
Cabin vacation rentals in Wintergreen Resort
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Top-rated cabin rentals in Wintergreen Resort
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Popular amenities for Wintergreen Resort cabin rentals
Cabin rentals with a hot tub

Hot Tub & Views | Mid Century Modern Wonder
I had one of the best stays here! Everything was so cozy, and the communication was excellent. The location is perfect everything is nearby. It’s the ideal getaway for families, and the playroom is such a fun bonus with plenty of activities to enjoy indoors. Thank you so much for hosting us

Roudy’s Retreat: Secluded Mtn Cabin -Hot Tub -Pond
What a gorgeous setting for a restful retreat. All of the necessary extra items such as snacks and handy items were in place for us and Jaclyn was a responsive host. The beds were nice and comfortable and we felt right at home. We will book again!

Historic Cabin Hot Tub Mntn View Dogs OK King Bed
We loved this cabin! The decor was cute and rustic! The kids referred to it as the “Cracker Barrel Cabin!”The view from the back deck was beautiful and we thoroughly enjoyed evenings in the hot tub after hiking. The wintergreen location is perfect. Just a short drive away from breweries, hiking and good restaurants! We would definitely stay here again!!

Modern Cabin with Hot tub and Sauna
This was a great home for our large family to gather as a central location. Thank you for creating such an amazing space, we so appreciated the big table for meals!

Amazing Views! Hiking, Gazebo, Hot Tub, Grill
This place was as described. We loved the layout of the house and the decor. Everything in the house is labeled (so you don’t have to guess which light switch to use), wonderful view, and private. The host is very responsive and proactive! The directions to the property were clear and all instructions were laid out in advance. Thank you for a great stay - we will definitely be back.

Blue Ridge Cabin
Exceeded our expectations! This is a beautiful, comfortable, relaxing and fun place to be. Clean, fully equipped, inviting, and the location is literally a breath of fresh air. The pool and hot tub were highlights for our entire family. The bathrooms and kitchen were pristine. The bedrooms were comfortable and everything was simple to use. All of the little details (linens, artwork, soaps, welcome note, etc.) made the experience feel personal. Thank You.

Cabin By The Falls
This place is absolutely gorgeous! My friends and I loved the hot tub and pool while listening to the sounds of the creek running close by. Such a cool fun place.

Three Ridges Cabin-kitchen, fireplace, jetted tub
had a blast wintergreen was 20 minutes away and super fun nice jetted tube and very peaceful place host was very quick to respond and very helpful told us good information aswell perfect place to visit and get away
Cabin rentals with a pool

Huge Family Retreat in the Shenandoah
Large home, perfect floor plan for our group of 4 adults and two children. The home was only a 2-mile Drive to the Wintergreen Resort. We were able to spend all day skiing and then heading home was a short 5-minute drive to a relaxing evening at the house. The dining choices were limited, we ate most meals at the resort which had three or four different restaurants. The home is well kept and had all the amenities we needed.

4 BR cabin mins to trails & breweries pets welcome
Beautiful house that is even larger and specious in person than on the photos. We had two separate families with 6 kids between us with tons of room. The kitchen is fully stocked with every utensil you could need. The TV had access to Netflix, Peacock, Hulu and Disney, which was a special treat for the kids. The house is only a 5 minute drive from the Mountain Inn at Wintergreen. The house has huge windows with beautiful sunrises and a view of the slopes. The driveway has lots of parking, but it is very steep. It snowed just before we arrived and it requires 4 wheel drive just FYI for anyone traveling! Overall it was an amazing stay and we can’t wait until we can come again.

'Slippery Slope' Cozy Cabin in Wintergreen Resort
Comfortable stay, great location, awesome host! Wont stay anywhere else for our trips to wintergreen!

The Bear Dance Cabin at Wintergreen Resort
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!

Airy farm cabin beneath the mountains
Overall, this place was great. We have a little one, so the playground, horse farm, pond, and large front lawn were perfect for keeping her entertained while we weren't exploring the surrounding areas. My only critic is that the pictures of the views were a bit misleading. You do not have a view of the mountains from your patio, but instead the view of a circular drive and the accompanying home where many folks park to go play tennis or pickle ball. You are also within about 50-100ft of 3-4 homes on the property. Despite this misrepresentation of the property, I would still recommend it as you have access to these amenities, are in beautiful area, and within close proximity to many small towns/breweries & wineries/Charlottesville/and hiking and other outdoor activities.

