Cabin holiday rentals in Wintergreen Resort

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Popular amenities for Wintergreen Resort cabin rentals

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 stars1 month 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 Afton
New place to stay

Quiet w/Hot Tub and 6 wineries within 10 mins.

MichaelRating, 5 stars1 week ago
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!
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, 10 reviews

Blue Ridge Cabin

BeckyRating, 5 stars5 days ago
We had a wonderful time with friends at Candice's place. The pool and hot tub were such a nice touch. We decided to not go out and instead have a cookout on the charcoal grill on Saturday. We could not have enjoyed our time more. The place was spotless and extremely peaceful. Candice gave great suggestions and was responsive.
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.
Superhost
Cabin in Lyndhurst
4.89 out of 5 average rating, 27 reviews

Three Ridges Cabin-kitchen, fireplace, jetted tub

JenniferRating, 5 stars2 months ago
We had an amazing one night stay here! Very relaxing and clean, comfy bed! The walking trails and surrounding areas were beautiful with mountain views. Will be back!
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 stars1 month 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.

Pet-friendly cabin rentals

Guest favourite
Cabin in Montebello
4.94 out of 5 average rating, 32 reviews

Country Roads Take Me Home.

MichelleRating, 5 stars1 month ago
Cabin was even better than the pictures! Communication with host was fabulous as well as the peace and quiet the cabin provides! Would most definitely stay again!
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 stars3 weeks 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 stars3 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 week 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 stars2 months 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
4.92 out of 5 average rating, 39 reviews

Serenity Cabin: Woodland Retreat

DonRating, 5 stars2 weeks 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 stars1 month 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!
Top Guest favourite
Cabin in Faber
4.98 out of 5 average rating, 173 reviews

Adorable 1BR Cabin on 33 Private Wooded Acres

AaronRating, 5 stars5 days ago
Such a beautiful location away from the hustle and bustle. Twas very nice to not even be able to hear cars in the distance.

Private cabin rentals

Top Guest favourite
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 stars3 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 Amherst
4.94 out of 5 average rating, 62 reviews

Cozy, private, 1 bedroom cabin w/beautiful view

MichaelRating, 5 stars3 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 stars1 month 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 Staunton
4.92 out of 5 average rating, 39 reviews

Life is better at the Cabin

JeffRating, 5 stars1 month 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.
Superhost
Cabin in Greenville
4.95 out of 5 average rating, 75 reviews

Cabin on Penmerryl Farm - (2-Night Minimum Stay)

RalitsaRating, 5 stars1 month ago
My family and I truly enjoyed our stay. My husband took our kids (ages 10 and 7) fishing on the property, which they absolutely loved. We spent time swimming in the pool and hiking the beautiful surroundings. We also visited the nearby Virginia Safari Park and Natural Bridge Park—both were wonderful day trips. The host was fantastic, and the property was peaceful and relaxing. We’d love to come back!
Top Guest favourite
Cabin in Lovingston
4.98 out of 5 average rating, 53 reviews

Freshwater Field Cabin

EmilyRating, 5 stars1 month ago
We stayed at Kathryn’s place while in town for a wedding at the winery right down the road. The location could not have been more perfect. Kathryn’s place was clean, spacious, peaceful, and surrounded by beauty. Kathryn was proactive and great to work with. Would definitely stay again if I find myself back in the area!

Quick stats about cabin rentals in Wintergreen Resort

  • Total rentals

    40 properties

  • Nightly prices starting at

    $185 AUD 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