Pet-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

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.

Rossburg Tavern (1800’s)

This house was built in the early 1800's as part of a small town "Rossburg" that no longer exists and is reported to have been a Tavern. This is one of the last remaining structures for this town along with the barn and house across the street. The house sits on one acre of land surrounded by farmland, so you'll have opportunity to relax by a campfire, enjoy the unique architecture of the house, or explore the wide variety of entertainment options all within 20 minutes of the house.

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.

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.

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.

Heartland - 2nd Floor Upper Level

Kick back and relax in this calm, stylish space. We invite you to exlore this hidden gem just outside of Tipp City, OH. Guests will enjoy a private bedroom, bathroom, kitchen, living area, and designated patio space all to themselves. Guests will enjoy the tranquil atmosphere and beautiful natural landscape with nearby biking or hiking trails. Grill out, make a fire, enjoy peaceful walk on the labyrinth and so much more.

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.