Middletown vacation rentals

We found 252 vacation rentals — enter your dates for availability

Discover a selection of 36 homes, 16 apartments, and other vacation rentals in Middletown that are perfect for your trip. Whether you’re staying in a vacation home with a group or just with your pet, you'll find the amenities you need and want, which might include a pool and a washer and dryer. Whatever you're looking for, you're sure to find a rental that has what everyone needs, including accessible or non-smoking choices.
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The friendly city of Middletown awaits you

Experience the unique character of Middletown with a stay in a vacation home rental. This city is welcoming and relaxing, recognized for its shopping, restaurants and soccer games. Whether you're planning a family holiday, romantic stay or friends trip, vacation rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in Middletown

Do you want to find things to do during your stay? Venture out of your cozy vacation rental and experience everything that makes Middletown a fun spot to vacation. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • 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)
  • Spooky Nook Sports Champion Mill (11.3 mi / 18.2 km)
  • Courts4Sports (12.3 mi / 19.9 km)
  • Great Wolf Lodge Cincinnati Mason (13.4 mi / 21.6 km)

Exploring the natural features in Middletown

Whether you're an outdoor enthusiast or just want to appreciate the scenery, you'll be sure to find the perfect setting for your vacation in Middletown. Here are some of the area’s most enchanting sights, all within 30 miles (48.2 km) of the city center:

  • 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)
  • Pyramid Hill Sculpture Park (13.7 mi / 22 km)

Transportation 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 center. If you can't find a flight that's convenient for your trip, you could also fly into Dayton Intl. Airport (DAY), which is 28.1 mi (45.3 km) away.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Middletown?
According to our research, cabins are the most sought-after property type in Middletown. But naturally, everyone’s idea of the perfect stay will differ. Vrbo has vacation rentals with every shape, size and budget in mind, so you’re sure to discover the perfect fit.
How much does it cost to rent a vacation rental in Middletown?
The average price for a vacation home in Middletown is based on several factors, including property type, length of stay and time of year. Whether you’re thinking about a sprawling villa with lots of space or a quaint cottage just enough for two, just enter your travel dates to see stays that offer great value.
How much does it cost to rent a beach house in Middletown?
Prices for beach houses in Middletown can differ depending on the size and style of the property and time of year you’re traveling. Simply enter your dates of travel into Vrbo and the number of guests to view available options and prices. From there you can use the filters to narrow your search by amenities, nearby activities, ratings and more.
Are there pet-friendly vacation rentals in Middletown?
With 27 vacation rentals that welcome four-legged guests, your little buddy can also come along on your Middletown break. Use our filter tool to browse our pet-friendly vacation rentals and find a vacation home that’ll set tails wagging on Vrbo.
Can I rent a house with a pool in Middletown?
Dig out your swimsuit and inflatable unicorn, because there are five houses with a private pool in Middletown. Make a booking at one of these terrific vacation homes and every day can be a pool day. Simply enter your travel dates into Vrbo, then check the “pool” filter to find the ideal place for a splashing good time!
What are popular rental amenities in Middletown?
When it comes to rental amenities that people search for in Middletown, tennis, a fireplace and a barbecue grill are at the top of the list. With Vrbo vacation rentals, you’ll discover options to suit your style and taste, whether you’re on a trip with relatives, friends or even pets.
Are there large group vacation rentals in Middletown?
With seven vacation rentals that can host 10 or more people in Middletown, you won’t have to keep anyone off the invite list. From fun family vacations to special events like birthday parties and weddings, Vrbo will help you find a large group rental that fits the occasion.
Are there vacation rentals in Middletown that welcome kids?
Gather the whole crew for a fun-packed adventure in Middletown at one of our 26 family-friendly vacation properties. Lots of these stays come with conveniences that are suitable for trips with the kids, including dining rooms, bunk beds and swimming pools. Simply check the “Properties good for families” filter and select your favorite.
What are the top attractions for families in Middletown?
Keeping the kiddos entertained during your Middletown vacation is a cinch with these awesome family-friendly attractions:

  • Middletown Lyric Theatre
  • Sorg Opera House
  • Land of Illusion

Are there vacation rentals with WiFi in Middletown?
You can choose from 12 vacation rentals with WiFi in Middletown. If you’d like to disconnect from daily life during your escape, but still want to be connected to the internet, these properties have what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find vacation rentals with air conditioning in Middletown?
Middletown has 27 vacation rentals where you’ll be able to wind down in air-conditioned comfort. To book a stay on Vrbo that comes with this amenity, enter your preferred travel dates and use the filters to select the “air conditioning” box.
How old do you have to be to rent a vacation rental in Middletown?
The minimum required age is normally 16, 18 or 21. It can vary between properties on Vrbo, so check the rules of your preferred Middletown vacation home before booking your trip.
How long can I rent a vacation rental in Middletown for?
It’s down to the Middletown property. To see all available options offering extended stays, simply enter your travel dates and guest number into Vrbo. You can enjoy having the entire property to yourself, along with the comforts of home like a fully-equipped kitchen and a backyard where your little ones can play. Be on the lookout for long-term stays that offer discounted weekly or monthly prices.
Does Vrbo offer discounts for vacation homes in Middletown?
Whether you’ve got your eye on one of our newly listed homes, or one of our weekly or monthly discounts on vacation rentals, you’re sure to find some fabulous deals and discounts on Vrbo. From short stays to extended getaways, we’ve got the perfect space for your next Middletown escape.

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