Holiday rentals with outdoor seating in Wilmington

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!

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.

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.

Trail M Horse Farm Guest House #4

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. Only this side of the duplex is available on Airbnb with two bedrooms, two bathrooms, full kitchen, washer/dryer and satellite TV. Large back divided patio for enjoyment and back yard. Perfect farm setting on a working horse farm. Pets are welcome but must abide by house rules

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. 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

Cowan Cozy Cottage

Newly remodeled cottage nestled in the trees features all the comforts of your home in the middle of paradise. Located with direct access to Lake Cowan this cottage is also located within walking distance to the main south beach, hiking trails, great fishing holes and numerous picnic pavilions. As for taking in the local activities the Cowan Sailing club, Cowan State Park and World Equestrian Center are all located less than 5 minutes drive.

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.

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.

TC Home at WEC

A true home away from home. Quiet country setting with big back yard. You will have this place all to yourself! Directly across the street from WEC. Close to town to grab any essentials you may need. Stay in and have food delivered or use the brand new kitchen to make your own. Every bedroom equipped with smart TVs including the living room.