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

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!

Quiet w/Hot Tub and 6 wineries within 10 mins.
This cabin was absolutely perfect for our honeymoon. Cozy, secluded, peaceful. It's also right on the Nelson 151, which is a road dotted with wineries and craft breweries. There was a new one to go to everyday! Back at the hooch, we enjoyed cooking, sitting on the porch, and relaxing in the hottub while listening to the nearby waterfall. Katie is a very responsive host and kept us informed with everything going on. We knew it was a couples' place right when we walked in. Cheers!

Storybook Cabin (Pet Friendly)
Great find for our last minute mountain get away. Everything was comfortable and as described. View at breakfast should not be missed!

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.

Elegant Cabin with Panoramic View and Private Lake
Great place to get together with friends in a gorgeous getaway cabin. The views and scenery around Crimora is fantastic and the house was exactly as described.

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

Modern Nellysford Getaway w/ View: Deck & Fire Pit
This house is beautiful! We celebrated my sisters bachelorette weekend here and it was the perfect place. We made homemade pizzas in the amazing kitchen, took advantage of the hot tub, and crashed out in the super comfy beds. It was not too far from the wineries we visited too. It felt like the most special weekend escape. I would love to come back. Thanks for helping us celebrate!

Richard's Retreat - The Retreat At Crabtree Falls
10/10 would recommend staying here! Beth-Anne is so kind and responsive, and the cabin is beautiful and pristine! We will definitely be back!
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).

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!

Lotus View Retreat in Yogaville/Chalet
Prishanti was an amazing host! She was extremely friendly and welcoming, and made me feel at home. The place was so beautiful. I wanted to have a weekend to escape and unwind and my goals were accomplished! The view was stunning. It was so quiet and peaceful. There was nearby hiking that I was able to take my dogs. The accommodations were very clean. The best part was just sitting out on the deck as the sun went down drinking a glass of wine with my dogs. The weekend was perfect.

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!

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!

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!

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!
Private cabin rentals

Cook's Cabin: 12pm Check-in/Checkout, w/ EVamp!
Cook’s Cabin was perfect! A beautiful home with absolutely everything you need to relax near Charlottesville! So refreshing to have a fully stocked kitchen and bathrooms! Even s’mores makings which of course the kids loved! So comfortable and peaceful - and close to all the attractions in the area. Highly recommend! We loved it!

Sunsets and Solitude
This is the second time we've stayed there and I have enjoyed my stay both times. It is a lovely venue. Just a bit of a warning to older seniors like myself: there are a lot of fairly steep stairs, but worth it for the view.

Bide-a-Wee- Hike the Trails! Close to the slopes!
We had a great stay! This place had everything we needed in a great location.

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!

Cozy, private, 1 bedroom cabin w/beautiful view
The place is nice, clean and comfortable. We enjoyed the beautiful scenery with the animals on the farm (our dogs made some new equine friends), it was a different kind of getaway but one we won’t soon forget. Recommended for people looking for a laid back peaceful trip.

The Ultimate Escape. Unpack, Relax, Enjoy
The cabin is very beautiful and the views are amazing! It was a great experience and time spent with friends were memories well made. Michael was very responsive and hospitable.

Life is better at the Cabin
great place, quiet and clean. Maryam was very helpful with checkin time to accomodate an injured, elderly family member that wanted to see his grand daughter graduate from JMU.

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.
Quick stats about cabin rentals in Wintergreen Resort
Total rentals
40 properties
Nightly prices starting at
₹10,276 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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