Vacation rentals in Wintergreen
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Top-rated vacation rentals in Wintergreen
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Popular amenities for Wintergreen vacation rentals
House rentals in Wintergreen
Home in Wintergreen Resort
4.97 out of 5 average rating, 158 reviewsSki-In/Ski-Out Renovated Chalet on Lower Tyro
Home in Nellysford
4.99 out of 5 average rating, 109 reviewsGlass House | Mountain & Water Views @ Wintergreen
Home in Wintergreen Resort
4.95 out of 5 average rating, 196 reviewsSaltbox at Wintergreen, a Modern Mountain Escape
Home in Greenwood
5.0 out of 5 average rating, 158 reviewsGorgeous Modern Mountain Home + Blue Ridge Views
Home in Roseland
4.9 out of 5 average rating, 129 reviewsCharming Farmhouse in a great location!
Home in Nellysford
5.0 out of 5 average rating, 104 reviews151Escape | 5☆ Group Fun! Game Room/Bar/Deck/4kTVs
Home in Shipman
4.87 out of 5 average rating, 123 reviewsThe Refuge at Laurel
Home in Stuarts Draft
4.86 out of 5 average rating, 272 reviewsBlackwood Air B & B
Other great vacation rentals in Wintergreen
Yurt in Roseland
4.98 out of 5 average rating, 110 reviewsNear Lake, Hiking & Breweries w/ Mountain View!
Condo in Wintergreen Resort
4.9 out of 5 average rating, 104 reviewsAll season 3bd/3ba ski out/in - Location & Views!
Cottage in Crozet
4.89 out of 5 average rating, 104 reviewsIdyllic Cottage Retreat
Condo in Wintergreen Resort
5.0 out of 5 average rating, 111 reviewsMountaintop Getaway - Dog Friendly
Guest suite in Nellysford
4.98 out of 5 average rating, 176 reviewsWintergreen Bunkroom Private Suite BEST Location
Cabin in Wintergreen Resort
4.99 out of 5 average rating, 122 reviewsFamily Friendly Home with All Necessities Included
Cabin in Tyro
4.98 out of 5 average rating, 283 reviewsTyro Mountain View Cabin
Condo in Wintergreen Resort
4.92 out of 5 average rating, 87 reviewsBlue Ridge Retreat: Your Cozy Mountain Getaway
Your guide to Wintergreen
Welcome to Wintergreen
Sitting on the eastern slopes of the Blue Ridge Mountains — which are part of the Appalachian Mountains — is the Virginia destination of Wintergreen. Located about 40 minutes southeast of Charlottesville, the area is known for its wide-ranging elevations, from the deep valley floors to the majestic mountaintops. The community was built as a golf destination in the spring and summer and as a winter sports hub in the snowy months, making it the perfect mountain escape any time of year.
The best time to stay in a vacation rental in Wintergreen
The weather in Wintergreen doesn’t just depend on the time of year. It also hangs on elevation. The valley sits about 700 feet above sea level, giving it approximately the same climate as Charlottesville, adorned with a little mountain breeze, while the top of the mountain is a whopping 3,850 feet, meaning that the temperatures are typically 12 to 15 degrees Fahrenheit lower than in the valley. Daytime highs to evening lows can also swing about 20 degrees Fahrenheit. While the snow-covered slopes in the winter attract skiers and snowboarders to the area’s vacation house rentals — especially from December through March — summer has its own draws, with events such as the Wintergreen Music Festival and Academy and Old Wintergreen Day, celebrating the community. Craft shows also take place during Memorial Day Weekend, Fourth of July, Labor Day, and Oktoberfest.
Top things to do in Wintergreen
Outdoor Sports
From the beginning, Wintergreen was conceived as a year-round destination, with its golf resort opening in 1988 and its ski facilities opening a year later. Nowadays, those teeing off have a choice of two courses at Devils Knob and Stoney Creek, while skiers and snowboarders can choose from 24 trails, including 14 that are lit for night skiing. There’s also a 900-foot snow tubing hill and an ice skating rink that can hold 60 skaters. Other activities include tennis, boating, biking, hiking, ziplining, and flying high on the floating trampoline.
Rockfish Valley Trails
Five trails run through the south fork of Rockfish River and Reid’s Creek with six miles of pathways that are popular with hikers and birdwatchers. There are parking lots at the Rockfish River trailhead, as well as the 35-acre Spruce Creek Park, the only public park in Nelson County.
Skyline Drive at Shenandoah National Park
From Wintergreen, it’s about a 20-minute drive to the northern entrance of the Blue Ridge Parkway, Rockfish Gap Entrance Station. This is also the southernmost entrance point to the national park’s historic Skyline Drive, where the 105-mile stretch has its final mile marker near Waynesboro. From there, the scenic road stretches north along the crest of the Blue Ridge Mountains up to the mile marker 0 in Front Royal.
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