Your Favorite Getaway. EV charger- Walk to trails
Absolutely loved this stay! Sarah and Doug were excellent hosts. They reached out, but did not intrude. Everything was just as it should be. Some little touches we especially loved: baskets of comfy blankets in each sitting room, toiletries well above hotel standard, EV charger, king bed. The location was very convenient to everything we wanted to do in the mountains. We can't wait to come back!

Serenity Cabin: Woodland Retreat
We used to spend a decent amount of time at Wintergreen but hadn’t in several years. This beautiful home was a wonderful welcome back. The location is quiet and surrounded by beautiful ferns and woods. The home is comfortably furnished and well equipped. There’s a large deck to help you enjoy the surroundings. The location is right off the Blue Ridge Parkway and the resort itself has several hiking trails. We had originally planned to stay elsewhere but that fell through. Andrew and Allison responded quickly and allowed us to book at the last minute. We are very glad it worked out the way it did!

Majestic Mtn Cabin + quick hike & overlook access
Brads place was wonderful. Everything you could need was there. The house was quite and comfortable. We would definitely stay there again. Would recommend brads place to anyone.
Pet-friendly cabin rentals

Country Roads Take Me Home.
The cabin was adorable and very close to some great hiking trails. It was very convenient having the general store so close. I really appreciate being able to bring my dog! I hope to stay at The Chimneys again. Thanks for everything!

Very Private Cabin - H'Owl at the Moon Farm
Words cannot describe the feeling of pure calm that comes over you when you arrive. This place is truly a treasure hidden in the woods. Once you cross the creek you leave the world and all your cares behind. The host pays attention to all the little details and it shows. We have stayed at quite a few places but this one is on our return list. We look forward to sliding up for a long weekend in the late fall or early winter. (Tip- be sure to spend 15 min reading the welcome package it is time well spent).

Log Cabin w/ Views! 8+ Acres! Pets!
Beautiful cabin and location. We had a very relaxing stay for our annual sisters’ weekend. Lots of wildlife. Thank you Michael and Karen for hosting us!

On The Rocks
The wood stove is a lot of fun, and the porch is so tranquil in the evenings. A wonderful summertime retreat to explore the valley and enjoy nature!

Summer Kayaking free Rockfish! 140 Acres,peaceful!
We stayed here for a wedding in Charlottesville and, while the cabin was a bit out of the way from where most guests were staying in town, it ended up being the best decision we made. Our group was too large for hotel rooms, and this cabin gave us the perfect place to spread out and relax. We honestly wished we had more time to enjoy the space itself—it's ideal for a peaceful getaway weekend. Unfortunately, wedding events kept us running around, but we could easily see ourselves coming back just to unwind and take it all in. The property offers plenty to do, and the atmosphere is cozy and inviting. A couple of small suggestions that would’ve helped us (specifically as guests getting ready for a wedding): a full-length mirror in the downstairs bathroom and some brighter lighting in the bathrooms for hair and makeup. That said, these things wouldn’t be an issue for a regular weekend trip. Overall, a charming cabin that we hope to return to when we can truly enjoy it!

Blue Ridge Parkway Cabin 7
What a beautiful view of the Tye River from our porch! We wanted to experience a mountain snow weekend and that’s exactly what we got. Jerry was also able to accommodate an early check in so we were not driving in inclement weather.

Lotus View Retreat in Yogaville / Cabin
We loved the large deck with incredible views! There is another property very close to this one so wasn’t as secluded as we had hoped but overall we loved our stay here. Go check out Eagle Zen Winery if you have the chance.

Cabin at Wintergreen! 3Bed/2Bath
This is a great little cabin nestled in beautiful surroundings. There is a nearby overlook with awesome scenery perfect for family photos. Nice area to take walks and get the family into nature. Joseph, our host, was very attentive to any questions we had. Thank you, Joseph!
Quick stats about cabin rentals in Wintergreen Resort
Total rentals
40 properties
Nightly prices starting at
G$25,098 GYD before taxes and fees
Total number of reviews
2.4K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
30 properties have a pool
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