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Cabin vacation rentals in Wintergreen

Find and book unique cabins on Airbnb

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Popular amenities for Wintergreen cabin rentals

Cabin rentals with a hot tub

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, 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!
A living room features a dark sofa adorned with decorative pillows, positioned in front of a stone fireplace. Natural light filters through sheer curtains, illuminating rustic wooden walls. A small table with a lamp and artwork on the walls adds character to the space.
Cabin in Afton
New place to stay

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

MichaelRating, 5 stars4 days 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!
Guest favorite
A rustic cabin is nestled among lush trees, illuminated warmly by exterior lights. A spacious gravel parking area provides ample room for vehicles, while the wooden deck extends across the front, welcoming guests. The two-level structure features multiple windows, enhancing natural light.
Cabin in Wintergreen Resort
4.98 out of 5 average rating, 87 reviews

Amazing Views! Hiking, Gazebo, Hot Tub, Grill

AlmaRating, 5 stars4 weeks ago
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.
A spacious room features a king-size bed with a natural wood accent wall. Two comfortable chairs sit on a patterned rug near a window that allows natural light to flood the space. Eco-friendly materials and neutral tones create a warm ambiance.
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 favorite
A wide view of rolling hills is captured at sunset, with vibrant colors dispersing across the sky. In the foreground, a solitary tree stands on lush green grass, with a winding path leading through the landscape.
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.
A spacious living area features leather sofas arranged around a wooden coffee table, showcasing an assortment of magazines. Natural light floods in through large windows, highlighting the log cabin walls. A dining area with wooden chairs and a well-equipped kitchen is visible in the background.
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
A cabin exterior is surrounded by lush greenery and flowering plants. The inviting entrance is highlighted by a light green door, with warm light visible through the windows, signaling a welcoming atmosphere. A gravel path leads up to the front steps.
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!
A private hot tub on a wooden deck is surrounded by a serene winter landscape. Snow covers the ground and branches of trees, creating a tranquil atmosphere. Soft steam rises from the heated water, inviting relaxation among the snowy surroundings.
Cabin in Tyro

Richard's Retreat - The Retreat At Crabtree Falls

LeahRating, 5 stars4 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 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
4.94 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 favorite
A welcoming log cabin exterior features a spacious front porch with two comfortable chairs and a small table. The porch is framed by sturdy wooden beams, and neatly stacked firewood is visible on the side. Lush green grass surrounds the cabin, enhancing the natural setting.
Cabin in Schuyler
4.99 out of 5 average rating, 124 reviews

Very Private Cabin - H'Owl at the Moon Farm

MarkRating, 5 stars2 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 favorite
The A-frame cabin showcases large windows that enhance natural light and provide views of the surrounding wooded lot. A spacious front deck with seating opportunities is visible, inviting relaxation amidst the lush greenery.
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 favorite
The cabin features a warm wooden exterior, nestled amid trees and natural foliage. A spacious front porch is visible, leading to a charming entrance. The well-maintained gravel driveway winds around the cabin, surrounded by a lush green lawn and fallen leaves.
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
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, 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.
Top guest favorite
The cabin features a warm wooden exterior with a red metal roof, set against a backdrop of lush greenery. A spacious front porch is presented, supported by wooden columns and adorned by wooden railing, inviting guests to enjoy the surrounding nature.
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 favorite
A spacious covered porch features comfortable seating arrangements, including a plush sofa and armchair. A wooden coffee table is centered among the seating. The porch is framed by wooden railings, providing a view of the surrounding trees and a glimpse of an American flag waving gently in the breeze.
Cabin in Roseland
4.91 out of 5 average rating, 22 reviews

The Retreat at Persimmon Hill

EmilyRating, 5 stars4 weeks ago
Elizabeth was a great host and the Cabin was a wonderful place to stay! We would be happy to stay there again!
Top guest favorite
Cabin in Verona
4.98 out of 5 average rating, 328 reviews

Magical Log Cabin,streams,4 bdrms, pet frndly,WiFi

JanekRating, 5 stars4 days ago
All I can say is wow! I booked Rebecca's place as a one-night stop for a group of us from the UK on a short road trip in Shenandoah. I was hopeful that it would be a good stay based on the photos and description, but I don't think any of us expected how wonderfully cosy, rustic and yet clean and comfortable it would be! There were so many small touches to help us enjoy the stay - for example the fire pit already had logs and kindling arranged and Rebecca had even left S'mores out, so we enjoyed a great night sitting around the fire toasting these and even saw a firefly! Our only regret we all agreed was that we hadn't booked to stay longer - given the location right in between Skyline Drive and Blue Ridge Parkway this is THE place to stay when visiting the area!

Private cabin rentals

Guest favorite
A rustic log cabin is set among bare trees, featuring a unique sloped metal roof. The exterior showcases a combination of wood siding and multiple windows. A wooden pathway leads to the entrance, enhancing the natural setting.
Cabin in Wintergreen Resort
4.93 out of 5 average rating, 76 reviews

Wintergreen Rustic Log Cabin in the Blue Ridge

MarciRating, 5 stars4 months ago
Perfect spot for our winter ski vacation! Cozy cabin with that rustic feel you’re looking for in the winter. High ceiling and fireplace, great sunrise view. Felt right at home and didn’t want to leave. Close to the slopes, short drive. It snowed while we were there and we enjoyed being cozy by the fire. It had all the little extras you don’t think of or want to pack that many Airbnbs don’t have like bandaids and spices. Highly recommend
Top guest favorite
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!
Superhost
Cabin in Wintergreen Resort
4.85 out of 5 average rating, 93 reviews

'Slippery Slope' Cozy Cabin in Wintergreen Resort

PaisleyRating, 5 stars2 weeks ago
Comfortable stay, great location, awesome host! Wont stay anywhere else for our trips to wintergreen!
Top guest favorite
A serene cabin is situated among trees, featuring a porch with seating that overlooks a gentle stream. The water flows over smooth stones, surrounded by lush greenery, providing a natural and tranquil setting.
Cabin in Montebello
5 out of 5 average rating, 26 reviews

Tyebello Cabin 5

KatieRating, 5 stars5 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.
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
4.94 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 favorite
A cozy log cabin exterior is surrounded by colorful autumn foliage. The front porch features rocking chairs and a wooden railing, inviting relaxation. A stone chimney rises from the roof, and the cabin is positioned on a gentle slope, providing a serene atmosphere.
Cabin in Shipman
5 out of 5 average rating, 34 reviews

The Ultimate Escape. Unpack, Relax, Enjoy

MelindaRating, 5 stars4 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 favorite
The exterior of the log home features a welcoming entrance with a wooden ramp leading to the door. Large windows are visible, allowing natural light to enter. A grassy area extends beyond the home, surrounded by trees, showcasing the tranquil setting.
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 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
4.96 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.

Destinations to explore

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  3. Virginia
  4. Nelson County
  5. Wintergreen
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