Pet-friendly vacation rentals in Middletown

Private charming home w Fenced yard and fire pit

Chic Boutique is a lovely home in the heart of Dayton. Close to downtown, University of Dayton and both Miami Valley and Kettering hospitals. Our home is completely renovated and ready for your family to enjoy. We also have a fenced yard and parking in the driveway as well as on the street. You will love the private outdoor space for BBQ's or a cozy night lounging around the firepit. The kitchen is fully stocked for meal prep, and the kitchen table expands to seat 8 people. Relax and Enjoy!

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 Cozy Cottage

Very charming, convenient, and safe home located in the heart of the historical district of Centerville, and within walking distance to everything from shopping and restaurants to parks, mini golf, indoor swimming pools, nature hikes, and nightlife! It's a perfect mix between convenience and privacy with a big back yard that offers a quiet habitat for wildlife as well as having space to play and relax. *Reach out about Long term stays!

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!

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.

Beautiful 3 Bedroom home next to Kings Island

Spacious home, minutes from Kings Island and Great Wolf Lodge! Our newly remodeled home has three bedrooms, two full baths, and a cozy nook that can also sleep one person. The partially fenced backyard has a large deck with a table. Smart entry and professional cleaning service after every stay. Make some memories at this unique family-friendly place!