Cabin vacation rentals in Wintergreen Resort

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Popular amenities for Wintergreen Resort cabin rentals

Cabin rentals with a hot tub

Guest favorite
Cabin in Faber
4.94 out of 5 average rating, 198 reviews

Modern cabin, hot tub, mtn views, fireplace

yiddyRating, 5 stars3 days ago
very nice place great area exactly as described
Top guest favorite
The exterior of a mid-century modern home is showcased during twilight, featuring a spacious deck with a hot tub. Large windows reveal glimpses of interior spaces, surrounded by trees that highlight the natural setting.
Cabin in Wintergreen Resort
5 out of 5 average rating, 59 reviews

Hot Tub & Views | Mid Century Modern Wonder

ElizabethRating, 5 stars1 week ago
We had an amazing time at the Rowan! The house is gorgeous with tons of amenities and more than enough room for our family of 5 to spread out. The kids especially loved the game room and the hot tub. My husband and I enjoyed looking at the Mountain View’s from the massive windows in almost every room 😊 There are plenty of nearby hikes (be prepared for a steep, rocky climb) and the Rt 151 micro brew trail is right at the bottom of the mountain. The hosts, Joe and Jess, were super responsive and left extremely helpful instructions for just about everything. I highly recommend anyone looking for a relaxing mountain adventure to check out the Rowan!
Top guest favorite
A spacious retreat is nestled among the trees, featuring a green metal roof and a large deck extending toward the water. Reflections of the cabin and surrounding autumn foliage can be seen on the calm pond, creating a serene outdoor setting.
Cabin in Montebello
5 out of 5 average rating, 55 reviews

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

JaneneRating, 5 stars3 weeks ago
We have become regular visitors to Roudy’s Retreat; it’s something we look forward to when planning vacation time every year. The cabin is miles above what we could ask for, and our Jaclyn is always so helpful leading up to and during our stay. The house is very spacious and offers so many amenities—including a fire pit and hot tub and plenty of toys and games to keep our kids busy. We can relax on the deck with our coffee and enjoy the peaceful mountain mornings. And it’s located within an hour at most to a number of great attractions, like Crabtree Falls (only 15 minutes), a fishing pond, Natural Bridge and Lexington. My family and I highly recommend giving this place and try, and we look forward to returning again!
Superhost
The cabin's exterior is framed by snow-covered trees, showcasing a rustic facade constructed from reclaimed logs. A wooden walkway leads to the main entrance, highlighting large windows that invite natural light. The roofline is gently sloped, and a stone chimney adds character.
Cabin in Wintergreen Resort
4.67 out of 5 average rating, 6 reviews

Historic Cabin Hot Tub Mntn View Dogs OK King Bed

RoyRating, 5 stars1 week ago
The view was incredible, every morning seeing the sunset over the mountains was breathtaking. The stay was great, the local market was awesome, the overlooks were so beautiful. The host was fantastic and extremely responsive. I would like to recommend that if you want an amazing experience in the mountains I advise you to make a trip and see this amazing property. You will absolutely fall in love with it as we did.
Guest favorite
Cabin in Wintergreen Resort
4.93 out of 5 average rating, 69 reviews

Modern Cabin with Hot tub and Sauna

PaigeRating, 5 stars1 week ago
The Co-host Amy was very proactive, responded quickly and helped to make sure we had a great stay! The house is super nice, the bedrooms were huge, besides the bunk room- it is a tiny space. We had 13 adults but still made it work! Due to the bears and laws, there is no outside trash cans but the dumpster was just up the road. The house had everything we needed from cleaning supplies, to coffee bar. I loved that there was a gas station, market and a few food options inside of the neighborhood/resort. I would recommend this house for a large group getaway! We didn’t have the weather we expected but the views were amazing. Thanks Chris and Amy!
Guest favorite
Cabin in Wintergreen Resort
4.98 out of 5 average rating, 82 reviews

