Cabin vacation rentals in Wintergreen Resort

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Popular amenities for Wintergreen Resort cabin rentals

Cabin rentals with a hot tub

Guest favourite
Cabin in Faber
4.94 out of 5 average rating, 199 reviews

Modern cabin, hot tub, mtn views, fireplace

EvanRating, 5 stars1 week ago
Bradley was a very responsive host with an amazing home. It was exactly as described!
Top guest favourite
Cabin in Montebello
5 out of 5 average rating, 55 reviews

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

JaneneRating, 5 stars1 month 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
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 stars2 weeks 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.
Top guest favourite
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 favourite
Cabin in Afton
4.92 out of 5 average rating, 38 reviews

'Lil Cabin in the Woods

BenRating, 5 stars1 month 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.
Guest favourite
Cabin in Nellysford
4.94 out of 5 average rating, 18 reviews

Modern Nellysford Getaway w/ View: Deck & Fire Pit

JenniferRating, 5 stars3 weeks ago
This house is beautiful! We celebrated my sisters bachelorette weekend here and it was the perfect place. We made homemade pizzas in the amazing kitchen, took advantage of the hot tub, and crashed out in the super comfy beds. It was not too far from the wineries we visited too. It felt like the most special weekend escape. I would love to come back. Thanks for helping us celebrate!
Superhost
Cabin in Lyndhurst
4.78 out of 5 average rating, 37 reviews

Cabin #1 · Meadow Mountain Cabin 1BR, Jacuzzi, Kit

EricRating, 5 stars2 months ago
Love Ridge Mountain Lodging really was wonderful! A perfect, private getaway for relaxing after a long day skiing at the nearby Wintergreen Resort!

Pet-friendly cabin rentals

Guest favourite
Cabin in Montebello
4.93 out of 5 average rating, 30 reviews

Country Roads Take Me Home.

CaitlynRating, 5 stars4 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 favourite
Cabin in Afton
4.96 out of 5 average rating, 80 reviews

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

PatriciaRating, 5 stars3 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!
Superhost
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.
Guest favourite
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 favourite
Cabin in Montebello
5 out of 5 average rating, 25 reviews

Blue Ridge Cabin 5

KatieRating, 5 stars4 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
Cabin in Buckingham
4.89 out of 5 average rating, 196 reviews

Lotus View Retreat in Yogaville / Cabin

Samantha Rating, 5 stars3 weeks 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 favourite
Cabin in Shipman
5 out of 5 average rating, 33 reviews

Unwind in Seclusion: Log Cabin Retreat

Sharon KRating, 5 stars1 week ago
My family loved the location and enjoyed the peaceful environment. We'll be going back,but it does need a TV upstairs, momma is elderly but she loved the cabin. Thanks very much for the extras. Have a bless day, Sharon Harris
Guest favourite
Cabin in Amherst
4.93 out of 5 average rating, 61 reviews

Cozy, private, 1 bedroom cabin w/beautiful view

DavidRating, 5 stars4 weeks ago
Perfect retreat from the city life! Loved petting the horses and watching deer in the evening from the porch!

Private cabin rentals

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

Charming Plainfields Cottage - Close to Cville

HughRating, 5 stars1 month 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 Wintergreen Resort
5 out of 5 average rating, 32 reviews

Huge Family Retreat in the Shenandoah

JoeRating, 5 stars2 months ago
Large home, perfect floor plan for our group of 4 adults and two children. The home was only a 2-mile Drive to the Wintergreen Resort. We were able to spend all day skiing and then heading home was a short 5-minute drive to a relaxing evening at the house. The dining choices were limited, we ate most meals at the resort which had three or four different restaurants. The home is well kept and had all the amenities we needed.
Top guest favourite
Cabin in Afton
5 out of 5 average rating, 52 reviews

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

JasmineRating, 5 stars2 weeks ago
Cook's Cabin was a wonderful place to stay in the Blue Ridge area. We stayed for a family vacation with children varying in age from 3 to 16 and everyone felt comfortable and at-home. Cook's Cabin was one of the cleanest AirBnB experiences we've shared as a family. The property is obviously cared for, and also the host is extremely thoughtful--offered a cute host gift, put nightlights in all the right places, and was proactive in making recommendations of places to visit and eat (many of which we used). The property is in Afton, but we were close enough to visit Charlottesville and the University of Virginia for a day. It's a nice place to stay if you don't want to be very close to the hustle and bustle of Grounds, but also enjoy time in the mountains. Lastly, we appreciate the responsiveness of our host, Heidi, we told her we couldn't find a household item and she went above and beyond to be sure we had access to the item. We would consider staying here again if we were in the area.
Guest favourite
Cabin in Amherst
4.97 out of 5 average rating, 95 reviews

Sunsets and Solitude

GeraldineRating, 5 stars2 months ago
The house was great -- comfortable, clean, and attractive. Deborah was very personable and thoughtful. I had mentioned that we were in the area to attend a baby shower and she left a card for the parents-to-be. Very thoughtful!
Superhost
Cabin in Wintergreen Resort
4.84 out of 5 average rating, 90 reviews

'Slippery Slope' Cozy Cabin in Wintergreen Resort

BVRating, 5 stars1 week 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 !
Guest favourite
Cabin in Roseland
4.9 out of 5 average rating, 21 reviews

The Retreat at Persimmon Hill

PeterRating, 5 stars3 weeks ago
Liz was super kind, friendly, helpful and very responsive when we had questions. Liz reached out and helped us with cleaning during mid-stay. We appreciated that. The cabin is cozy and remote which was exactly what we were hoping for. Great place to stay. Thanks Liz!
Top guest favourite
Cabin in Lovingston
4.98 out of 5 average rating, 51 reviews

Freshwater Field Cabin

KellieRating, 5 stars3 months ago
The cabin seemed small from the pictures, but had more room than expected. Everything was very clean. Lots of areas to sit, and a well-stocked kitchen. Kathryn was very responsive and helpful. We ended up leaving early because one of my kids was sick and she gave us a partial refund. She by no means had to since we paid a non-refundable rate so we appreciated the gesture.
Top guest favourite
Cabin in Roseland
5 out of 5 average rating, 15 reviews

Cozy mountain hideaway | 6 min to WTG

JessicaRating, 5 stars1 month ago
We stayed here for a girl’s trip and everyone loved it so much. It was very welcoming and Jennifer was always responsive leading up to our trip. The kitchen is also well equipped and was perfect for the night we had a private chef come to the house. Overall it was a wonderful stay and would highly recommend it to anyone.

Quick stats about cabin rentals in Wintergreen Resort

  • Total rentals

    40 properties

  • Nightly prices starting at

    $166 CAD 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