Ski-in/Ski-out vacation rentals in Wintergreen Resort

Had a wonderful time!!! Home was great for our needs!! Looking forward to next year

This place is fantastic! The house is one of the typical cabins along the Eagles Swoop/Tyro area. It’s probably a 30 second walk to Eagles Swoop where you exit the trees and then you’re off. If the conditions were right you might even be able to ski from the stairs right onto the slope. The house is in great condition and very nicely decorated. There are labels for where pretty much everything goes and every light switch. Bedding is cozy and there are plenty of throw blankets throughout the house. Their house guide is very detailed and I was waiting for the time where something wasn’t clearly explained and I had to message the hosts but it’s so detailed this never happened. Jeff and Caroline were very responsive and very accommodating. Overall, I really enjoyed this house and would definitely recommend it to people who want a nice getaway at Wintergreen.

Great location next to slopes and restaurants! Easy to get to, park out front and easy access to enter. Cozy and comfortable inside and everything available we would need for the weekend. Appreciated the plentiful firewood right out front. We enjoyed our stay and hope to be back in the summer! Thank you for sharing your mountain condo with our family!

I stayed at the house over a weekend with my husband & 3 kids. One of my sons is 11 months old & there was a high chair & pack n play available with no additional charge which was very helpful so we did not have to bring our own! The host was very informative! The view was beautiful! The hot tub was amazing! The house was clean and the beds were comfortable. Parking was right in front of the house. The bathrooms and kitchen were stocked with all the necessities. We would definitely stay again!

we enjoyed our visit. Beautiful location and the cabin was just as described. Great for our family visit with many adventures close.

Having stayed at my fair share of 5 star luxury hotels, both boutique and big names, I’d suggest this well appointed and bespoke house was on par with any I’ve stayed at. I highly recommend this place to anyone looking to detach and decompress from the daily grind - it will only take a few minutes to do so upon walking through the door. Great hosts, cheers.

The condo was perfect for 2 families to stay for our ski trip. The location was ideal as we could walk to the lift in 2 minutes and could see the slopes out the back window. Very convenient for mid-day breaks. The house was well stocked with useful items like soap, aluminum foil, laundry detergent, etc. The kitchen had everything we needed for meal and meal prep. Would definitely stay again.

Our stay at Caroline’s Airbnb was absolutely amazing! From the start, she was incredibly responsive and friendly, making sure our group had everything we needed for a great experience. She went above and beyond to accommodate us, showing genuine care and hospitality. The house itself was even more stunning than the photos—beautifully maintained, spotless, and thoughtfully designed. When I let Caroline know that we had accidentally broken a vase, she was unbelievably kind and insisted that we not worry about replacing it. This was truly a five-star experience, and I can’t wait to visit again! Highly recommend to anyone looking for a fantastic stay.

had an absolutely wonderful time! the house is very well stocked - all kitchen utensils appliances even spices! Katherine provided a little goodie bag which was so sweet:) and the kids loved! she send so many recommendations prior to our visit and they were on point (esp the brewery with food truck)! beautiful views with fall colors - we loved everything about this Airbnb! will definitely be back!

We had a great stay! House is in a wonderful location and Eric provided timely check-in information. We love this area and will definitely be back!

We had the best stay! So incredible! SO CLOSE to the slopes (practically ski in/ski out) within steps to the main green slopes and can see one of the blue slopes right outside! We will be back! So thankful and had so much fun! Also had ski locker/closet right outside room so really easy with my 9 year old!

Kelly was such a kind and gracious host! The home is beautiful and surrounded by mountain views. The pond up front is so relaxing and peaceful too. Breakfast the next morning was outstanding with service provided at the table. The home is clean and extremely well maintained. I would definitely stay here again. Thank you Kelly for sharing your home and the hospitality!

Great stay. Not updated, but extremely comfortable. Bed was great! We really enjoyed the fireplace. Everything we needed for a short stay. Small suggestion… get rid of the cable and tv and buy a smart tv for streaming. Thanks for a great stay and for allowing us a later checkout. Much appreciated.

Perfect house for our family ski trip! Plenty of space and great location for skiing. Will definitely be staying here again!

house was very well stocked for an Airbnb (games, kitchen stuff, household items, etc), having an onsite firewood supply was amazing as was being within walking distance of some of the slopes. Vivian's instructions were very clear on the check in/check out procedure and everything was described accurately. Would stay here again!

We had a wonderful family getaway at Oak Ledge in Wintergreen. The beautiful cabin provided plenty of space for our family. After a day of exploring the Blue Ridge, it was great to come back to this home for a family meal, movie night and R&R. Host provided stellar communication, excellent recommendations and a number of much appreciated extra amenities including a kitchen with every gadget you needed. This space provided comfortable and enjoyable getaway. We were extremely pleased with our stay! Thank you for the hospitality!

We had a great stay! This place had everything we needed in a great location.

The cabin is very nice and had everything needed for a short stay. It was very clean and tidy.

We rented this space for a weekend of skiing and little time indoors, but we ended up with terrible weather and LOTS of time inside. So thankful that the condo was comfy and had all the amenities. The bunk room was perfect for the kids, and the rest of the space had everything we needed. It's a very quick walk to ski at Wintergreen, and an even quicker walk to a little market that had lots of supplies for our time inside. For a lousy weather weekend, we had a great time!

We had a great time! A very clean and beautiful place, very convenient and close to the lodge area. Only downside was we had a bit of a hard time keeping the downstairs rooms warm.

Steph's cabin was the perfect, serene retreat I needed. Everything was clean and comfortable, and Steph's instructions were so thorough I only needed to contact her once - and she responded immediately. The neighborhood is gorgeous and peaceful, I'll be back in the winter to enjoy some snow!

We had a great stay at Pip’s place! We had 7 guests and the house accommodated us well. It was extremely close to the slopes and in a convenient location. Pip was always responsive if we had any questions. We enjoyed our visit!