Middletown vacation rentals

We found 367 vacation rentals — enter your dates for availability

your current months are April, 2024 and May, 2024.
April 2024
May 2024
Discover a selection of 12 homes and other vacation rentals in Middletown that are perfect for your trip. Whether you’re staying in a vacation home with friends, family, or even just your pets, you'll have the amenities you expect and more, which might include a hot tub and a washer and dryer. Whatever you're looking for, you're sure to find a rental for everyone's needs, including a place that is accessible or non-smoking.

Find spaces that suit your style

Condo/Apartment
Link to Condo/Apartment
  • Peace of mind
    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
  • More for less
    More space, more privacy, more amenities — more value

The friendly area of Middletown awaits your stay

Enjoy the entertainment and other features of Middletown. Travelers to this welcoming city praise the restaurants, shopping and bars. If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in and around Middletown

Are you searching for attractions to visit during your stay? Venture out of your cozy vacation rental and experience everything that Middletown has to offer. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • Hersheypark (7.3 mi / 11.8 km)
  • Hershey's Chocolate World (7.1 mi / 11.5 km)
  • ZooAmerica (7.4 mi / 12 km)
  • Ski Roundtop (12.1 mi / 19.5 km)
  • Mt. Gretna Lake & Beach (13.7 mi / 22.1 km)
  • Mount Hope Estate & Winery (16 mi / 25.8 km)

Exploring the natural landscape of Middletown

Whether you're an outdoor enthusiast or just want to appreciate the scenery, Middletown is a great place to spend some time outside. These are some of the area's most stunning sights, all within 30 miles (48.2 km) of the city center:

  • Indian Echo Caverns (4 mi / 6.4 km)
  • Hershey Gardens (7.9 mi / 12.7 km)
  • Susquehanna River (8.5 mi / 13.7 km)
  • Riverfront Park (8.7 mi / 14 km)
  • City Island (9.2 mi / 14.8 km)
  • Mt. Gretna Lake & Beach (13.7 mi / 22.1 km)

Traveling to and around Middletown

Fly into Harrisburg Intl. Airport (MDT), the closest airport, located 1.3 mi (2.2 km) from the city center. If you can't find a flight that works for your travel itinerary, you can also fly into Harrisburg, PA (HAR-Capital City), which is 6.6 mi (10.7 km) away.

If you're traveling by train, the main station is Middletown Station.

Frequently asked questions

What is the best area to stay in Middletown when booking a vacation rental?

If you're on you way to Middletown, Highspire is one of the most in-demand neighborhoods to stay. Whatever your travel style, Vrbo is bound to have a vacation home here that has everything you need.

What is the most popular type of vacation rental accommodation in Middletown?

Houses are the most popular style of vacation rental in Middletown, according to our data. Even if you have a different idea in mind, Vrbo has vacation homes in a variety of sizes and shapes. Filter our options to find your ideal match.

How much does it cost to rent a vacation rental in Middletown?

The average price for a vacation rental in Middletown is based on several factors, such as length of stay, season and property type. Whether you prefer a sprawling villa with space for the whole family or a comfy cabin for just you and the kids, just add your dates of travel to find stays with fantastic value.

How much does it cost to rent a beach house in Middletown?

When you travel and the size and style of the property will influence how much you'll pay for your beachside escape. Enter your Middletown travel dates to view your options on Vrbo. Did someone just say "hot tub"? Use our filters to pick the features and amenities you need.

Are there pet-friendly vacation rentals in Middletown?

Yes. You'll have your pick of six vacation rentals that cater to pets in Middletown. Many of our pet-friendly vacation rentals have space outdoors for your furry pal to run around in, doggie beds, complimentary treats and proximity to parks. Apply the "Pets allowed" filter to find a vacation home on Vrbo that's pawfect.

What are popular rental amenities in Middletown?

A barbecue grill, a firepit and a garden top the list of most popular rental amenities in Middletown. Whether you plan to go alone, with your better half or a bunch of friends, Vrbo will help you find a vacation home that suits your tastes with all the conveniences you're looking for.

Are there vacation rentals in Middletown that welcome kids?

Middletown has six family-friendly vacation rentals to choose from. And securing a stay that welcomes little ones is easy with our "Properties good for families" filter. On top of having the whole place to yourselves, you'll also get access to perks and amenities such as living rooms, full kitchens and private pools.

What are the top attractions for families in Middletown?

There are loads of fabulous things to do and see with the family in Middletown, such as:

  • Hersheypark
  • ZooAmerica
  • Whitaker Center for Science and the Arts

Are there vacation rentals with WiFi in Middletown?

Middletown has three vacation rentals with WiFi, so you'll be able to stay connected when you're away. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming TV shows with the family to writing and sending emails, these Vrbo homes make it a cinch to go online.

How can I find vacation rentals with air conditioning in Middletown?

Work out your travel dates and then use the filter tool to view vacation rentals with ac in Middletown on Vrbo. With six air-conditioned properties available, you can enjoy a cool and comfy stay.

How old do you have to be to rent a vacation rental in Middletown?

The minimum age is generally 16, 18 or 21. It can differ between properties on Vrbo, so look at the rules of your preferred Middletown stay before you book.

How long can I rent a vacation rental in Middletown for?

It's really down to the Middletown property. To browse available options offering extended stays, just enter your dates and guest number into the Vrbo search page. Look forward to having the whole place to yourself, along with home comforts like a full kitchen, air conditioning and a yard where the kids can burn off energy. Keep your eyes peeled for long-term stays that offer weekly or monthly discounts.