living room. Perfect for horse show guests, families, or groups. Close to town for dining and essentials, with delivery options. Comfortable, convenient, and ideal for weekend getaways or longer stays.

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.

The Tuscan- 3 min from WEC

Private 1BR, 1BA guesthouse in a peaceful country setting with beautiful views. Sleeps 2. 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.