Sherando vacation rentals

We found 815 vacation rentals — enter your dates for availability

your current months are April, 2024 and May, 2024.
April 2024
May 2024
Scroll through and select from vacation rentals in Sherando to find one that's perfect for your trip. Whether you’re traveling with friends, family, or even pets, vacation rentals have the amenities you need and want for your stay, which might include WiFi and a washer and dryer. You'll be sure to find a rental to meet everyone's needs, including options that are accessible or non-smoking.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence guarantee gives you 24/7 support
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
  • More for less
    More space, more privacy, more amenities — more value
  • A place for everyone
    We stand for diversity, inclusion and families everywhere.
    Learn more

Find the perfect vacation rental for your Sherando getaway

The parks and other outdoor surroundings create an inviting atmosphere in Sherando. You'll find plenty to explore during your stay in the area. Are you looking for specific amenities for your getaway? Many of our vacation rentals feature full kitchens and laundry facilities.

Activities and attractions in Sherando

Are you searching for top things to see and do while you're in town? Venture out of your cozy vacation rental and check out everything that Sherando has to offer. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Afton Mountain Vineyards (4.6 mi / 7.4 km)
  • Wintergreen Resort (5.1 mi / 8.2 km)
  • Veritas Vineyard and Winery (5.3 mi / 8.5 km)
  • Stoney Creek Golf Course (7.1 mi / 11.5 km)
  • King Family Vineyards (12.2 mi / 19.6 km)
  • Pippin Hill Farm & Vineyards (15 mi / 24.1 km)

Exploring the natural landscape of Sherando

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Sherando 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 National Park (25 mi / 40.2 km)
  • Blue Ridge Parkway North Entrance (4.9 mi / 7.9 km)
  • Rockfish Gap Entrance Shenandoah (5.3 mi / 8.5 km)
  • Crabtree Falls (12.6 mi / 20.2 km)
  • George Washington National Forest (26.3 mi / 42.4 km)
  • Humpback Rocks (2.8 mi / 4.4 km)

Transportation options to and around Sherando

Fly into Weyers Cave, VA (SHD-Shenandoah Valley Regional), the closest airport, located 18.9 mi (30.4 km) from the city center. If you're unable to find a flight that fits your schedule, you might consider flying into Charlottesville-Albemarle Airport (CHO), which is 28.5 mi (45.8 km) away.

Frequently asked questions

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

The average price for a vacation rental in Sherando can vary depending on factors including property type, length of stay and season. Whether you're thinking about a sprawling villa with space for extended family or a cozy cabin for you and your other half, just add your dates of travel to find stays that offer great value.

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

When you travel and the style and size of the property will help determine the cost of your beachside escape. Enter your Sherando travel dates to view your available 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 features and amenities you want.

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

The minimum required age is typically 16, 18 or 21. It can change from one property to another on Vrbo, so look at the rules of your preferred Sherando vacation rental before booking your escape.

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

The amount of time you can rent a Sherando vacation rental for is down to each property. Simply put in your preferred travel dates to view options offering extended stays. They have all you require to make your extended vacation more comfortable and convenient, like air conditioning and kitchens. Some vacation homes might also offer weekly or monthly discounted prices, so you can stick around for longer for less.

More Vacation Rentals ideas

People also search for