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Condo vacation rentals in Wintergreen Resort

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Top-rated condo rentals in Wintergreen Resort

Guests agree: these condos are highly rated for location, cleanliness, and more.

Guest favorite
Condo in Wintergreen Resort
A True Mountain Getaway! Ski in/Ski out!
Located steps away from the top of the ski slopes at Wintergreen Resort. No snow? No problem! Enjoy the cool mountain breezes, hiking and climbing trails, mountain lakes with beaches, wineries, breweries and much much more. Restaurants and shopping within walking distance. Our place has a galley kitchen and small refrigerator, a large deck to enjoy a quiet dinner and has been newly decorated. There is a king sized bed and a smaller fold out sofa that could accommodate two small children.
$127 per night
Guest favorite
Condo in Wintergreen Resort
Amazing Blue Ridge ski-front views with Wintermint
Experience one of the best year-round locations at Wintergreen in this 1 bedroom/1 bath, slope-front 1.5 level condo in the heart of the Wintergreen Resort! This incredible spot offers a quiet and cozy getaway for 2 guests seeking adventure or nothing at all. Enjoy the ability to ski-in/out from the property during the wintertime and explore the hiking trails during the summer. It's a short walk to the Mountain Inn (next door), 3 restaurants/bars, shopping, Starbucks, and outdoor activities.
$130 per night
Guest favorite
Condo in Wintergreen Resort
The Modern Mountain Condo
Conveniently located within the 4-season Wintergreen Resort, this recently renovated condo offers a quiet and cozy stay while you take in the mountain views and enjoy endless outdoor activities, wineries, breweries, restaurants, and antique shops. Rest and recharge while you enjoy the light-filled, open floor plan with a wood-burning fireplace, a kitchen with plenty of cabinet space, and full-sized appliances for cooking. Private patio and pool access are located outside the unit.
$116 per night

Popular amenities for Wintergreen Resort condo rentals

Weekly condo rentals

Guest favorite
Condo in Wintergreen Resort
Slope side+Panoramic Mountain Views!
Jun 20 – 27
$193 per night
Guest favorite
Condo in Wintergreen Resort
Wander Lodge: Golf, Spa, Wine, or just a getaway
Apr 5 – 12
$165 per night
Guest favorite
Condo in Wintergreen Resort
Cozy 1-bedroom Condo with Fireplace Near Ski Slope
Mar 14 – 21
$64 per night
Guest favorite
Condo in Wintergreen Resort
Cozy little condo, near slopes.
Mar 27 – Apr 3
$104 per night
Guest favorite
Condo in Wintergreen Resort
Wintergreen Resort Vacation Rental!
Jun 20 – 27
$95 per night
Guest favorite
Condo in Wintergreen Resort
Ski-In Ski-Out ~ King Suite ~ Mountain Views
Aug 4 – 11
$130 per night
Guest favorite
Condo in Wintergreen Resort
Spacious Ski In Ski Out Condo with Mountain View
May 21 – 28
$228 per night
Superhost
Condo in Wintergreen Resort
Cozy Condo - Sleeps 4
Apr 9 – 16
$76 per night
Guest favorite
Condo in Wintergreen Resort
Fireworks & Mountain Views Ski In/Out Studio in WG
Mar 16 – 23
$91 per night
Guest favorite
Condo in Wintergreen Resort
Panoramic views, new extended deck, cozy condo
May 4 – 11
$157 per night
Guest favorite
Condo in Wintergreen Resort
Ty's Retreat: Cozy 2-bedroom condo with fireplace
Aug 5 – 12
$117 per night
Guest favorite
Condo in Wintergreen Resort
Close to the slopes !
Jun 17 – 24
$116 per night

Pet-friendly condo rentals

Guest favorite
Condo in Wintergreen Resort
Five Minute Walk to Everything!
$163 per night
Guest favorite
Condo in Wintergreen Resort
Cozy getaway w/ heated floors, dog friendly
$121 per night
Guest favorite
Condo in Wintergreen Resort
All-Season 2bd/2ba next to Spa view of Golf Course
$153 per night
Guest favorite
Condo in Wintergreen Resort
Ski-in/Ski-out Wintergreen Highlands Condo -Views!
$185 per night
Guest favorite
Condo in Wintergreen Resort
Cozy, clean mountain condo- King bed, dog friendly
$121 per night
Guest favorite
Condo in Wintergreen Resort
New Construction! 1 Bed/2 Bath, pet friendly
$148 per night
Guest favorite
Condo in Wintergreen Resort
Eight Minute Walk to Everything
$160 per night
Guest favorite
Condo in Wintergreen Resort
1720 High Ridge at Wintergreen Resort
$119 per night
Guest favorite
Condo in Wintergreen Resort
Mountaintop Getaway - Dog Friendly
$182 per night
Guest favorite
Condo in Wintergreen Resort
Tips Up: Cozy Slopeside Retreat w/ Fireplace
$132 per night
Guest favorite
Condo in Wintergreen Resort
Stylish*Updated*Central -Walk to Slopes -Dogs OK!
$122 per night
Guest favorite
Condo in Wintergreen Resort
Blue Ridge Retreat: Your Cozy Mountain Getaway
$113 per night

Condo rentals with a pool

Guest favorite
Condo in Wintergreen Resort
Wintergreen: Minutes to Ski Slopes Sunset Vista
$157 per night
Guest favorite
Condo in Wintergreen Resort
Panoramic Peak: Wintergreen Condo with Views
$173 per night
Guest favorite
Condo in Wintergreen Resort
Cozy 2BR+4 min to slopes+hike+golf course view!
$119 per night
Guest favorite
Condo in Wintergreen Resort
Condo - King Master Suite - Wintergreen Resort
$130 per night
Guest favorite
Condo in Wintergreen Resort
3 BR 3 BA, 2 story condo in Highlands
$293 per night
Guest favorite
Condo in Wintergreen Resort
Gorgeous Wintergreen Condo – 2-min to Slopes
$158 per night
Guest favorite
Condo in Wintergreen Resort
Incredible mountain views from Peak-A-Bear Den
$119 per night
Guest favorite
Condo in Wintergreen Resort
New Condo! Walk to the slopes 1 bedroom condo
$108 per night
Guest favorite
Condo in Wintergreen Resort
Cozy condo by ski lodge
$210 per night
Guest favorite
Condo in Wintergreen Resort
Cozy Laurelwood condo-walk to slopes & restaurants
$122 per night
Guest favorite
Condo in Wintergreen Resort
Walk to Ski! Dogs OK+Hiking+Pack 'n Play+Fireplace
$88 per night
Guest favorite
Condo in Roseland
Condo in Wintergreen Resort
$126 per night

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