All Wintergreen, VA Chalets

39 available chalet rental offers

7 nights
2
1
  • airbnb
  • booking
  • hotelscom
  • vrbo
  • tripadvisor
  • expedia
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelopia
Wintergreen, VA chalets
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

Wintergreen, VA Chalets: no available offers. Here are other great options for your stay!

Casa Perfecta - Wintergreen, VA
10 46 reviews

Casa Perfecta

house, Wintergreen
This Laurelwood condo in Wintergreen Resort is situated less than 0.8 km from the Ski Lodge and a 2-minute walk from a convenience store, offering easy access to resort amenities.
The two-bedroom, two-bathroom property sleeps five guests and features a fully equipped kitchen, wood-burning fireplace, private deck with mountain views, and access to a community outdoor pool (summer only).
Tiny Luxury Retreat: Lake, Hikes, Brews & Vines - Wintergreen, VA
9.9 296 reviews

Tiny Luxury Retreat: Lake, Hikes, Brews & Vines

cabin, Nellysford
This unique tiny house is located in Nelson County, Virginia, just a short drive from wineries, breweries, and the stunning Blue Ridge Mountains. The property boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The 19 square metre cabin sleeps up to four guests and features a king-size bed, a second loft for relaxing or watching TV, and a fully equipped kitchen. Amenities include a wood-fired hot tub, a private pond, access to a larger lake, high-speed internet, and a free electric vehicle charger, making it perfect for a relaxing getaway.
Blue Rivers Loft On The Brew Ridge Trail - Wintergreen, VA
9.6 5 reviews

Blue Rivers Loft On The Brew Ridge Trail

apartment, Nellysford
This Nellysford studio flat enjoys a convenient location near Route 151, offering easy access to Afton's town centre, numerous breweries and vineyards, and is within a short drive (approximately 20-30 km depending on the specific location within Nellysford) of Shenandoah National Park and Wintergreen Resort.
The self-catering property sleeps three guests, features a fully equipped kitchenette, a queen-size bed, a private bathroom, air conditioning, and Wi-Fi, plus a garden offering stunning Blue Ridge Mountain views.
Stylish Studio Near Virginia Wine Trail | Sleeps 4 - Wintergreen, VA
10 2 reviews

Stylish Studio Near Virginia Wine Trail | Sleeps 4

studio, Nellysford
This Afton studio apartment is situated in the Blue Ridge Mountains, 0.8km from Paulie's Pig Out, 8.2km from Blue Mountain Brewery, and 11.1km from Bold Rock Cidery.
The 33-square-metre self-catering apartment sleeps four guests, offering two queen-size beds, a kitchenette with microwave and mini-fridge, a private bathroom, and access to shared fire pits and a 24/7 coffee bar.

Frequently asked questions about chalets in Wintergreen, VA

  • What’s the best one-day sightseeing plan for Wintergreen, VA?

    Start your day at the Wintergreen Resort, taking the scenic chairlift up to the summit for stunning views of the Blue Ridge Mountains. Afterwards, explore the shops and restaurants at the Wintergreen Village, and end your day with a delicious meal at one of the local restaurants.
  • What are the best chalets in Wintergreen, VA?

  • Which landmarks are the most popular in and around Wintergreen, VA?

    The most popular landmarks in and around Wintergreen are the Wintergreen Resort, with its scenic chairlift and ski slopes, the Devil's Backbone Brewing Company, known for its craft beers, and the Blue Ridge Parkway, offering breathtaking views of the mountains.
  • What are the best chalets for families and kids in Wintergreen, VA?

  • What wildlife might you spot near chalets in Wintergreen, VA?

    You might spot deer, squirrels, and birds like cardinals and blue jays near chalets in Wintergreen. You might also be lucky enough to see a black bear, but remember to keep a safe distance and never approach them.
  • What are the best pet friendly chalets in Wintergreen, VA?

  • Are there popular tourist attractions close to Wintergreen, VA?

    Yes, there are many popular tourist attractions near Wintergreen. The Blue Ridge Parkway is a scenic drive just a short distance away, and the Shenandoah National Park is also within easy reach. You can also visit the charming town of Charlottesville, which is home to the University of Virginia and Monticello, Thomas Jefferson's home.
  • What are the best chalets with parking in Wintergreen, VA?

  • Are there ski slopes near Wintergreen, VA for winter activities?

    Yes, Wintergreen Resort has 23 ski slopes and trails for all levels of skiers and snowboarders. There are also cross-country ski trails and snowshoeing opportunities.
  • What are the benefits of staying in a chalet when visiting Wintergreen, VA?

    Staying in a chalet offers privacy, space, and the convenience of a fully equipped kitchen. Chalets also often have stunning mountain views and access to resort amenities, making them a comfortable and enjoyable option for families and groups.

Popular destinations

©2026 cozycozy.com