
Wintergreen Vacation Rentals
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Our top choices for Wintergreen vacation rentals

1. New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
2. 2 minutes from the shops and activities; Cozy 1 bedroom end unit.
2 minutes from the shops and activities; Cozy 1 bedroom end unit.
3. Updated! Cozy and clean two bedroom condo.
Updated! Cozy and clean two bedroom condo.
4. Escape to the Blue Ridge Mountains at Wine-tergreen!
Escape to the Blue Ridge Mountains at Wine-tergreen!
5. 2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
6. Three Little Bears
Three Little Bears
7. Walk to Market/Private community outdoor pool!
Walk to Market/Private community outdoor pool!
8. Panoramic Peak: Wintergreen Condo with Views
Panoramic Peak: Wintergreen Condo with Views
9. Mountain Inn Studio 96 with Wintergreen Advantage
Mountain Inn Studio 96 with Wintergreen Advantage
10. Eagles Court Ski In/Ski Out Condo with Walkable Location & Mountain Views!
Eagles Court Ski In/Ski Out Condo with Walkable Location & Mountain Views!
11. Wintergreen Condo -Steps to Ski and restaurants
Wintergreen Condo -Steps to Ski and restaurants
12. Spacious + Serene Mtn Top Escape, 4 En Suites
Spacious + Serene Mtn Top Escape, 4 En Suites
13. Cozy Wintergreen Ski Resort Retreat • Panoramic Views • Fireplace
Cozy Wintergreen Ski Resort Retreat • Panoramic Views • Fireplace
14. "Fall" in love · Short drive to Blue Ridge Pkwy · Walk 2 resort & dining
"Fall" in love · Short drive to Blue Ridge Pkwy · Walk 2 resort & dining
15. Timbers Studio 46 with Wintergreen Advantage
Timbers Studio 46 with Wintergreen Advantage
16. Mountain View Vista
Mountain View Vista
17. Mountain Inn Lodge 77 with Wintergreen Advantage
Mountain Inn Lodge 77 with Wintergreen Advantage
18. Mountain Inn Lodge 78 with Wintergreen Advantage
Mountain Inn Lodge 78 with Wintergreen Advantage
19. Luxury Condo in the Sky! Finest in Wintergreen!
Luxury Condo in the Sky! Finest in Wintergreen!
20. Treetop Sunset Deck, 2 Upscale King Bedrooms, Fireplace, Walk to Spa & Trails
Treetop Sunset Deck, 2 Upscale King Bedrooms, Fireplace, Walk to Spa & TrailsFind vacation rentals that suit your style
Top Wintergreen Hotel Reviews

"SERENITY 4 ALL SEASONS"
Find out more about Wintergreen
You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Wintergreen. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.




































































