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Cabin holiday rentals in Wintergreen Resort

Find and book unique cabins on Airbnb

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Popular amenities for cabin rentals in Wintergreen Resort

Cabin rentals with a hot tub

Top guest favourite
Cabin in Montebello
5 out of 5 average rating, 57 reviews

Roudy’s Retreat: Secluded Mtn Cabin -Hot Tub -Pond

VictoriaRating, 5 stars4 weeks ago
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!
Superhost
Cabin in Wintergreen Resort
4.75 out of 5 average rating, 8 reviews

Historic Cabin Hot Tub Mntn View Dogs OK King Bed

ChadRating, 5 stars1 month ago
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!!
Cabin in Roseland

Storybook Cabin (Pet Friendly)

MeganRating, 5 stars17 months ago
Great find for our last minute mountain get away. Everything was comfortable and as described. View at breakfast should not be missed!
Top guest favourite
Cabin in Lovingston
5 out of 5 average rating, 9 reviews

Blue Ridge Cabin

JimRating, 5 stars1 month ago
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 in Crimora
5 out of 5 average rating, 5 reviews

Elegant Cabin with Panoramic View and Private Lake

FrancisRating, 5 stars77 months ago
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.
Guest favourite
Cabin in Lyndhurst
4.88 out of 5 average rating, 26 reviews

Three Ridges Cabin-kitchen, fireplace, jetted tub

BrysonRating, 5 stars4 months ago
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
Top guest favourite
Cabin in Wintergreen Resort
5 out of 5 average rating, 24 reviews

Blackwood Chalet: Hot Tub + 0.3 mile from Slopes

AshleyRating, 5 stars2 weeks ago
One of the best places to stay! The home was beautiful and so comfortable and the instructions easily accessible through their online welcome guide.
Cabin in Tyro

Richard's Retreat - The Retreat At Crabtree Falls

LeahRating, 5 stars3 months ago
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

Guest favourite
Cabin in Montebello
4.94 out of 5 average rating, 31 reviews

Country Roads Take Me Home.

Katie SandersRating, 5 stars1 month ago
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!
Top guest favourite
Cabin in Schuyler
4.99 out of 5 average rating, 124 reviews

Very Private Cabin - H'Owl at the Moon Farm

MarkRating, 5 stars1 week ago
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).
Top guest favourite
Cabin in Wintergreen Resort
4.97 out of 5 average rating, 78 reviews

On The Rocks

WilliamRating, 5 stars2 weeks ago
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!
Top guest favourite
Cabin in Faber
4.97 out of 5 average rating, 135 reviews

Summer Kayaking free Rockfish! 140 Acres,peaceful!

ShanaRating, 5 stars1 day ago
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!
Superhost
Cabin in Buckingham
4.89 out of 5 average rating, 197 reviews

Lotus View Retreat in Yogaville / Cabin

Samantha Rating, 5 stars1 month ago
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.
Guest favourite
Cabin in Wintergreen Resort
4.88 out of 5 average rating, 128 reviews

The Bear Dance Cabin at Wintergreen Resort

JesseRating, 5 stars3 months ago
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!
Guest favourite
Cabin in Wintergreen Resort
4.92 out of 5 average rating, 39 reviews

Serenity Cabin: Woodland Retreat

DonRating, 5 stars1 week ago
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!
Superhost
Cabin in Roseland
4.59 out of 5 average rating, 223 reviews

Cabin at Wintergreen! 3Bed/2Bath

JeanRating, 5 stars4 weeks ago
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

Superhost
Cabin in Charlottesville
4.93 out of 5 average rating, 84 reviews

Charming Plainfields Cottage - Close to Cville

HughRating, 5 stars2 months ago
We had a wonderful time at the guest cottage. Our hosts were delightful and fun to meet. The location was perfect for us since it was close to family. Very quiet as well. Thank you!
Top guest favourite
Cabin in Afton
5 out of 5 average rating, 53 reviews

Cook's Cabin: 12pm Check-in/Checkout, w/ EVamp!

AutumnRating, 5 stars2 weeks ago
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!
Guest favourite
Cabin in Afton
4.96 out of 5 average rating, 85 reviews

Log Cabin w/ Views! 8+ Acres! Pets!

MarisaRating, 5 stars2 weeks ago
Gorgeous little cabin in the mountains. It was really nice for a weekend a away. We loved the views in the morning from the porch and the walking trails through the property. Our host was very communicative and generous with the early check in/late check out. A few things to consider: - you can't get up the driveway without 4 wheel drive, so if you need to carry everything up, pack accordingly (we did not) 😅 - If anyone in your group is a light sleeper (noise, sunlight, heat), then the 2 beds in the loft would not be suitable for them. - The chore list is a bit extensive considering the cleaning fee $$$ (ex: stripping beds, lugging trash down the hill to cars to throw away in town, hand wash/dry all kitchen items & put everything away, etc.). Give yourself at least an hour to clean that morning. Overall a great experience. I would definitely visit again, just plan a little differently to accommodate for the cabin set up. Thanks for hosting, Michael!
Guest favourite
Cabin in Amherst
4.94 out of 5 average rating, 62 reviews

Cozy, private, 1 bedroom cabin w/beautiful view

MichaelRating, 5 stars2 weeks ago
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.
Top guest favourite
Cabin in Shipman
5 out of 5 average rating, 34 reviews

The Ultimate Escape. Unpack, Relax, Enjoy

MelindaRating, 5 stars3 weeks ago
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.
Guest favourite
Cabin in Wintergreen Resort
4.8 out of 5 average rating, 102 reviews

Gorgeous Rustic Mountain Cabin - Green Oak Cabin

LoreleiRating, 5 stars16 months ago
My husband had a great time hosting a Bachelors weekend for one of his good friends. The guys loved the stay at the cabin and loved that it was so close to skiing. They would definitely stay again and maybe next time I can go!
Guest favourite
Cabin in Staunton
4.92 out of 5 average rating, 39 reviews

Life is better at the Cabin

JeffRating, 5 stars3 weeks ago
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.
Top guest favourite
Cabin in Nellysford
4.96 out of 5 average rating, 51 reviews

Airy farm cabin beneath the mountains

DavidRating, 5 stars2 months ago
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

    ₹10,286 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

Destinations to explore