Views! Hot Tub, Gazebo, Pool Table, Arcade, Grill

AdamRating, 5 stars1 month ago
great stay, we had a fantastic time and Mike was very responsive!
Top guest favorite
A warm ambiance is created by a compact gas fireplace located beneath a large window with views of the surrounding landscape. Natural wood paneling complements the light hardwood flooring, while wooden cabinets against the wall provide storage and a welcoming touch.
Cabin in Lovingston
5 out of 5 average rating, 7 reviews

Blue Ridge Cabin

GabbyRating, 5 stars2 months ago
Our group stayed here during a weekend of skiing! It was so nice to come back to this cozy cabin and play games or relax in the hot tub. There was everything you needed in this place. Also, Candice was very friendly and flexible when messaging her prior to us staying. Would stay here again!
Guest favorite
A cabin nestled in the woods features a rustic charm with a corrugated metal roof. A small wooden deck holds comfortable seating and a fire pit, surrounded by natural greenery. Large windows provide ample natural light, enhancing the connection with the serene outdoor environment.
Cabin in Afton
4.92 out of 5 average rating, 38 reviews

'Lil Cabin in the Woods

BenRating, 5 stars3 weeks ago
This cabin was perfect for a secluded weekend getaway. Right up the road from a ton of breweries, vineyards and restaurants, the amenities were fantastic (wood burning stove, comfortable bed, fully equipped kitchen, heated bathroom floor, hot tub) and the Mountain View’s were beautiful. We hope to return for another visit asap.

Cabin rentals with a pool

Top guest favorite
A rustic green cabin with a metal roof offers a welcoming porch area. Rocking chairs and a small white table are visible, surrounded by natural greenery. Elements of nature are present, with a rock feature and vibrant trees providing a serene setting.
Cabin in Tyro
4.96 out of 5 average rating, 179 reviews

Parr's Camp - Nothin' Fancy Fish Camp

FabiolaRating, 5 stars6 days ago
This is our second time in this place and we will be back again. We have so many memories here, from paddling on the pond, to sitting by the fire under the stars, and waking up to play in the river. The home is so rustic and cozy, fully equipped with everything you need. I love the disconnection from the rest, so relaxing, so needed. I recommend downloading the Google map of the area so you know how to get to hikes and attractions. Perfect for kids, perfect for couples, perfect for anyone who wants a chill or adventurous stay.
Superhost
An aerial view of a cabin nestled among trees on a mountainside, showcasing a landscape of rolling hills and valleys. The surrounding forest is sparse, revealing the earthy tones of bare branches and fallen leaves, with distant mountains visible on the horizon.
Cabin in Wintergreen Resort
4.91 out of 5 average rating, 75 reviews

4 BR cabin mins to trails & breweries pets welcome

TaraRating, 5 stars2 months ago
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.
Superhost
Cabin in Wintergreen Resort
4.84 out of 5 average rating, 90 reviews

'Slippery Slope' Cozy Cabin in Wintergreen Resort

BVRating, 5 stars4 days ago
Our hosts were very proactive and responsive. This Airbnb is in a beautiful location . Meals on the deck are special and especially beautiful at sunrise and sunset. The cozy yet spacious interior makes for a lovely space to host family for special weekends. Will definitely return! Thanks to our Hosts !
Top guest favorite
A gray cabin exterior is framed by lush greenery and a welcoming porch. A simple wreath adorns the door, and lanterns are placed beside the entryway, enhancing the inviting appearance of the home.
Cabin in Nellysford
4.98 out of 5 average rating, 49 reviews

Airy farm cabin beneath the mountains

DavidRating, 5 stars2 weeks 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
A rustic log cabin features a covered porch with rocking chairs, surrounded by vibrant autumn foliage. The front yard includes a manicured lawn and shrubs, with the cabin's natural wood exterior providing a warm contrast to the colorful landscape. Natural light filters through the windows.
Cabin in Greenville
4.95 out of 5 average rating, 74 reviews

