Wintergreen vacation rentals

Why visit Wintergreen

• Exceptional skiing: Wintergreen is renowned for its ski resorts, offering thrilling slopes and family-friendly options.
• Breathtaking mountain views: Experience stunning vistas and natural beauty throughout the region, perfect for outdoor lovers.
• Pleasant accommodations: Choose from charming vacation rentals, including cozy condos and rustic cabins for a memorable stay.
• Variety of activities: Engage in diverse outdoor pursuits, from golfing to hiking, ensuring fun for all ages.
• Culinary delights: Savor local cuisine at delightful restaurants that enhance your Wintergreen experience.

Popular types of accommodation in Wintergreen

Planning a getaway to Wintergreen? You’re in for a treat. Discover the charm of Wintergreen vacation rentals, including houses, cozy condos, and rustic cabins. Whether you're hitting the slopes at Wintergreen Resort or exploring the stunning outdoors, our selection of Wintergreen resort vacation rentals ensures you'll find the perfect home base for your adventure. Embrace the comfort and convenience of Wintergreen condos to make your stay memorable.

• Houses: The top choice for visitors, these spacious homes offer the comforts of home, perfect for families or groups seeking a memorable getaway in Wintergreen.
• Condos: A popular option for those who prefer modern amenities and convenient locations, ideal for couples or small families.
• Cabins: Experience the charm of rustic living in cozy cabins surrounded by nature, perfect for a serene retreat.
• Apartments: Comfortable and practical, these rentals provide a home-like atmosphere for solo travellers or couples.
• Cottages: Quaint and inviting, cottages offer a delightful escape, combining charm with a touch of wilderness.**

Top attractions near Wintergreen

Wintergreen, Virginia, is the perfect destination for adventure and sports enthusiasts, especially those keen on skiing. Visitors can explore a variety of attractions including ski resorts, museums, and historic houses. Whether you're seeking outdoor thrills or cultural experiences, Wintergreen offers something for everyone. Don't miss the chance to enjoy the Wintergreen ski area, dine at local restaurants, and discover family-friendly ski resorts in the area for an unforgettable vacation.

• Wintergreen Resort: Nestled 4.8km from Wintergreen, this ski resort offers thrilling winter sports and outdoor adventures. With its stunning slopes and vibrant atmosphere, it's perfect for both skiing enthusiasts and families seeking fun in the snow.
• Blue Ridge Parkway North Entrance: Located 16.1km away, this visitor centre is a gateway to breathtaking scenery and outdoor activities. It's an ideal spot for families to explore nature and embark on memorable adventures.
• Raven's Roost Overlook: Just 6.4km from Wintergreen, this picturesque lookout provides romantic views and outdoor excitement. It's a fantastic place for couples to enjoy the beauty of the Blue Ridge Mountains together.

Things to do recommended for couples

Planning a couple's getaway in Wintergreen? Enjoy skiing at Wintergreen Resort, just 4.8km away, or indulge in wine tasting at Hill Top Berry Farm & Winery, also 4.8km away. For a special experience, visit Veritas Vineyard and Winery, located 16.1km from Wintergreen.

Things to do recommended for families

Families will love the serene Sherando Lake Recreation Area, located 11.3km from Wintergreen. This beautiful spot offers wellness and relaxation vibes, perfect for picnics, hiking, and enjoying nature together.

Things to do recommended for groups

Experience the charm of Bold Rock Hard Cider for a refreshing drink, challenge your friends at Stoney Creek Golf Course, or embark on an adventure together at Reids Gap Trailhead for stunning scenery. Wintergreen offers the perfect blend of relaxation and outdoor fun for your group getaway.

What do I need to keep in mind when booking a vacation in Wintergreen

If you're planning a trip with friends, family, pets, or considering extended stays, it's important to prioritize your filters accordingly. Here are some helpful Vrbo booking tips to assist you.

• Traveling to Wintergreen with a group: Think about how many bedrooms you'll require, as well as features like a fully equipped kitchen or outdoor space for gatherings. Thankfully, you can easily filter for all of these options and more on Vrbo.
• Traveling to Wintergreen with young kids: Traveling with young kids can be quite the adventure. It's important to prioritize their comfort and safety, and to look for amenities that suit their age, like a private swimming pool. Additionally, thinking about how close you are to family-friendly attractions can make your trip even more enjoyable.
• Taking your pets with you to Wintergreen: For many families, a vacation isn't truly fulfilling without their furry companions. If this resonates with you, explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer amenities like feeding bowls and beds, ensuring that everyone feels comfortable and at home.
• Planning for a long term stay visiting Wintergreen: If you’re in search of vacation rentals offering discounts for stays of a month or more, you’ve come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly rental options. Don’t forget to include features like a parking spot, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in Wintergreen

Wintergreen, Virginia, is a fantastic destination for outdoor enthusiasts seeking ski adventures and breathtaking mountain views. During your visit, explore the picturesque golf courses and enjoy family-friendly activities in the scenic outdoor areas. This winter getaway offers a perfect blend of relaxation and recreation, allowing you to immerse yourself in both the vibrant atmosphere of the village and the serene beauty of the surrounding region.

