
Holiday rentals in Wintergreen Resort
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Top-rated holiday rentals in Wintergreen Resort
Guests agree: these stays are highly rated for location, cleanliness and more.
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Other great holiday rentals in Wintergreen Resort
Top guest favourite

Home in Wintergreen Resort
5 out of 5 average rating, 19 reviewsPremiere 2 BR Getaway Ski In/Out Wintergreen Condo
TimRating, 5 stars2 days ago
this private condo at wintergreen was perfect for my family and I, with a 15 month old it was very baby friendly and the view took our breath away. the host was very responsive and checked in before during and after the stay to make sure we had everything we r needed. I would 100% recommend this for your next getaway.
Guest favourite

Apartment in Wintergreen Resort
5 out of 5 average rating, 21 reviewsOn the mountain, pet and child friendly
ErikaRating, 5 stars2 days ago
We had a fantastic stay! Would love to book again. The space has a great lay-out, comfortable rooms, and the deck has a great private view overlooking the golf course. It’s a great location by overlooks, trails, and restaurants. The hosts were amazing and friendly, and very responsive . Thanks again for a great trip!
Guest favourite

Treehouse in Roseland
4.92 out of 5 average rating, 63 reviewsBlue Ridge Treehouse
JacobRating, 5 stars3 weeks ago
Beautiful home with beautiful surroundings. Extremely peaceful and relaxing. Cant wait to come back!
Top guest favourite

Apartment in Wintergreen Resort
4.98 out of 5 average rating, 89 reviewsWintergreen Resort King bed, Fire place, 2 Bd/2 Br
KimberlyRating, 5 stars1 week ago
Amanda's condo was clean and cozy. There are many nice upgrades in the space, including an updated kitchen, master bath, and modern furniture. We could easily find what we needed. We felt right at home and would love to stay here again!
Superhost

Home in Wintergreen Resort
5 out of 5 average rating, 3 reviewsPerfect house
JosephRating, 5 stars3 weeks ago
We had an amazing stay at this beautiful condo in the mountains! The location is perfect for anyone looking to hit the slopes or tour the grounds – making it great destination year round. The condo itself is cozy, clean, and has everything you need for a comfortable stay. The kitchen was well-equipped, which made it easy to cook meals before heading out for the day. The beds were super comfortable, and we slept like babies every night! The host was incredibly helpful, providing us with all the information we needed for the resort, and even sent us local recommendations for dining and things to do in the area. Check-in and check-out were a breeze. Would definitely recommend this place to anyone looking for a relaxing, convenient, and picturesque retreat. We’ll be back next year for sure!
Guest favourite

Apartment in Wintergreen Resort
4.92 out of 5 average rating, 25 reviewsWintergreen Mountain Views - Diamond in the Slopes
KateRating, 5 stars3 weeks ago
We loved our stay. It was exactly what we were looking for. The house is wonderful and very comfortable. Our kids loved the house, the area around it, and the hiking.
Top guest favourite

Chalet in Wintergreen Resort
5 out of 5 average rating, 51 reviewsMountain Views, Hiking, Ski-Out @ Tyro
BlakeRating, 5 stars1 day ago
We enjoyed hanging out at the cabin after brewery hopping! There was plenty of space for us, and we were able to use the dining table and large coffee tabel well to play board games.
Top guest favourite

Apartment in Wintergreen Resort
5 out of 5 average rating, 40 reviewsA Scenic Mountain Retreat, your Home on the Ridge
JenniferRating, 5 stars3 weeks ago
We loved our stay here! It was so cozy & comfortable with a beautiful view from the little deck. We really appreciated the clear & helpful instructions, as well as the sound machines in both bedrooms. We would definitely stay here again!
Quick stats about holiday rentals in Wintergreen Resort
Total rentals
670 properties
Nightly prices starting at
₹6,027 before taxes and fees
Total number of reviews
25K reviews
Family-friendly rentals
520 properties are a good fit for families
Pet-friendly rentals
220 properties allow pets
Rentals with a pool
420 properties have a pool
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