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

AngelaRating, 5 stars9 months ago
We had a wonderful stay at Deanie’s place. It was beautiful. It was comfortable. Everything was clean and neat. The kitchen was fully stocked. The beds and linens were super comfortable. We also enjoyed the pool, the view and the people! Everyone was just wonderful. I highly recommend!!!!! Also, don’t forget to get on the list for breakfast. We were only there two mornings, but the food was very good and my family is still talking about it. I hope to return there again in the near future.
Guest favorite
The exterior of Serenity Cabin showcases a modern timber-framed design, with large floor-to-ceiling windows inviting natural light. A spacious deck extends from the home, framed by lush greenery, offering a peaceful woodland setting. A gravel driveway leads to the cabin, enhancing accessibility.
Cabin in Wintergreen Resort
4.9 out of 5 average rating, 31 reviews

Serenity Cabin: Woodland Retreat

LawrenceRating, 5 stars2 weeks ago
There is no reason not to give this place 5 stars. what a great place and location. The place was clean and well equipped. And very dog friendly down to the poop station outside. Highly recommend.
Top guest favorite
Cabin in Nellysford
4.93 out of 5 average rating, 82 reviews

Majestic Mtn Cabin + quick hike & overlook access

KarinaRating, 5 stars2 months ago
The house was super clean, beautiful, and the location was amazing. Brad is super helpful and very responsive! We had a great time staying here.
Top guest favorite
Cabin in Wintergreen Resort
5 out of 5 average rating, 43 reviews

Spring Getaway at Oak Ledge! Trails+Tastings+Peace

KellyRating, 5 stars1 month ago
We had a wonderful family getaway at Oak Ledge in Wintergreen. The beautiful cabin provided plenty of space for our family. After a day of exploring the Blue Ridge, it was great to come back to this home for a family meal, movie night and R&R. Host provided stellar communication, excellent recommendations and a number of much appreciated extra amenities including a kitchen with every gadget you needed. This space provided comfortable and enjoyable getaway. We were extremely pleased with our stay! Thank you for the hospitality!

Pet-friendly cabin rentals

Guest favorite
The rustic cabin, crafted from logs, is nestled amid lush greenery. A stone chimney rises prominently, and a small porch extends around the front, providing an inviting entryway. The gravel path leads up to the house, surrounded by tall trees and open grass areas.
Cabin in Montebello
4.93 out of 5 average rating, 30 reviews

Country Roads Take Me Home.

CaitlynRating, 5 stars2 weeks ago
We had a wonderful time at the cabin. The photos did not do it justice and it is even better in person. The cabin is beautiful and so well maintained, we loved all of the original details and vintage decor and characteristics. The quirks of the old home are truly charming and we enjoyed exploring each room. The house is well cooled and well ventilated, we enjoyed keeping the windows open. The kitchen was wonderfully stocked, we loved eating outside and lit a fire every night in the fire pit, and the living room was wonderful for relaxing and reading. The bed was super comfy, and the house has everything that we needed! Thank you for sharing your wonderful cabin, and maintaining the character of the old cabin and letting all of the original details shine! We hope to return to enjoy the mountains again.
Guest favorite
A charming log cabin is showcased with a wrap-around deck, surrounded by trees and mountain views. The elevated structure features a sloped roof and a gravel driveway leading up to it, offering a peaceful retreat in a natural setting.
Cabin in Afton
4.96 out of 5 average rating, 79 reviews

