Middletown holiday lettings

We found 233 holiday rentals — enter your dates for availability

Discover a selection of 33 homes and other holiday rentals in Middletown that are perfect for your trip. Whether you’re staying in a holiday home with a group or just with your pet, you'll find the amenities that you need and want, including Wi-Fi and parking. Whatever you're looking for, you'll be sure to find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

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The friendly city of Middletown awaits you

Learn about the unique charm of Middletown with a stay in a holiday home rental. This city is welcoming and relaxing, recognised for its shopping, restaurants and football matches. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in Middletown

Do you want to find attractions to visit while you're in the area? Venture out of your cosy holiday rental and experience everything that makes Middletown a fun place to get away to. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Kings Island (13.9 mi / 22.4 km)
  • Land of Illusion (3.5 mi / 5.7 km)
  • Miami Valley Gaming (6.2 mi / 9.9 km)
  • Heatherwoode Golf Club (9 mi / 14.5 km)
  • Spooky Nook Sports Champion Mill (11.3 mi / 18.2 km)
  • Courts4Sports (12.3 mi / 19.9 km)

Exploring the natural features in Middletown

Whether you're an active traveller or just want to spend some time taking in the scenery, Middletown is a great place to get out in nature. These are a few of the area's most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • Smith Park (0.7 mi / 1.1 km)
  • Warren County Sports Park (7.8 mi / 12.5 km)
  • Miamisburg Mound (9.9 mi / 15.9 km)
  • Voice of America MetroPark (10.8 mi / 17.4 km)
  • Cox Arboretum and Gardens Metropark (13.1 mi / 21.1 km)
  • Sharon Woods Park (16.2 mi / 26.1 km)

Transport to and around Middletown

The nearest airport is in Hamilton, OH (HAO-Butler County Regional), located 12.6 mi (20.3 km) from the city centre. If you're unable to find a flight that fits your schedule, you could book a flight to Dayton, OH (DAY-James M. Cox Dayton Intl.), which is 28.1 mi (45.3 km) away.

Frequently asked questions

What is the best area to stay in Middletown when booking a holiday rental?
When considering a holiday rental in Middletown, Ohio, the downtown area is an excellent choice. This vibrant neighbourhood offers a mix of historic charm and modern amenities, making it an attractive base for visitors. You'll find a variety of local shops, cafes, and restaurants, superb for enjoying the local cuisine and atmosphere.

One of the top attractions in the area is the Middletown Arts Centre, which showcases a range of artistic and cultural events, providing a glimpse into the local creative scene. Additionally, the nearby Smith Park is a lovely spot for outdoor activities, featuring walking trails and scenic picnic areas, ideal for families or anyone looking to relax in nature.

In terms of holiday rentals, the downtown area boasts a good selection of properties, suiting different preferences and budgets. This makes it convenient for travellers to find accommodation that suits their needs while being close to key attractions and amenities.
How much does it cost to rent a holiday home in Middletown?
Prices for holiday rentals in Middletown vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Middletown to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Middletown holiday house rentals?
You can find great discounts on house rentals in Middletown on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What is the most popular type of holiday rental accomodation in Middletown?
In Middletown, holiday houses are the most popular type of holiday rental, with around 68 available throughout the area. These properties typically feature multiple bedrooms, spacious living areas, and fully equipped kitchens, making them ideal for families or groups looking for a home-like environment. Additionally, there are several villas and apartments which offer alternative accommodations for those seeking a different style of stay.
Are there any family house rentals in Middletown?
In Middletown, Ohio, there are a variety of family-friendly house rentals available, with around 31 options to choose from. This charming city has a friendly setting and is conveniently located near several parks and recreational areas, making it ideal for families.

Many properties boast spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces great for children to play. Amenities such as Wi-Fi, air conditioning, and laundry facilities are typically included, ensuring a comfortable stay for visitors.

