Holiday rentals with outdoor seating 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.

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.

The Tuscan-1.3 miles to W.E.C.

The Tuscan is unique, offering amenities seldom found in our area. Located 1.4 miles from the World Equestrian Center and 3 miles from Lake Cowan, to name a few, there is plenty to see and do within minutes of our location. Relax on your private deck or stay in and watch a movie on the Samsung Smart TV. Enjoy a serene country setting with tremendous views from every window. A great place to get away from it all. Once you stay, you will want to come back for another visit soon.

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.

Charming Pet Friendly Farmhouse

Welcome to our charming 3-bedroom, 1-bathroom farmhouse, nestled in the fields just outside of Blanchester, Ohio. This entire house is a cozy retreat, perfect for a relaxing getaway with family or friends. With a picturesque setting, a fenced yard for your beloved pets, and stunning views of 25 acres of lush farmland, you'll experience the tranquility of rural living while still being conveniently close to nearby cities.

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.

Home in Xenia

Welcome to the Heart of Xenia - entire home in a Xenia neighborhood. Located in the "heart of Xenia" with an intentional focus on all things Xenia. We want you to truly experience our City during your stay! Minimally, but tastefully decorated to create a calm, welcoming atmosphere and make you feel right at home. Located near downtown, bike trails, 4 Paws for Ability, and more.

Turtlecreek Farm Retreat

Small working farm; quaint setting in Lebanon, Ohio. Used as a guest house for visiting family and friends. Private residence, one bedroom with upscale accommodations. King bed, full bath and kitchen. Conveniently located off 71 N in Tri-state area (OH/IN/KY).

2 Bedroom House on Wayne

Take a break and unwind at this peaceful oasis. This home is a short driving distance to multiple grocery stores, restaurants and entertainment. It is also only 4 miles from the World Equestrian Center!