Holiday rentals in Wintergreen

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Wintergreen

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

Guest favourite

Apartment in Wintergreen Resort

4.97 out of 5 average rating, 230 reviews

Five 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

$209 SGD per night
Guest favourite

Apartment in Wintergreen Resort

4.91 out of 5 average rating, 177 reviews

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.

9–16 Sep

$145 SGD per night
Guest favourite

Apartment in Wintergreen Resort

4.99 out of 5 average rating, 116 reviews

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.

18–25 Jun

$162 SGD per night

Popular amenities for Wintergreen holiday rentals

Other great holiday rentals in Wintergreen

Guest favourite

Apartment in Wintergreen Resort

4.94 out of 5 average rating, 104 reviews

Cozy 2BR+4 min to slopes+hike+golf course view!

20–27 Apr

$159 SGD per night
Guest favourite

Apartment in Wintergreen Resort

4.99 out of 5 average rating, 175 reviews

Cozy getaway w/ heated floors, dog friendly

27 Apr – 4 May

$160 SGD per night
Guest favourite

Apartment in Wintergreen Resort

5.0 out of 5 average rating, 161 reviews

Wintergreen: Mountain View for Miles Sunset Vista

6–13 Jul

$240 SGD per night
Guest favourite

Cabin in Roseland

4.9 out of 5 average rating, 429 reviews

Catrock Cabin at Open Heart Inn

13–20 Apr

$197 SGD per night
Guest favourite

Apartment in Wintergreen Resort

5.0 out of 5 average rating, 68 reviews

New Condo! Walk to the slopes 1 bedroom condo

30 Jun – 7 Jul

$145 SGD per night
Superhost

Apartment in Wintergreen Resort

4.86 out of 5 average rating, 36 reviews

3min to Ski! Mntn View+Balcony+Fireplace+Roku+Hike

23–30 Apr

$142 SGD per night
Guest favourite

Apartment in Wintergreen Resort

4.99 out of 5 average rating, 81 reviews

2-3 min drive to slopes, stair-free/free firewood!

9–16 Apr

$141 SGD per night
Superhost

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

$155 SGD per night
Guest favourite

Apartment in Wintergreen Resort

4.97 out of 5 average rating, 38 reviews

Cozy little condo, near slopes.

5–12 Apr

$137 SGD per night
Guest favourite

Apartment in Wintergreen Resort

4.91 out of 5 average rating, 79 reviews

Blue Ridge Retreat: Your Cozy Mountain Getaway

12–19 May

$147 SGD per night
Guest favourite

Apartment in Roseland

4.94 out of 5 average rating, 32 reviews

Nature’s Haven 1 Bedroom Condo Wintergreen Resort

15–22 Sep

$131 SGD per night
Guest favourite

Apartment in Wintergreen Resort

4.86 out of 5 average rating, 79 reviews

Wintergreen Resort Vacation Rental!

12–19 Jul

$152 SGD per night

Destinations to explore

  1. Airbnb
  2. United States
  3. Virginia
  4. Nelson County
  5. Wintergreen