Middleway vacation rentals

We found 290 vacation rentals — enter your dates for availability

your current months are May, 2024 and June, 2024.
May 2024
June 2024
Scroll through and select from vacation rentals in Middleway to find one that's perfect for your trip. Vacation rentals provide the amenities you need and want for your family, friends, or furry companion, such as parking and a hot tub. You're sure to find a rental that has what everyone needs, including places that are non-smoking or accessible.

Find spaces that suit your style

Houses

Houses
  • 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

Book a vacation rental for your Middleway getaway

Learn about the unique charm of Middleway with a stay in a private vacation home. There's no shortage of things to see and do in the area.Are you looking for specific amenities for your getaway? Many of our vacation rentals feature full kitchens and laundry facilities.

Sightseeing in and around Middleway

Are you searching for attractions to see while you're in the area? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that Middleway has to offer. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Summit Point Motorsports Park (4.6 mi / 7.3 km)
  • Hollywood Casino at Charles Town Races (7 mi / 11.2 km)
  • Sleepy Hollow Country Club (9 mi / 14.4 km)
  • 868 Estate Vineyards (13.9 mi / 22.4 km)
  • Breaux Vineyards (14.6 mi / 23.4 km)
  • Bluemont Vineyard (16.3 mi / 26.2 km)

Exploring the natural features in Middleway

Whether you're looking for fun outdoor activities or just want to take in the scenery, Middleway is a great place to get out in nature. These are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city center:

  • Shenandoah Lake Beach (11.1 mi / 17.9 km)
  • Jim Barnett Park (12.7 mi / 20.5 km)
  • Shenandoah River (27.2 mi / 43.7 km)
  • Chesapeake and Ohio Canal (8.6 mi / 13.9 km)
  • Catoctin Valley (22.7 mi / 36.5 km)
  • South Mountain State Park (26.3 mi / 42.3 km)

Transportation options to and around Middleway

The nearest airport is in Martinsburg, WV (MRB-Eastern West Virginia Regional), located 7.1 mi (11.5 km) from the city center. If you can't find a flight that works for your travel itinerary, you could book a flight to Hagerstown, MD (HGR-Hagerstown Regional), which is 30.8 mi (49.6 km) away.

Frequently asked questions

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

According to our research, houses are the most sought-after type of vacation rental in Middleway. But of course, everyone's idea of an epic stay isn't the same. Vrbo has vacation rentals of all shapes, sizes and budgets, and we'll help you discover the perfect fit.

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

The average price for a vacation rental in Middleway can vary depending on factors like length of stay, season and property type. Whether you'd like a sprawling house with room for friends and family or an apartment ideal for just you and the kids, just add your travel dates to see stays with fantastic value.

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

When you travel and the style and size of the property will determine the cost of your beachside vacation rental. Put in your Middleway travel dates to see your options on Vrbo. Looking for a backyard so the kids can run around, or a pool to keep them busy? Use the filters to choose the amenities and features you want in your beach house.

Are there pet-friendly vacation rentals in Middleway?

With two properties that welcome pets, your furry best friend can join in on your Middleway getaway. Use our filter tool to browse our pet-friendly vacation rentals and find your pawfect pad on Vrbo.

What are popular rental amenities in Middleway?

The most popular rental amenities people are searching for in Middleway are a firepit, an oven and off-street parking options. Whether you're taking a trip with family, your besties or even pets, Vrbo vacation rentals feature the best amenities for hanging out with the people closest to you.

Are there vacation rentals in Middleway that welcome kids?

Gather your whole crew for a fun-filled adventure in Middleway at one of our two family-friendly vacation properties. These stays come with amenities that are suitable for trips with children, such as full kitchens, multiple bedrooms and entertainment units. Simply click on the "Properties good for families" filter box and book your favorite.

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

Middleway has two vacation rentals where you can relax in air-conditioned comfort. To find a stay on Vrbo that offers this amenity, enter your dates of travel and use the filters to select the "air conditioning" box.

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

You should check with the Middleway vacation property you want on Vrbo as the minimum age differs. However, it's generally 16, 18 or 21.

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

The amount of time you can rent a Middleway vacation home for differs depending on the property. Just tap in your travel dates to see available options that offer extended stays. They have all the things you need to make your extended getaway more enjoyable such as kitchens and air conditioning. Some Vrbo vacation properties may also offer weekly or monthly discounted prices, so you can stick around for longer for less.