Pet-friendly vacation rentals in Middletown

✪☆★✪ Cindy's Super Ranch Home ✪★☆✪

This is a great home for a family to come together and stay. This neighborhood is family-friendly and very quiet. We are close to Kings Island, Top Golf, Main Event, outlet shopping, and the Western & Southern Open. There are two bedrooms that can be accessed without steps for anyone in your party who may need one-level living. However, there are three additional bedrooms in the basement that would require access via steps. Please reach out with any questions as we are happy to assist you.

Hanover Gardens

15 minutes or less from Miami University, Spooky Nook, Hanover Winery, Hanover Reserve, Lake Lyndsay, and Hueston Woods. Welcome to your inviting retreat nestled between the vibrant towns of Oxford and Hamilton, Ohio! Our delightful home features 4 comfortable bedrooms, 2 full bathrooms, 2 half bathrooms, and an arcade room. . Whether you're here to relax, explore, or enjoy local events and attractions, we're excited to welcome you and ensure that your visit fulfills all your expectations.

Songbird House ~ Centrally Located

Welcome to Songbird House – A Charming Historic Stay in the Heart of Lebanon, OH This beautifully restored pet-friendly home offers the perfect escape for a couples retreat, family getaway, or girls’ trip. Located in downtown Lebanon, you’re steps from unique shops, cafés, and top events in Warren County, Ohio’s Largest Playground. Relax in the beautiful gardens, take a stroll through the neighborhood or explore nearby festivals, concerts, and fairs. Comfort, charm, and convenience awaits.

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

Centerville Mountain House

Welcome and enjoy your trip in one of Dayton's best neighborhoods! Direct access to downtown Dayton as well as UD and Wright State. There is so much available at your fingertips. Wake up and grab a coffee at Coffee Hub Centerville and breakfast at Bill's Doughnuts or My Favorite Muffin. Stop by Dorothy Lane Market, or Kroger to get your groceries. Take a walk through the neighborhood to Pleasant Hill Park. This house is the perfect home away from home for you and your family to enjoy!

Sunesi Guest House

Welcome to our charming guest house nestled in a peaceful neighborhood, located minutes from Kings Island. Our guest house features 4 bedrooms, 2 1/2 baths & perfect for families or groups of friends. All bedrooms boast beds with plush bedding and smart TVs. Relax and unwind in the inviting shared areas with comfortable couches and smart TVs for entertainment. Fully equipped kitchen with modern appliances and island counter space. I have a doorbell camera monitoring my front door.

StayStonybrook - Fairfield Township

Spacious 4BR / 2BA Home in Fairfield Township—perfect for families, groups, and extended stays. Enjoy a huge backyard, pet-friendly comfort, and plenty of room to relax after a day of exploring. Sleeping Arrangements • King bedroom • Queen bedroom • Full bedroom • Twin bedroom with desk (great for work or kids) ✔ Two full bathrooms ✔ Large, fenced backyard ✔ Less than 20 minutes to Kings Island Comfort, space, and convenience—all in one stay.

The Riverview Townhome, Downtown Skyline View

Exciting, fun, and cozy townhome built in 1883 with tranquil views of the downtown skyline and the Great Miami River in a charming, historic district near downtown. The RiverScape Metropark, The Levitt Pavilion, and multiple bars/restaurants are within walking distance. The excitement of the vibrant Oregon District is also within minutes, whether walking or driving. Both WPAFB and Wright State University are an easy 10-15 minute drive!

New home & huge yard! 3-bd, 2 baths with game room

Enjoy our spacious master bedroom, brand new furniture, peaceful backyard with a 2 person hot tub, BBQ grill, fully equipped kitchen, game room, convenient parking, and 3 spacious bedrooms. We have everything you need to stretch your legs and relax. Ideal for visiting sights in Cincinnati (25 min) or Dayton (15 min) as well as King's Island (15 min). Close to shops, restaurants, and entertainment. Kids and families are welcome!

1st Floor Completely Remodeled with King & Queen

First Floor Completely Remodeled 2 Bed 1Bath in a quiet 4 unit building. King & Queen Beds, Pet Welcomed! Washer & Dryer. Everything is brand new, including all new appliances. Reserved Parking, Cozy and comfortable and well stocked. Centrally located between Cincinnati & Dayton, 2 miles from I-75. Close to Kings Island, Casinos, Lebanon Sports Complex, Outlet Malls, Flea Markets, great for Cincinnati & Dayton events.

Four Mile Creek Cottage - Countryside Getaway

Relax and unwind with the whole family at this peaceful countryside getaway. Situated on 4 acres of woodlands greenery, directly overlooking Four Mile Creek, the cottage is tucked away from city noise yet super accessible: 5-minute drive to Spooky Nook Champion Mill and Downtown Hamilton, 15-minute drive to Miami University and Uptown Oxford, 50-minute drive to Cincinnati, 1-hour drive to Dayton, Ohio.

Cozy Cottage with Gazebo Just off I71

Escape to our charming, pet-friendly Countryside Cottage for up to 6 guests! Near Kings Island & historic Lebanon, this cozy home is the perfect family getaway. Enjoy a relaxing massage chair, electric fireplace, a beautiful gazebo with a fire table, and a fully equipped kitchen. Experience a perfect blend of country peace and convenient access to local attractions.