Holiday rentals in Wintergreen
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Top-rated holiday rentals in Wintergreen
Guests agree: these stays are highly rated for location, cleanliness and more.
Apartment in Wintergreen Resort
4.97 out of 5 average rating, 230 reviewsFive Minute Walk to Everything!
**Pet friendly** two bedroom, two bath, loft style condo centrally located at Wintergreen Resort. Ski check-in, restaurants, the mountaintop provisions market, and the Mountain Inn and conference center are all within a 5 minute walk! This is a two-story unit with loft style master bedroom and en suite bath, and first floor bedroom with hall bath. Parking, pool access, washer/dryer, and Wi-Fi included. Fully stocked kitchen, wood burning fireplace, balcony, all towels/linens provided. Sleeps 5.
31 Aug – 7 Sep
Apartment in Wintergreen Resort
4.91 out of 5 average rating, 177 reviewsA 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.
9–16 Sep
Apartment in Wintergreen Resort
4.99 out of 5 average rating, 116 reviewsAmazing 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.
18–25 Jun
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Wintergreen holiday rentals
Other great holiday rentals in Wintergreen
Apartment in Wintergreen Resort
4.94 out of 5 average rating, 104 reviewsCozy 2BR+4 min to slopes+hike+golf course view!
20–27 Apr
Apartment in Wintergreen Resort
4.99 out of 5 average rating, 175 reviewsCozy getaway w/ heated floors, dog friendly
27 Apr – 4 May
Apartment in Wintergreen Resort
5.0 out of 5 average rating, 161 reviewsWintergreen: Mountain View for Miles Sunset Vista
6–13 Jul
Cabin in Roseland
4.9 out of 5 average rating, 429 reviewsCatrock Cabin at Open Heart Inn
13–20 Apr
Apartment in Wintergreen Resort
5.0 out of 5 average rating, 68 reviewsNew Condo! Walk to the slopes 1 bedroom condo
30 Jun – 7 Jul
Apartment in Wintergreen Resort
4.86 out of 5 average rating, 36 reviews3min to Ski! Mntn View+Balcony+Fireplace+Roku+Hike
23–30 Apr
Apartment in Wintergreen Resort
4.99 out of 5 average rating, 81 reviews2-3 min drive to slopes, stair-free/free firewood!
9–16 Apr
Holiday home in Wintergreen Resort
4.83 out of 5 average rating, 60 reviews'Slippery Slope' Cozy Cabin in Wintergreen Resort
29 Apr – 6 May
Apartment in Wintergreen Resort
4.97 out of 5 average rating, 38 reviewsCozy little condo, near slopes.
5–12 Apr
Apartment in Wintergreen Resort
4.91 out of 5 average rating, 79 reviewsBlue Ridge Retreat: Your Cozy Mountain Getaway
12–19 May
Apartment in Roseland
4.94 out of 5 average rating, 32 reviewsNature’s Haven 1 Bedroom Condo Wintergreen Resort
15–22 Sep
Apartment in Wintergreen Resort
4.86 out of 5 average rating, 79 reviewsWintergreen Resort Vacation Rental!
12–19 Jul
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