Discover a selection of 419 holiday rentals in Wintergreen that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo holiday homes have the best amenities for hanging out with the people that matter most, including pool and internet/WiFi. Prices start at £ 111 per night, and houses and cabins are popular options for a stay in Wintergreen. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Wintergreen
Destination guide

Scenic Wintergreen will entice you

Enjoy the wineries and other features of Wintergreen. Travellers to this scenic city praise the mountain views, skiing and hiking. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.


Activities and attractions in Wintergreen

Do you want to discover attractions to see during your stay? Venture out of your cosy holiday rental and check out everything that Wintergreen has to offer. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Wintergreen Resort (1.7 mi / 2.8 km)
  • Stoney Creek Golf Course (1.9 mi / 3 km)
  • Hill Top Berry Farm & Winery (3.7 mi / 6 km)
  • Cardinal Point Vineyard and Winery (8.2 mi / 13.1 km)
  • DelFosse Vineyards and Winery (8.3 mi / 13.4 km)
  • Mountain Cove Vineyards (8.6 mi / 13.9 km)

Seasonal weather averages in Wintergreen

Travellers enjoy Wintergreen for its skiing. To make the most of the cold weather activities, you might consider visiting in January, December, March or July, when snowfall averages 3.13 inches and temperatures average -5°F.

Natural features

Exploring the natural landscape of Wintergreen

Whether you're looking for exciting outdoor activities or just want to take in the scenery, Wintergreen is a great spot to appreciate mother nature. These are a few of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Sherando Lake Recreation Area (5.2 mi / 8.4 km)
  • Blue Ridge Parkway North Entrance (9.5 mi / 15.3 km)
  • Rockfish Gap Entrance Shenandoah (9.9 mi / 16 km)
  • Viette's Gardens (15.7 mi / 25.3 km)
How to get there

How to get to and around Wintergreen

The nearest airport is in Weyers Cave, VA (SHD-Shenandoah Valley Regional), located 25.1 mi (40.4 km) from the city centre. If you're unable to find a flight that fits your schedule, you can also fly into Charlottesville, VA (CHO-Charlottesville-Albemarle), which is 30.4 mi (49 km) away.

Can I find a vacation rental around Wintergreen?

Yes, our 2021 property listings offer a large selection of 419 vacation rentals near Wintergreen. From 243 houses to 44 cabins, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Wintergreen for a holiday or a weekend are on Vrbo.