Families can also take advantage of nearby attractions like Smith Park, which features playgrounds and picnic areas, or explore the local shops and eateries to experience the community's unique charm.
Can I rent a holiday home with a pool or hot tub in Middletown?
In Middletown, Ohio, there are several holiday homes available for rent that feature pools and hot tubs, providing a refreshing option for travellers looking to unwind. The area offers a mix of residential neighbourhoods where these properties can be found, often equipped with amenities that enhance the comfort of your stay. Many rentals include private pools, spacious backyards for outdoor gatherings, and hot tubs for relaxing evenings. Additionally, fully equipped kitchens are common, allowing for convenient meal preparation.
Can I find long-stay holiday rentals in Middletown?
A long-stay holiday rental in Middletown is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Middletown?
In Middletown, Ohio, there are some pet-friendly house rentals available, with a total of 16 options for travellers seeking accommodation that welcomes pets. Many of these homes typically feature spacious layouts ideal for families or groups, often including amenities such as fully equipped kitchens, comfortable living areas, and outdoor spaces where pets can roam.

The city boasts several nearby parks, superb for those travelling with pets. For example, the expansive Smith Park offers walking trails and open green spaces, ideal for daily walks and outdoor play. Additionally, the nearby Lefferson Park provides further opportunities for recreation, with amenities that cater to both humans and their furry companions.
Are there any remote work holiday rentals in Middletown?
In Middletown, Ohio, there are numerous remote work-friendly holiday rentals available, with around 62 options to choose from. Many of these properties are equipped with essential amenities for those looking to work remotely, including free Wi-Fi in rooms and dedicated workspaces, ensuring a comfortable and productive environment.

Rentals often come with additional features such as fully equipped kitchens, allowing guests to prepare meals at their convenience, and some may even include outdoor spaces for relaxation during breaks. The town is well-positioned for those who want to explore local attractions, with parks and recreational areas nearby for leisure activities after working hours. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Middletown holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Middletown with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Middletown?
In Middletown, popular rental amenities include fully equipped kitchens, making it convenient for guests to prepare their own meals. Many properties also offer onsite parking, which is a great advantage for those travelling by car. Additionally, you can expect coffee and tea makers in most rentals, ensuring that you can enjoy a warm beverage whenever you like. For families, many accommodations come with travel cribs, providing a comfortable sleeping option for little ones. Some rentals also feature gardens, allowing guests to relax outdoors and enjoy the fresh air.
When is the best time to visit Middletown for a holiday rental?
The peak season for holiday rentals in Middletown is during the summer months, particularly from June to August. This vibrant period attracts families and travellers looking to enjoy the warm weather and an abundance of local events, including outdoor festivals and community gatherings. July stands out as the most popular month, with a lively option that encourages exploration and socialising.

During these summer months, temperatures typically range from the mid-teens to low 30s Celsius, making it ideal for outdoor activities such as hiking and picnicking in nearby parks. The abundance of sunshine allows visitors to fully appreciate the beauty of the surrounding area, with plenty of opportunities for sightseeing and enjoying the local culture.

For those considering a more budget-friendly option, visiting in December can offer its own charm, with festive decorations and a quieter atmosphere. While this month falls outside the peak season, it provides a great experience to enjoy holiday events and the picturesque winter landscape.

Ultimately, the best time to visit Middletown will depend on your preferences for bustling summer activities or the tranquil charm of the winter season.
How early should I book a Middletown holiday rental?
Book your Middletown holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Middletown?
In Middletown, Ohio, visitors can explore several attractions that showcase the area's local charm. The historic downtown area is a focal point, featuring unique shops, cafes, and the Middletown Arts Centre, which hosts various exhibitions and events throughout the year.

For outdoor enthusiasts, Smith Park offers beautiful green spaces, walking trails, and picnic areas, making it an ideal spot for families and those looking to enjoy nature. The nearby Atrium Medical Centre also has a community garden that adds to the local scenery.

Another top attraction is the Middletown Historical Society, where visitors can learn about the city's rich history through exhibits and local artefacts. Additionally, the nearby Great Miami River provides opportunities for outdoor activities such as fishing, kayaking, and cycling along scenic trails.
Can I change or cancel my Middletown home rental booking on Vrbo?
To find Middletown holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Middletown holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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