Cabin holiday rentals in Wintergreen

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Top-rated cabin rentals in Wintergreen

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A geometric home is nestled in a wooded area, featuring a striking blue exterior and numerous large windows that enhance its unique architecture. Surrounding trees create a natural and serene environment, while soft evening light illuminates the main entrance.
Cabin in Shipman
4.83 out of 5 average rating, 155 reviews

Acute Lodge: Boho, Romantic Getaway in Nelson Co.

Acute Lodge delivers a trendy, boho getaway in the popular destination of Nelson County. This geometric home offers privacy in the woods on just under 13 acres, but is within a 20 minute drive to breweries and 25-30 minutes to the popular Nelson 151 destination. With plenty of amenities (including fiber internet), Acute Lodge is the ultimate restorative getaway perfect for couples, friends, or even small families. Your pup is also welcome to join with added pet fee. No cats, subject to fine.

Top Guest favourite
The gravel pathway leads to a charming log cabin, framed by tall trees and surrounded by greenery. A sign reading 'COZY MOUNTAIN CABIN' is positioned near the path, inviting visitors to explore this secluded retreat in the Blue Ridge.
Cabin in Roseland
4.96 out of 5 average rating, 724 reviews

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.

Top Guest favourite
A charming cabin surrounded by vibrant autumn foliage showcases its wooden exterior and spacious deck. Large windows offer views of the wooded landscape, allowing natural light to fill the interior.
Cabin in Roseland
4.97 out of 5 average rating, 238 reviews

Secluded~Gameroom~Firepit~Mtn View~Hike/Brewery 1m

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!

Top Guest favourite
A rustic log cabin is featured with a green metal roof. An outdoor fire pit surrounded by stones provides a warm glow in front of the cabin. Comfortable chairs are positioned nearby, inviting relaxation. A gas grill is seen to the side, enhancing the outdoor experience.
Cabin in Lyndhurst
4.97 out of 5 average rating, 139 reviews

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.

Top Guest favourite
A rustic cabin nestled among lush greenery is depicted, featuring a wood-paneled exterior and a metal roof. A picnic table is situated nearby, surrounded by garden paths and natural landscaping, with mountains visible in the background under a blue sky.
Cabin in Schuyler
4.99 out of 5 average rating, 221 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.

Guest favourite
A charming cabin is set against a backdrop of rolling mountains and vibrant autumn foliage. The rustic structure features a red metal roof and front porch, surrounded by lush greenery and a gravel pathway leading to the entrance.
Cabin in Roseland
4.89 out of 5 average rating, 529 reviews

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!

Guest favourite
An historic log cabin is framed by lush greenery, showcasing its rustic wooden exterior with large windows adorned with shutters. A pathway lined with stones leads to the entrance, while a vibrant garden flourishes in front, enhancing the tranquil mountain setting.
Cabin in Montebello
5 out of 5 average rating, 124 reviews

Pre-Civil War Log Cabin w Sauna, Hot tub & Firepit

3 Sisters Cabin is an historic, pre-Civil War log cabin; one of only a few surviving 2-story log cabins along Virginia's scenic Blue Ridge Parkway. 3 Sisters is the only VA property featured in "The Top 100 Most Beautiful Rustic Vacation Properties in North America". We invite you to relax and recharge in the cabin, sauna and hot tub because you deserve it! Lay in the comfy QUEEN sized bed to stargaze at the beautifully lit sky through the skylight. Two TWIN beds as well. Sleeps 4.

Guest favourite
The interior of the tiny house features an open kitchen layout with modern appliances and a central island. A geometric area rug extends across the floor, while light wood accents create a warm feel. Shelving holds books and decor, enhancing the cozy atmosphere.
Cabin in Nellysford
4.97 out of 5 average rating, 230 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.

Top Guest favourite
A rustic log cabin is surrounded by lush greenery, featuring a large wrap-around porch with multiple access points. A stone chimney rises from the side of the building. Soft lighting emanates from the windows, highlighting the natural wood structure.
Cabin in Dyke
4.97 out of 5 average rating, 269 reviews

Shenandoah Getaway Cabin on 5 Acres w/ *Hot Tub*

Our Log Cabin has EVERYTHING you need for your mountain vacation! Miles of gorgeous mountain views off the large wrap around porch. *Outdoor Hot Tub *Indoor Wood Burning Fire Place *15 minutes from Shenandoah National Park *30+ Local Wineries!! *Outdoor Firepit *1GB WIFI and Huge TVs! *Close to UVA/ Charlottesville *Full Kitchen *Large, Private Deck with Mountain Views *Propane Grill *Outdoor Heater *Plenty of Space to Park Cars *Hiking *Maybelle's General Store less than a mile away

Guest favourite
A two-story cabin features a light-colored exterior with a steep roof and large windows. A wraparound deck includes wooden railings draped with soft outdoor lighting. A walkway leads from the deck to the landscaped area, surrounded by lush greenery.
Cabin in Afton
4.96 out of 5 average rating, 217 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.

Top Guest favourite
The cabin exterior features a spacious wrap-around porch with a national flag gently waving. The structure combines stone and wood elements, set against a backdrop of tall trees and fallen leaves, presenting a private and serene atmosphere.
Cabin in Vesuvius
4.99 out of 5 average rating, 356 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!

Guest favourite
A charming A-frame cottage is nestled among lush greenery, featuring a wooden deck with a staircase leading to the entrance. The surrounding trees create a serene backdrop, while a gravel path invites guests to explore the area.
Cabin in Crozet
4.89 out of 5 average rating, 263 reviews

A-Frame Mountain Getaway Near Charlottesville

Eco-friendly cottage overlooks lake in mountains 1 BD w/ queen, ladder to sleeping loft w/ two twins, double futon in living-room. Bath with tub. Deck with charcoal grill. Only a few yards from water’s edge. Onsite walking trails with mountain bikes, canoes, and fishing. Family friendly! Pets welcome with additional $50 fee for the first pet, $25 for an additional pet. Wi-Fi in this cottage sometimes needs owner to reset. Near the Shenandoah National Park!

Popular amenities for Wintergreen cabin rentals

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  3. Virginia
  4. Nelson County
  5. Wintergreen
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