
Cabin vacation rentals in Wintergreen Resort
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Top-rated cabin rentals in Wintergreen Resort
Guests agree: these cabins are highly rated for location, cleanliness, and more.

Cozy Mountain Cabin
Snuggled in the Blue Ridge. Secluded from the crowds. Experience your visit in an authentic log cabin. Spacious sleeping loft. Perfect romantic escape, friends getaway, or personal retreat. Workout area/sitting room. Fresh eggs (in season), wine, tea, coffee. 1G Internet, SMART TV. A/C. Less than 2 miles to Devil's Backbone and Bold Rock. Minutes from App. Trail, Wintergreen Resort, breweries, wineries, cideries, restaurants, horseback riding, hiking trails, outdoor concerts, & antique shopping.

Gameroom~Firepit~on Rt.151 Near it all~Mtn View!
The Blue Ridge Cabin is at the base of the mountain on the “151 Brewridge Trail”, just mins to wineries, breweries, hiking, skiing, golfing & lake fun. Experience a mountain vaca in this fun bear-themed cabin on 2 private acres, tucked away yet close to it all! Enjoy 12+ wineries & breweries just 15mins away, 1/2 mi to Devils Backbone Brewery, 1 mi to Bold Rock Cider, 10 mins to Appalachian Trail, Shenandoah Nat. Park & Wintergreen Ski Resort! The must see spots are so close, you can see it all!

Cozy Log Cabin
Relax and unwind in this secluded, hand-hewn log cabin with all the modern conveniences. 10 minutes off the Blue Ridge Parkway from mile marker 16, minutes from Shenandoah National Park and the Appalachian Trail, close to 4 breweries, 6 wineries, 3 cideries, and Wintergreen Four-Season Resort. Located on over 300 acres of private land with plenty of room to explore and enjoy the wildlife. Come witness the brilliant night sky lying in an open field with no city lights to diminish the experience.

Catrock Cabin at Open Heart Inn
This cozy and charming cabin was originally built as a country store in 1930 and has been updated with all the modern comforts. NEW in 2025- bathroom fully renovated with walk-in tiled shower! The cabin has a front porch perfect for sunset, back deck with gas grill, full kitchen, king bed, queen sofa bed, mountain views, and ten acres to explore. Come unplug and get away from it all! Tucked away on the “quiet” side of the famous route 151, we are minutes from trails, breweries, and more!

Tiny Luxury Retreat: Lake, Hikes, Brews & Vines
Welcome to our luxurious tiny house nestled in the heart of Nelson County, Virginia. This enchanting retreat, surrounded by the majestic Blue Ridge Mountains, offers an unparalleled experience in a landscape dotted with wineries, breweries, distilleries, and sprawling farmland. This luxury tiny house was built in 2022 and is available for couples, solo travelers, or a small family wanting to explore this beautiful stretch of the Blue Ridge Mountains. FREE Electric Vehicle Charger on-site.

The Bear Dance Cabin at Wintergreen Resort
Tucked back in the woods in the Wintergreen Resort, we're on the top of Wintergreen Mountain, elevation just under 4k, near all the resort's amenities. Our family built on Wintergreen Mountain after learning how unique and beautiful the seasons are here. The cabin quickly became a new member of the family and we can’t imagine not having her in our lives now. Ten years after building we decided to provide short term rental and the experience has been beyond what we had ever imagined. Enjoy!

Stylish 7BR/16 pp Wintergreen Resort Home Ski/Hike
7BR/ 6.5B perfect mountain getaway! Tucked away in the woods & situated on 1/2 acre lot, this peaceful escape is less than 5 min from skiing, hiking, spa, pool, tennis & activity center w/i Wintergreen Resort. This spacious home feat. new ss appl, new furniture, HW flrs, granite cntrs, deck w/new grill, open flr plan, 75” tv, new outdoor furniture, new washer/dryer, darts, games/puzzles & new ping pong table. 6 BRs have en-suite baths & 4 have tvs; very private for large grps.

Inn at the Woods: Updated Cabin w/Mountain Views
Fall in love with the charm of this recently updated ‘Hansel & Gretel’ style cabin located on Castle Rock Mountain. This cabin has 3 bedrooms + a loft, with a total of 4 queen beds. Hike and explore the 20+ acres or relax on the large multi-tiered deck and fire-pit area while soaking in the mountain sunsets. Enjoy nearby dining, breweries, or wineries, the historical town of Charlottesville, or spa, golf, tennis, and skiing at the Wintergreen Resort - both just a short drive away.

The Sanctuary
Nature lovers paradise! Named "The Sanctuary" for the place you can UNPLUG, unwind & find your peace! Perched up high on nearly 60 acres- you are sure to get fresh air & the rest you are searching for! Only 4 miles to Wintergreen, 6 miles to Sherando lake and backs up to the Blue Ridge Parkway there are plenty of things to do OR just relax and enjoy the crickets & stars! With crazy careers, growing kids & constant hustle- everyone needs a hide out like this every now and then!

