Holiday houses in Wintergreen Resort

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Popular amenities for Wintergreen Resort holiday rentals

Stay near Wintergreen Resort's top sights

The Nature Foundation at Wintergreen37 locals recommend
Ravens Roost Overlook32 locals recommend
Upper Shamokin Falls Trail23 locals recommend
Devil’s Knob Grill19 locals recommend
Wintergarden Pool & Spa14 locals recommend
Shamokin Springs Nature Preserve13 locals recommend

Other great holiday rentals in Wintergreen Resort

Guest favourite
Home in Wintergreen
4.85 out of 5 average rating, 130 reviews

Grand Chalet w/ Hot Tub - Near Wintergreen Resort

DonnyRating, 5 stars1 month ago
5 stars across the board. Bill was super communicative from booking until after we left. One of our friends left a key behind and Bill was kind enough to reach out, asking if it was ours and offering to mail it back. His place was immaculate with lots of amenities and a hot tub with a view of the mountain. Easy drive to Wintergreen for skiing - lots of fun had by 3 families with kids!
Superhost
Home in Wintergreen Resort
4.75 out of 5 average rating, 4 reviews

Hilltop Escape At Wintergreen

ChiaraRating, 5 stars5 months ago
This place was really beautiful and worked perfectly for our group of 10 for a cabin weekend. The house is super spacious, with lots of privacy, especially on the top floor. The large windows looking out on mountain views made the place feel luxurious and super peaceful. Location is great for taking advantage of the area. The hot tub was a big hit, as was the indoor fireplace. The kitchen was really well stocked with pots, pans, dishes, silverware, etc. There were plenty of towels, linens, and blankets. Hosts Zee and Sarah were extremely communicative in the weeks/days leading up to our stay, always responding quickly. They were professional and helpful and we felt very well taken care of. There were a few items/spaces in the house that could use some updates/TLC, which we made hosts aware of and they were very responsive. It is also worth noting that there is no phone service up at the cabin until you get on wifi. Thank you Zee and Sarah! We would definitely stay here again.
Guest favourite
Home in Waynesboro
4.86 out of 5 average rating, 22 reviews

Modern 5BR Home | Spacious Getaway in the Valley

MichaelRating, 5 stars4 months ago
There is a ton of space in Arturo's place, two full baths and two halfs, and plenty of beds. Well decorated and well lit. Great TV/Multi-media. It was perfect for a large group. We would definitely rent again.
Top Guest favourite
Cabin in Montebello
5 out of 5 average rating, 25 reviews

Blue Ridge Cabin 5

KatieRating, 5 stars2 months ago
Spent New Year's with my husband and two Yorkies nestled deep in the woods, and it was everything I hoped for—and more! The property is surrounded by towering trees, offering a sense of tranquility and seclusion that's hard to come by. The bed deserves a special mention— it was the most comfortable bed I’ve ever slept in! We spent all three days hiking some of the best trails and relaxed comfortably watching TV in the evenings with a nice glass of Malbec. If you're looking for a peaceful retreat where you can reconnect with nature without sacrificing comfort, this Airbnb is the perfect choice. I’ll definitely be returning! Thank you Jerry and Chris.
Superhost
Cabin in Wintergreen Resort
4.87 out of 5 average rating, 79 reviews

Dog Friendly - Backs to Golf - Spacious Deck

JillRating, 5 stars1 month ago
Pip's place is close enough to all the features that Wintergreen Resort offers to make them easily accessible, but far enough away to give you space and quiet. It backs up to the golf course so the back has a lovely setting. We were especially grateful that the place is dog friendly. We would totally recommend this spot and would stay again in the future.
Condo in Wintergreen Resort
4.92 out of 5 average rating, 84 reviews

Condo on Eagles Swoop! Slopes outside your door!

LoriRating, 5 stars1 month ago
This place is FANTASTIC! It was cozy and more spacious than most slope side condos. It was perfect for a weekend trip to skiing for our family of 5. Bunk beds room for kids. It has a place to store skis in a closet outside the condo. Steps from parking lot up a few stairs to condo. Beautiful to sit on the porch and watch skiers go down Eagle Swoop Slope. Easy access to the whole mountain from here. Night skiing which allows you to ski all day and night and get back home (which is not the case for all slope side places at Wintergreen). We had a blast. The place was well stocked with essentials, firewood right outside, lots of games. We will be back. Wintergreen has lots of year round activities and this place is located right in the heart…super close to the market gas station and the main Wintergreen resort. 10/10 recommend!
Guest favourite
Home in Lyndhurst
4.94 out of 5 average rating, 50 reviews

Cozy Creekside 2-bedroom home.

Laura AshleyRating, 5 stars2 months ago
The place was very clean and perfect for us — 2 couples and a couple of small dogs. We came to town to enjoy some skiing at wintergreen and found the location convenient for access to the resort at a very fair price. It was a very cold weekend so we didn’t get much opportunity to enjoy the outdoor patio or fire pit but we enjoyed the view of the beautiful creek.
Top Guest favourite
Condo in Wintergreen Resort
4.98 out of 5 average rating, 128 reviews

Slope side+Panoramic Mountain Views!

LeviRating, 5 stars2 weeks ago
Beautiful home, responsive and helpful host. Wonderful place to stay for our family of 4 with everything you'd need in a home away from home. We loved it and would absolutely stay here again - as a bonus for the early risers the sunrise over the mountains was amazing.

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