Holiday rentals with a fire pit in Wintergreen Resort

Hone was truly beautiful! Recently renovated in a great mid century model. We had a group of 11 and we were all at home instantly! Will definitely stay there again!!

We had such a lovely time at the ‘small house’! Jennifer was quick to respond with any questions we had (about the property and the town)! We loved playing yard games and hanging out by the water. The kitchen was stocked with spices and all the things we needed to spend time together cooking. We plan to visit again in the Winter!

We greatly enjoyed our stay and couldn’t have asked for a better place to stay for a girl’s weekend. The hot tub was wonderful at night with the hanging lights above. The beds were super comfortable and the house had plenty of space. Everything was super clean, too!

This house may have become our new favorite place to stay! It was perfect for 2 families of 4. It was close to hikes and many breweries and wineries. We thoroughly enjoyed our stay and will be back!

The Pine Meadow Retreat accommodated us and another couple beautifully, with private spaces and bathrooms for each couple and comfortable shared space, in particular the big kitchen island which easily seats four. The kitchen is spacious, up-to-date, and very well equipped. The setting is beautiful and quiet. We would gladly stay there again.

The hosts were fantastic! The property was even better than imagined! It was a peaceful, serene, beautiful home. Our family spent Easter together there and made some wonderful memories! We hope to visit again next year!

This house was amazing to stay at! The plan was just to find an Airbnb to stay at while we skied at wintergreen, but we ended up getting rained out and spent almost the whole time in the house. I was so fun the house is full of surprises and fun board games we weren't board for a minute! The beds were super comfortable, and the kitchen has everything you need to cook!

This was the perfect spot for a weekend getaway with friends. Wonderful common space to catch up, easy location to wineries and breweries, clean, well kept and beautiful views!

Great cozy spot in Lovingston! Ed was a wonderful host, very responsive and helpful. Despite all the rain we were able to have a lovely weekend getaway. Wineries and restaurant options close by.

Beverly is a fantastic hostess. Not only is the cabin immaculately clean and cozy, it truly feels like it’s your own space. Plenty of fun toys, games, and books to keep kids and adults entertained when spending time in the cabin, though you likely won’t! Her property offers so much outdoor activity. Walks around the property, time spent next to the river and pond, plenty of flowers to admire, and friendly dogs that come and say “hello.” We were lucky and her goats just had kids! Beverly willingly took our child to pet and hold the babies. We loved our stay. Thank you, Beverly!

Henry's home was beautiful and conveniently located. We arrived late from a long drive, and were able to easily find and enter the home in the dark. The location is peaceful. It is also only 15-20 minutes from downtown Charlottesville. It was very easy to use a ride share service for less than $30 to take us downtown or back. I would definitely recommend that anyone visit these beautiful accommodations, with convenient access to some of the best wineries along the Monticello Wine Trail. Everything was seamless and I would definitely visit again without hesitation.

It was really great for our family to get away for a few days over Thanksgiving! The property is beautiful and peaceful, and the suite was cozy. Overall we enjoyed the flexibility of having a few different rooms, being able to cook (as much as we needed/wanted to), and the fact that the earth room doesn't have windows allowed us to sleep in late. As far as amenities, the tub pretty amazing. I also really enjoyed peeking at some of the crafting books on the bookshelves - the cowgirl room in particular has a workshop feel that I enjoyed! Really grateful we were able to go on this trip - thank you!

Stayed here while I was working in the area. Gregg was awesome and always responsive. The pizza place they recommended in the information book was awesome. All in all it was a very nice place that was peaceful and relaxing, especially after a long day at work. I 100% would recommend this spot to anyone!

Great stay! It was great bringing our pet on our snowboarding trip. Plenty of room and pet friendly in suite 1. Great location for local breweries, hiking, and snow sports. The bed was super comfy! Would definitely stay again!

clean and comfy. Enjoyed the porch swing while enjoying a beautiful evening.

We had a wonderful stay. The location is off of a quiet road on a peaceful and beautiful piece of land. We loved meeting the goats (with two only hours-old babies to boot!) and pigs - and Dalva of course. The living space is clean and has everything you could need. Above all, having welcoming hosts is what makes an AirBnb stand out. Thank you both again!

Bradley was a very responsive host with an amazing home. It was exactly as described!

Great spot! Hope very much to return. Pros: very nicely appointed cabin. Not luxury but pretty close! Has all the things you need to make an enjoyable stay. Incredibly good access to hiking, both on foot straight from cabin and by taking a short drive. We really enjoyed the bonfire pit and the supply of firewood. We went in the winter and it was nice to get a bit of snow. Would probably be gorgeous bird watching and such in the summer. Really nice to be surrounded by nothing but trees. Felt like we had a whole mountain to ourselves. Cons: I am noise sensitive, and I did find the main cabin to be pretty close quarters. So if you’re like me or are seeking privacy or quiet amongst a loud group of folks, maybe something to think about. Also not the easiest kitchen to make a big meal (no dishwasher, small drying rack) but we definitely made it work for 5 people. Also to note — we had a couple 2WD cars that made it up the hill to the cabin, but we brought them back down hill for snow

We loved our stay at this cabin! It offered total privacy, making it feel like our own little hideaway in nature. The surroundings were stunning—peaceful woods, fresh air, and gorgeous views all around. Inside, the cabin was cozy and thoughtfully furnished for comfort. We enjoyed walking down to see the waterfall on the lower field. The a/c was refreshing for what turned out to be a summer-like Easter. A perfect escape for a long weekend!

We loved our stay at Creekside Cabin! Alicia was great from start to finish. The cabin was so clean and cozy. The kitchen had everything we needed to make meals, there were plenty of games to play/books to read, and comfy beds to sleep in. The property is private and serene and the wrap around porch is the perfect place to get some sun and enjoy the sound of the Creek. Would love to return in the future!

It was our first stay at this lovely cabin, we are definitely going to come back and stay longer in future. Great location, 7 min of driving from the nearest scenic overlook. We are impressed with details in the cabin, everything is made for comfortable staying! Thanks 😊

I’d argue that this is one of the best places to stay in Wintergreen. The cabin itself is perfect. We are a young family and it was comfortable, clean, and had everything we needed. The location is also perfect. It is very close to all the attractions on the resort. Clay was a great host as well. The perfect amount of communication; engaged without being intrusive. I would recommend this place to anyone who wants to be sure their trip is easy and successful!

Great value compared to many places nearby. Superb view of mtn range. Firepit ideally situated. Can walk to AT trailhead in 2 minutes. DOGS!!! Very dog friendly decorations. We plan to return. Strongly recommend 4WD or masterful/aggressive driving. My 2WD SUV had issues making it up the road in dry conditions, but did finally make it.

We’re an annual guest at Jaemey’s house and the house meets/exceeds expectations every year. The house and trails on the property are well maintained, it’s perfect for our family of four. It’s easy to get to other trails as well as everything on 151. We can’t wait to come back.