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Middletown holiday rentals

We found 82 holiday rentals — enter your dates for availability

your current months are April, 2024 and May, 2024.
April 2024
May 2024
Scroll through and select from holiday rentals in Middletown to find one that's perfect for your trip. Whether you’re staying in a holiday home with friends, family or even just your pets, you'll find the best amenities for hanging out with the people that matter most, which might include parking and a hot tub. At the end of the day, you'll be sure to find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.

Find spaces that suit your style

  • 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, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Why people love visiting captivating Middletown

Enjoy the area's entertainment, churches and theatre scene with a rental holiday home in Middletown. This city's riverfront, hockey games and bars draw many visitors. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in Middletown

Are you hoping to find things to do in the city? Venture out of your cosy holiday rental and check out everything that Middletown has to offer. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Dinosaur Land (7.9 mi / 12.7 km)
  • Rock Harbor Golf Course (11.3 mi / 18.1 km)
  • Blue Ridge Shadows Golf Club (5.7 mi / 9.1 km)
  • Virginia River Trips (9.3 mi / 14.9 km)
  • Secret Passage Ranch (9.3 mi / 15 km)
  • Glen Manor Vineyards (13.1 mi / 21.1 km)

Exploring the natural landscape of Middletown

Whether you're an active traveller or just want to appreciate the scenery, Middletown is a great place to get outside. Here are some of the area’s most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • Shenandoah River (7.6 mi / 12.2 km)
  • Skyline Caverns (9.4 mi / 15.2 km)
  • Front Royal Entrance Shenandoah National Park (9.8 mi / 15.8 km)
  • Dickey Ridge Visitor Center (11.6 mi / 18.7 km)
  • Jim Barnett Park (12.3 mi / 19.7 km)
  • Shenandoah River State Park (12.4 mi / 19.9 km)

How to get to and around Middletown

The nearest airport is in Martinsburg, WV (MRB-Eastern West Virginia Regional), located 30.4 mi (48.9 km) from the city centre.

Frequently asked questions

How much does it cost to rent a holiday home in Middletown?

Different factors can influence what you'll pay for a holiday home in Middletown, such as the length of stay, season and type of property. However, all our holiday homes have one thing in common — amazing value. Simply enter your travel dates to find your ideal escape.

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

The average price for a holiday home near the beach in Middletown depends on when you're travelling and the style and size of property you want. Find prices easily on Stayz by entering your travel dates and destination. Then use our handy filter tool to pick the number of bedrooms and amenities that you prefer, such as WiFi, a pool and air conditioning.

What are the top attractions for families in Middletown?

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

  • Front Royal Visitors Centre
  • Cedar Creek and Belle Grove National Historical Park
  • Blue Ridge Arts Council and Gallery

How old do you have to be to rent a holiday home in Middletown?

We advise checking with the Middletown holiday home you're looking at on Stayz as the minimum age varies. However, it's normally 16, 18 or 21.

How long can I rent a holiday home in Middletown for?

The length of time you can book a holiday home in Middletown varies according to the property. Just enter your selected dates to view a list of options offering extended stays. With plenty of amenities like washing machines and air conditioning, as well as some offering discounted weekly or monthly prices, you're sure to get a perfect place to call your home away from home in Middletown.

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