
Cabin vacation rentals in Wintergreen
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Top-rated cabin rentals in Wintergreen
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Popular amenities for Wintergreen cabin rentals
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!

Amazing Views! Hiking, Gazebo, Hot Tub, Grill
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.

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
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!

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.
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!

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!

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!

Lotus View Retreat in Yogaville / Cabin
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.

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!

The Retreat at Persimmon Hill
Elizabeth was a great host and the Cabin was a wonderful place to stay! We would be happy to stay there again!

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

Wintergreen Rustic Log Cabin in the Blue Ridge
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

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!

'Slippery Slope' Cozy Cabin in Wintergreen Resort
Comfortable stay, great location, awesome host! Wont stay anywhere else for our trips to wintergreen!

Tyebello Cabin 5
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.

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.
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