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

PatriciaRating, 5 stars2 weeks ago
This cabin was beautiful! The interior was gorgeous with elegant and quality furnishings. The house was well stocked with many items which was so nice. The views and setting were stunning! Every window and door gave you majestic views of mountains and wildlife! The porch as AMAZING as was the fire-pit! To top it off there is a trampoline which I enjoyed channeling my inner child all with Mountain View’s! The hiking trail was exceptionally well done which we enjoyed. The hosts were amazing in responses and help and the welcome touches were so appreciated. What a way to celebrate retirement! We will be back!
Guest favorite
An A-frame cabin is illuminated softly by string lights, showcasing a front deck that invites relaxation. Large windows reveal a warm interior, while the surrounding wooded lot creates a serene, natural setting at dusk.
Cabin in Wintergreen Resort
4.97 out of 5 average rating, 75 reviews

On The Rocks

RavenRating, 5 stars3 months ago
Alex and Elise are such awesome hosts! This was our 3rd time staying in their beautiful home and we have never had any issues. The house is beautiful and always in such pristine condition. The views are amazing. We always feel so welcome, even before we make the trip! Highly recommend!
Top guest favorite
A modern cabin is surrounded by tall trees, featuring a covered porch with railings. The exterior is a combination of dark siding and light-colored trim, reflecting a contemporary design. Natural light streams through the windows, illuminating the inviting space.
Cabin in Montebello
5 out of 5 average rating, 25 reviews

Blue Ridge Cabin 5

KatieRating, 5 stars3 months ago
Spent New Year's with my husband and two Yorkies nestled deep in the woods, and it was everything I hoped for—and more! The property is surrounded by towering trees, offering a sense of tranquility and seclusion that's hard to come by. The bed deserves a special mention— it was the most comfortable bed I’ve ever slept in! We spent all three days hiking some of the best trails and relaxed comfortably watching TV in the evenings with a nice glass of Malbec. If you're looking for a peaceful retreat where you can reconnect with nature without sacrificing comfort, this Airbnb is the perfect choice. I’ll definitely be returning! Thank you Jerry and Chris.
Superhost
A charming log cabin is nestled among mature trees, featuring a semi-wraparound deck. The structure's natural wood finish blends with the surrounding greenery. Multiple entry points are visible, providing access to the inviting outdoor space.
Cabin in Buckingham
4.89 out of 5 average rating, 196 reviews

Lotus View Retreat in Yogaville / Cabin

Samantha Rating, 5 stars1 week 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.
Top guest favorite
A log cabin is nestled among snow-covered trees, with a deck visible above ground level. Gently falling snowflakes create a serene winter atmosphere, while a small wooden railing outlines the front yard, leading to a clear view of the surrounding snowy landscape.
Cabin in Shipman
5 out of 5 average rating, 31 reviews

Unwind in Seclusion: Log Cabin Retreat

ChristineRating, 5 stars2 months ago
The cabin is set in beautiful surroundings. Perfect way to disconnect from work and from real life. This cabin is so much better than the pictures. The pictures do not even do it justice. Absolutely amazing cabin and land!
Guest favorite
A rustic living area features warm wooden beams and exposed log walls. A stone fireplace serves as a focal point, complemented by a wooden coffee table. Two leather armchairs provide comfortable seating, and a small TV is located on a stand near a window dressed with light curtains.
Cabin in Amherst
4.93 out of 5 average rating, 61 reviews

Cozy, private, 1 bedroom cabin w/beautiful view

DavidRating, 5 stars2 weeks ago
Perfect retreat from the city life! Loved petting the horses and watching deer in the evening from the porch!
Guest favorite
Cabin in Faber
4.96 out of 5 average rating, 113 reviews

Luxury Lakefront Cabin w/Fire Pit & Stunning Decor

SimonRating, 5 stars1 week ago
One of the best places we have stayed at. Check in was seamless, and the host has clear and very reasonable policies. House was spotless on arrival, every bit as good as the pictures and it was a great base for our wine tour. Host is very responsive to any questions or changes. Can’t think of a single negative from booking to staying to departing. Would book again.

Quick stats about cabin rentals in Wintergreen Resort

  • Total rentals

    40 properties

  • Nightly prices starting at

    ﺩ.ﺇ441 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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