Amazing Views! 3 Decks • Hot Tub • Grill •Foosball
The Rockstar Ridge is a spacious retreat tucked away in the serene and scenic Wintergreen Resort. This 3300 sq. ft. cabin features 5 bedrooms, 3.5 bathrooms, & comfortably accommodates up to 12 guests. It boasts 2 wood-burning fireplaces, gazebo, hot tub, pool table, foosball table, multicade arcade game, gas grill, Victrola music player w/albums, CDs, cassettes, & washer & dryer. Relax on 3 decks furnished with Polywood furniture, and enjoy the stunning mountain views.

Log Cabin w/ Views! 8+ Acres! Pets!
Charming log cabin with amazing views of the Blue Ridge Mountains. Only 15 minutes to Route 151 brew trail and 25 minutes to UVA or Wintergreen Resort. Please note that while the cabin offers an idyllic hilltop setting, access requires a 4-wheel drive vehicle due to the steep gravel driveway. For guests without such vehicles, designated 2-wheel drive parking is available halfway up the driveway. Refer to “Other details to note" and “House Rules” prior to booking.

Hot Tub@ Lakefront Cabin w Stunning Curated Decor
✨ A Marvelous Night for a Moondance Awaits ✨ Welcome to Moondance—a lakeside log cabin with serious style and mountain soul. Designer interiors, cozy fireplaces, an après-ski game room, and dreamy views set the stage. Whether you're sipping wine on the deck or roasting s’mores under string lights, this is where memories are made. Minutes to wineries, Wintergreen, and the Blue Ridge Parkway. Relax, reconnect, and maybe do nothing at all. We support that.
Popular amenities for Wintergreen Resort cabin rentals
Cabin rentals with a hot tub

Modern cabin, hot tub, mtn views, fireplace

Cabin House Retreat/ Nature Getaway with Hot-tub

Historic Cabin Hot Tub 3 min toSki Mntn View DogOK

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

Storybook Cabin (Pet Friendly)

Three Ridges Cabin-kitchen, fireplace, jetted tub

Modern Nellysford Getaway w/ View: Deck & Fire Pit

Blackwood Chalet: Hot Tub + 0.3 mile from Slopes
Pet-friendly cabin rentals

JOY CABIN The Mountain Is Calling

Rustic Cabin @Wintergreen Resort

4 BR cabin mins to trails & breweries pets welcome

On The Rocks

140 Acres River trails, Private! 7 min. to Rt.151

Lux Log Cabin Getaway: Wintergreen Shenandoah Val

Secluded Log Cabin | Mtn Views | Pet-Friendly

Cheerful 3-Bedroom Cabin
Private cabin rentals

Parr's Camp - Nothin' Fancy Fish Camp

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

Fun Family Adventure: Cozy Retreat Awaits

Airy farm cabin beneath the mountains

Lofty Pursuits: Spectacular View, Walk to Ski!

Majestic Mtn Cabin+ 5 min to ski&porch sunset view

Cabin charm in the Blue Ridge 151 Brew Ridge Trail

The Stilt House at Perkins Hollow
When is the best time to visit Wintergreen Resort?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 191 | € 188 | € 164 | € 152 | € 176 | € 151 | € 159 | € 161 | € 158 | € 182 | € 177 | € 183 |
| Avg. temp | 2°C | 4°C | 8°C | 14°C | 18°C | 22°C | 24°C | 23°C | 20°C | 14°C | 9°C | 4°C |
Quick stats about cabin rentals in Wintergreen Resort

Total vacation rentals
Explore 50 vacation rentals in Wintergreen Resort

Nightly prices starting at
Wintergreen Resort vacation rentals start at € 86 per night before taxes and fees

Verified guest reviews
Over 2,750 verified reviews to help you choose

Family-friendly vacation rentals
50 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Vacation rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
50 of Wintergreen Resort vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Wintergreen Resort rentals

4.9 Average rating
Wintergreen Resort stays are highly rated by guests—averaging 4.9 out of 5!
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- Early Mountain Winery
- Boonsboro Country Club
- Ash Lawn-Highland
- Amazement Square
- Chisholm Vineyards at Adventure Farm
- Massanutten Ski Resort
- Homestead Ski Slopes
- Frontier Culture Museum
- The Plunge Snow Tubing Park
- Spring Creek Golf Club
- Wintergreen Resort
- Liberty Mountain Snowflex Centre
- Blenheim Vineyards
- Farmington Country Club
- Birdwood Golf Course
- Glass House Winery
- Cardinal Point Winery
- Burnley Vineyards
- Meriwether Springs Vineyard and Brewery




