Cabin holiday 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.

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Guest favourite

Cabin in Roseland

4.96 out of 5 average rating, 196 reviews

Brewery 1mi, Lake 5mi, Gameroom, Mtn View, Firepit

The Blue Ridge Cabin is on the Nelson 151 Brew-ridge Trail, 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! Located just a 1/2 mi from Devils Backbone Brewery, 1 mi to Bold Rock, 3 mi to 3 Notch’d Brewery, 10 mins to the App Trail, Shenandoah Nat. Park & Wintergreen Ski Resort! The must see spots are so close that you can see it all and even swing home for a mid-day nap!

27 Dec – 3 Jan

$8,744 AUD total

Guest favourite

Cabin in Schuyler

4.98 out of 5 average rating, 160 reviews

Cozy cabin for 2 w/mountain views & trails

Cozy cabin in the woods with beautiful mountain views from covered back deck! Perfect for nature lovers, couples, singles. Ideal for a peaceful escape or visiting local wine/brew trail. While remote, also a convenient base to visit area attractions, hikes & easy drive to C'ville. Relax on the covered back deck watching the sunset and wildlife. Over 2 miles of wooded trails on property for guest use. 15-20 min walk through woods trails (part of this walk is on a hill) to access Rockfish River.

30 Oct – 6 Nov

$1,693 AUD total

Guest favourite

Cabin in Afton

4.94 out of 5 average rating, 413 reviews

Wes Cabin - Great space for a getaway from home!

This cabin sits on a 5 acre lot close to I.64 and Rt.250. It has nice mountain views from private back deck. It is close to (5 mins) the Blue Ridge Parkway and Skyline Drive. Also a short drive to all the local wineries and breweries. A Great location for hikers and cyclists! The Cabin is cozy/rustic with character. It has everything you should need to make your stay comfortable. Due to the coronavirus, we clean, sanitize and disinfect frequently touched hard surfaces between reservations.

18 – 25 Dec

$1,544 AUD total

Guest favourite

Cabin in Nellysford

4.98 out of 5 average rating, 162 reviews

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.

17 – 24 Oct

$2,126 AUD total

Guest favourite

Cabin in Roseland

4.96 out of 5 average rating, 653 reviews

Cozy Mountain Cabin

Snuggled in the Blue Ridge. Secluded from the crowds. Experience your visit in an authentic log cabin. Perfect romantic getaway or personal retreat. Less than 2 miles to Devil's Backbone and Bold Rock. Minutes from the Appalachian Trail, Wintergreen 4-Season Resort, many breweries, wineries, cideries, restaurants, horseback riding, hiking trails, outdoor concerts, and antique shopping. Complimentary hot cocoa, tea, coffee, popcorn. High-speed internet, SMART TV. Air Conditioning.

1 – 8 July

$1,480 AUD total

Guest favourite

Cabin in Afton

4.96 out of 5 average rating, 157 reviews

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.

7 – 14 Sept

$4,279 AUD total

Guest favourite

Cabin in Vesuvius

4.99 out of 5 average rating, 330 reviews

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!

18 – 25 July

$4,617 AUD total

Guest favourite

Cabin in Vesuvius

4.97 out of 5 average rating, 161 reviews

Whimsical Creekside Cabin

Escape to our cabin in the Blue Ridge Mountains! Fall asleep to sounds of Little Mary’s Creek, enjoy your coffee on the wrap around deck, or delight in exploring your own 7 acres in the forest. Our cabin is a cheerful, clean cottage to come home to- or decide to spend your days on property splashing in the creek and sitting out by the fire pit. We invite you to embrace our simpler way of life where we wholeheartedly believe that life is to be enjoyed and not endured.

27 Sept – 4 Oct

$1,551 AUD total

Guest favourite

Cabin in Faber

4.98 out of 5 average rating, 138 reviews

Buck Creek Cabin In The Woods~Adorable and Private

~Buck Creek Cabin is very private, cozy and clean ~Delicious spring-fed drinking water ~Located within a wooded area on 33 rural acres ~Walking paths through woods and meadow ~Ample deck and porch for dining, relaxing and viewing the moon ~Access to stone-accented designer gardens ~Secluded and quiet setting, perfect for wildlife sightings ~Very near breweries, wineries, and distilleries ~Half hour from Charlottesville, the AT, Blue Ridge Parkway, Wintergreen resort.

24 – 31 May

$1,921 AUD total

Guest favourite

Cabin in Nellysford

4.92 out of 5 average rating, 112 reviews

Cedar Base Camp

Enjoy your holiday in this cozy cabin at the top of Wintergreen. It will have plenty of room for your party with three bedrooms and a loft. You can enjoy your meals with the well appointed kitchen and propane grill on the deck. Everyone will love the rustic bathroom with tin tub, or the European style rain shower in the master bathroom. Relax after an exciting day in the private hot tub.

19 – 26 Aug

$2,884 AUD total

Guest favourite

Cabin in Roseland

4.9 out of 5 average rating, 435 reviews

Catrock Cabin at Open Heart Inn

Welcome to your country retreat! This cozy and charming cabin was originally built as a country store in 1930 and has been updated with all the modern comforts. Our property has mountain views and comes with ten acres of farmland 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!

3 – 10 July

$2,704 AUD total

Guest favourite

Cabin in Faber

4.97 out of 5 average rating, 116 reviews

Modern cabin, hot tub, mtn views, fireplace

The Ash House is a modern cabin located on Route 151 in Nelson County, close to Wintergreen Resort, Shenandoah National Park, Appalachian Trail, Blue Ridge Parkway, Skyline Drive, and so many of your favorite wineries and breweries. This is the perfect house for couples or families looking to get away, but not too far away from all the local hot spots.

24 – 31 Aug

$4,218 AUD total