Middletown Vacation Rentals, Virginia: homes, house rentals & more

Scroll through and select from vacation rentals in Middletown to find one that's perfect for your trip. Whether you’re staying in a vacation home with a group or just with your pet, you'll have the amenities you expect and more, which might include parking and a garden. Whatever you're looking for, you'll find a rental to meet everyone's needs, including a place that is accessible or non-smoking.

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Find properties near top attractions in Middletown

Beautiful drive up to this plantation. You can take a tour of it as well.

Belle Grove Plantation

Find the best place to stay - Middletown

Shenandoah Sunset Sanctuary: Mountain View

Sleeps 6 · 3 bedrooms · 2 bathrooms

Enjoy 360 degree views of the wooded GW National Forest from your perch at Santi’s Lost Stream Cabin.

A-Frame Cabin Escape in George Washington Natl Forest, Lost River Area, WV

Sleeps 6 · 2 bedrooms · 2 bathrooms

Top rated rentals - Middletown

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Enjoy full kitchens, laundry, pools, yards and more
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Why people love visiting captivating Middletown

Enjoy the area's entertainment, churches and theater scene and make a vacation rental your home during your stay in Middletown. This city's riverfront, hockey games and bars draw many visitors. Many of our vacation rentals offer full kitchens, spacious living quarters, and sometimes even a hot tub for a relaxing getaway.

Activities and attractions in Middletown

Do you want to find attractions to see while you're in the area? Venture out of your cozy vacation rental and check out everything that Middletown has to offer. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city center:

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 looking for fun outdoor activities or just want to take in the scenery, Middletown is a great place to get out in nature. Here are a few of the area's most enchanting features, all within 30 miles (48.2 km) of the city center:

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 center.

Frequently asked questions

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

Different factors can influence what you'll pay for a vacation rental in Middletown, such as the length of stay, season and type of property. However, all our vacation 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 vacation home near the beach in Middletown depends on when you're traveling and the style and size of property you want. Find prices easily on Vrbo 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 Center
Cedar Creek and Belle Grove National Historical Park
Blue Ridge Arts Council and Gallery

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

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

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

The length of time you can book a vacation rental 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.