Family-friendly holiday rentals in Wilmington

Studio Neutral Chic near Kettering Hospital, Shopp

Come enjoy this quaint unit in Kettering...close to shopping, restaurants, hospitals and city attractions! King size bed, washer/dryer, balcony and tranquil essential oil diffuser will help set the mood and relax you during your stay! Walk or drive to various local and chain restaurants. 9 min drive to Kettering Hospital (main campus)...5 minute drive to The Fraze Pavillion, The Greene Towne Centre. Visit Downtown Dayton/ Oregon District within 15 minutes. Hike Clifton Gorge in Yellow Springs

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!

Chicken Coop Extraordinaire

Come roost in our chicken coop! DIRECT ACCESS TO OUR NATION'S LARGEST NETWORK OF PAVED TRAILS! Bike available to borrow. Boat available for a moonlit cruise. Our 1800's homestead was a stop on the Underground Railroad & a land grant to a Revolutionary War Veteran. Modern amenities with 1 bedroom & roll away bed for an additional guest. Complete kitchen with milk, juice, oatmeal & farm fresh eggs! Campfire & gas grill available. Trailer parking. Shuttle to nearby restaurants for cyclists.

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.

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!

House on the Lane-Rural Studio Apartment

We invite you to spend a quiet, restful evening in our updated studio apartment, situated in the heart of Ohio's commercial agriculture. The studio has easy access to Cedarville, Springfield, London and the Ohio Erie bike path. Needing a place to lay your head or unwind from the busyness of life? We welcome you to the sights, sounds, smells, and rhythms of rural country living where you can enjoy the night sky, and peaceful songbirds. Pets are welcome with an enclosed backyard.

Trail M Horse Farm GH #3

This unique modern studio apartment is located on the corner edge of a working horse farm, Trail M Farm. Guest can see horses in the field or take a walk on the many trails that surround the farm. Circle drive for easy access to the road. Located 2 miles south of Wilmington, Ohio. Also 4 miles from WEC (World Equestrian Center) and 8 miles from Robert's Center. Pet friendly, 2 dog limit & well behaved in house. We ask that you crate your dogs if they are to be left unattended.

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

The Loft, updated 1/2025 is a unique space located 1.4 miles from the W.E.C., 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 55" 4k 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.

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.

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.