• Nellysford: Nellysford is a charming city that serves as the gateway to Wintergreen, offering an exciting blend of outdoor adventure and picturesque landscapes. Known for its skiing opportunities, Nellysford attracts visitors seeking thrilling experiences on the slopes. Nearby ski resorts and fields provide ample chances for skiing and snowboarding. Additionally, the area is home to stunning local landmarks, including serene lakes and the expansive national state park, making it ideal for both winter sports enthusiasts and nature lovers. Whether you're hitting the slopes or exploring the natural beauty, Nellysford promises an unforgettable experience.
• Pedlars Edge: Nestled around Wintergreen, Pedlars Edge is a vibrant neighbourhood that shares the thrill of outdoor adventures. Visitors flock to this area for its outstanding skiing facilities, with accessible ski fields and resorts catering to all levels. The breathtaking surroundings include nearby lakes and a national park, providing a perfect backdrop for activities like hiking and wildlife viewing during the off-peak season. Pedlars Edge is a fantastic choice for those looking to immerse themselves in the beauty of Virginia while enjoying a variety of sports and recreational opportunities.
• Chestnut Springs: Located a mere 6.4km from Wintergreen, Chestnut Springs is an inviting neighbourhood that attracts adventure seekers and sports enthusiasts alike. Visitors can indulge in skiing experiences at the nearby resorts and enjoy the thrill of the ski fields. The area is enriched by local attractions such as tranquil lakes and the expansive national state park, offering a perfect escape into nature. Whether it's skiing in winter or exploring scenic trails in warmer months, Chestnut Springs provides a rich tapestry of experiences for every type of traveller.

Best time to go to Wintergreen

If you're planning a trip to Wintergreen, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from December to February, while off-peak times, like May to June and August tend to have fewer bookings and better deals.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	33.4°F (0.8°C)	Light Rain	Mostly Sunny	Moderately High	Slightly High
February	37.2°F (2.9°C)	Light Rain	Mostly Sunny	Moderately High	Slightly High
March	44.6°F (7.0°C)	Light Rain	Mostly Sunny	Average	Slightly Low
April	54.9°F (12.7°C)	Light Rain	Mostly Sunny	Average	Slightly Low
May	64.0°F (17.8°C)	Light Rain	Mostly Sunny	Moderately Low	Average
June	72.1°F (22.3°C)	Light Rain	Mostly Sunny	Moderately Low	Average
July	76.6°F (24.8°C)	Light Rain	Mostly Sunny	Average	Slightly Low
August	74.3°F (23.5°C)	Light Rain	Mostly Sunny	Moderately Low	Average
September	68.0°F (20.0°C)	Light Rain	Mostly Sunny	Average	Average
October	56.8°F (13.8°C)	Light Rain	Mostly Sunny	Average	Average
November	44.8°F (7.1°C)	Light Rain	Mostly Sunny	Average	Average
December	38.5°F (3.6°C)	Light Rain	Mostly Sunny	Moderately High	Slightly High

Booking with Vrbo is simple

Are you hoping to save on your next adventure? Being flexible with your travel dates can help, as prices can vary quite a bit. Additionally, booking a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides a convenient platform for you to plan new adventures, manage your itinerary, or review your reservations. Your saved or booked properties are neatly categorized into Potential, Upcoming, or Current Trips for easy access. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Why people love visiting beautiful Wintergreen

Enjoy the wineries and other features of Wintergreen. Travelers to this scenic city praise the mountain views, skiing and hiking. 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 and around Wintergreen

Do you want to discover attractions to visit while you're in town? Venture out of your cozy vacation rental and experience 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 center:

• Wintergreen Resort (3.2 mi / 5.1 km)
• Afton Mountain Vineyards (8.9 mi / 14.3 km)
• Veritas Vineyard and Winery (9.5 mi / 15.4 km)
• Lovingston Winery (11.5 mi / 18.5 km)
• Pippin Hill Farm & Vineyards (14 mi / 22.6 km)
• King Family Vineyards (15.4 mi / 24.7 km)

Exploring the natural landscape of Wintergreen

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Wintergreen is a great spot to appreciate mother nature. These are a few of the area's most stunning sights, all within 30 miles (48.2 km) of the city center:

• Sherando Lake Recreation Area (6.5 mi / 10.5 km)
• Crabtree Falls (10.1 mi / 16.3 km)
• Blue Ridge Parkway North Entrance (10.3 mi / 16.6 km)
• Rockfish Gap Entrance Shenandoah (10.8 mi / 17.4 km)
• Reids Gap Trailhead (4.8 mi / 7.8 km)
• Humpback Rocks (5.3 mi / 8.5 km)

Seasonal weather averages in Wintergreen

Travelers enjoy Wintergreen for its skiing. If you've planned your trip around snowy activities, consider visiting in January, December, February or March, when snowfall averages 1 inches and temperatures average 38°F.

Traveling to and around Wintergreen

The nearest airport is in Weyers Cave, VA (SHD-Shenandoah Valley Regional), located 26.2 mi (42.1 km) from the city center. If you can't find a flight that works for your travel itinerary, you can also fly into Charlottesville-Albemarle Airport (CHO), which is 30.3 mi (48.8 km) away.