Wintergreen holiday lettings
Find spaces that suit your style
Find the best place to stay - Wintergreen
New! 2bed/2bath condo at Wintergreen! Great mtn and valley views!
Top rated rentals - Wintergreen
Excellent host
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
Why people love visiting scenic Wintergreen
Enjoy the wineries and other features of Wintergreen. Travellers to this scenic city praise the mountain views, skiing and hiking. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.
Activities and attractions in and around Wintergreen
Are you hoping to find attractions to see during your stay? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that Wintergreen has to offer. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:
- 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)
- Pippin Hill Farm & Vineyards (14 mi / 22.6 km)
- King Family Vineyards (15.4 mi / 24.7 km)
- Stoney Creek Golf Course (1.3 mi / 2.1 km)
Exploring the natural landscape of Wintergreen
Whether you're an adventurous traveller or just want to appreciate the scenery, Wintergreen is a great place to get out in nature. These are some of the area's most eye-catching features, all within 30 miles (48.2 km) of the city centre:
- 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)
- Sherando Lake Recreation Area (6.8 mi / 10.9 km)
Seasonal weather averages in Wintergreen
Travellers enjoy Wintergreen for its skiing. If you've planned your trip around snowy activities, consider visiting in January, February, March or April, when snowfall averages 0 cm and temperatures average 4°C.
Travelling 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 centre. If you can't find a flight that's convenient for your trip, you can also fly into Charlottesville, VA (CHO-Charlottesville-Albemarle), which is 30.3 mi (48.8 km) away.
Frequently asked questions
Explore destinations around Wintergreen
Long-term rentals in Wintergreen and around
- Monthly Rentals in Virginia
- Monthly Rentals in Charlottesville
- Monthly Rentals in Lake Anna
- Monthly Rentals in Lynchburg
- Monthly Rentals in Richmond
- Monthly Rentals in Smith Mountain Lake
- Monthly Rentals in Smith Mountain Lake
- Monthly Rentals in Wintergreen
- Monthly Rentals in Colonial Beach
- Monthly Rentals in Cape Charles
- Monthly Rentals in Virginia Beach
- Monthly Rentals in Williamsburg
- Monthly Rentals in Alexandria
- Monthly Rentals in Luray
- Monthly Rentals in Shenandoah National Park
- Monthly Rentals in Wintergreen Resort