Wintergreen Resort Vacation Rentals

Wintergreen Resort sits in the Blue Ridge Mountains of Nelson County, Virginia, about 45 minutes from Charlottesville. It's a four-season mountain community with skiing in the winter, golf and hiking in the summer, and some of the best fall foliage on the East Coast. Our Wintergreen vacation rental puts you right in the middle of it, with a hot tub, a fireplace, and enough room for the whole family or group.

A Mountain Escape for Every Season

Winter brings skiing, snowboarding, and Virginia's largest tubing park at The Plunge. Summer opens up Discovery Ridge, an adventure park with zip lines and aerial courses, along with tennis, pickleball, and mini golf. In spring and fall, the trails around Devils Knob and Blackrock offer waterfall views and quiet stretches of wilderness, with access to the Blue Ridge Parkway for longer day hikes.

Golf at the Highest Course in Virginia

Devils Knob Golf Course sits at more than 3,800 feet, making it the highest golf course in the state. The elevation keeps temperatures 12 to 18 degrees cooler than the valley below, so you can play through the summer heat in comfort, with mountain views on nearly every hole.

The 151 Wine & Brewery Trail

About 25 minutes from the resort, Route 151 is lined with wineries, a distillery, and a brewery, including Veritas Vineyard and Winery, Afton Mountain Vineyards, Silverback Distillery, and Stable Craft Brewing Company. It's an easy half-day trip for anyone who wants a break from the slopes or trails.

Shenandoah National Park Nearby

Shenandoah National Park and Skyline Drive are within reach for a day trip, with overlooks, waterfalls, and additional hiking trails that pair well with a longer mountain stay.

Our Wintergreen Property

Our Family Retreat sleeps up to 14 guests across 6 bedrooms and 3 bathrooms, with a hot tub, a fireplace, a game room, and multiple firepits for evenings outside. It's pet-friendly, so the whole family can come along.

View Our Wintergreen House

Best Time to Visit

Ski season runs roughly December through March, wine trail and hiking weather is best from late spring through fall, and October brings some of the resort's most popular weekends for foliage. Book early for winter holiday weeks and October weekends, both tend to sell out.