Cabin vacation rentals in Wintergreen Resort

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.

4.96 out of 5 average rating, 736 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.

The cabin's exterior features natural wood siding, set against a backdrop of snow-covered trees. A wooden deck with railing runs along the front, enhancing the inviting appearance. A decorative wreath adorns the window, adding a seasonal touch.

4.97 out of 5 average rating, 241 reviews

Near Ski/Tubing, Wine/Breweries-Gameroom-Fireplace

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!

4.97 out of 5 average rating, 146 reviews

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

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.

4.98 out of 5 average rating, 105 reviews

Wintergreen Retreat! Hot tub, 2 Fireplaces, Views

The Rockstar Ridge is a spacious 3300 sq ft retreat in the serene & scenic Wintergreen Resort area - just a 6 minute drive to the slopes. This inviting cabin has 5 bedrooms, 3.5 baths, & sleeps 12. Amenities include 2 wood-burning fireplaces, hot tub, gazebo, pool table, foosball, arcade game, gas grill, Victrola with albums, CDs, cassettes, washer & dryer, plus 3 decks with Polywood furniture & stunning mountain views. Relax & unwind as you enjoy the peaceful surroundings & mountain air.

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.

4.89 out of 5 average rating, 543 reviews

Catrock Cabin and 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!

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.

4.96 out of 5 average rating, 239 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.

The cabin features a warm wooden exterior with a red metal roof, set against a backdrop of lush greenery. A spacious front porch is presented, supported by wooden columns and adorned by wooden railing, inviting guests to enjoy the surrounding nature.

4.88 out of 5 average rating, 133 reviews

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!

A two-story home nestled among autumn-colored trees features a welcoming front entrance. A covered porch with steps leads to the door. Leaves carpet the driveway, and the building's exterior showcases a blend of warm tones and large windows that invite natural light.

4.91 out of 5 average rating, 130 reviews

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.

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.

4.96 out of 5 average rating, 223 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.

4.99 out of 5 average rating, 363 reviews

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

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!

A spacious living area features vaulted ceilings, large windows that invite natural light, and a stone fireplace as a focal point. Comfortable seating includes two armchairs and a dark sofa adorned with decorative pillows. A dining table is visible with a backdrop of green trees.

4.99 out of 5 average rating, 102 reviews

Modern Mountain Escape-2 King bed, Zero step entry

Escape to this bright, spacious mountain retreat with an open-concept layout and plenty of natural light. Walkable to the trails and 5 minutes to the slopes. Enjoy a fully stocked kitchen, cozy fireplace, and screened porch for relaxing after a day of skiing, hiking, or wine tasting. With 2 King bed ensuites, a queen bedroom, and a fun bunk room, there’s space for everyone to unwind. Thoughtfully designed for comfort, it’s the perfect home base for your getaway.

4.97 out of 5 average rating, 185 reviews

A rustic cabin is nestled among lush greenery, featuring a wooden exterior and a porch with steps leading to the entry. It sits in a wooded area, surrounded by trees and manicured shrubs, providing a serene and private setting.

Cabin in Faber

Adorable Cabin on 33 Private Wooded Acres

Tucked away on 33 wooded acres, Buck Creek Cabin offers a peaceful retreat with forest, meadow, and mountain views. Trails wind past the creek through wildlife-rich terrain. A deck and covered porch invite alfresco meals or quiet evenings under the moon. Minutes from breweries, wineries, and distilleries, and a short drive to the Blue Ridge Parkway, AT trailheads, Wintergreen Resort, or Charlottesville. Lightning-fast internet keeps you connected while you unwind.

Popular amenities for Wintergreen Resort cabin rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Cabin rentals with a hot tub

Cabin in Schuyler

4.79 out of 5 average rating, 14 reviews

Cabin House Retreat/ Nature Getaway with Hot-tub

A charming log cabin is nestled among tall trees, featuring a spacious porch adorned with string lights. A fire pit surrounded by several black chairs is positioned on the ground, while a hot tub and an American flag enhance the outdoor setting.

4.95 out of 5 average rating, 22 reviews

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

A spacious room features a king-size bed with a natural wood accent wall. Two comfortable chairs sit on a patterned rug near a window that allows natural light to flood the space. Eco-friendly materials and neutral tones create a warm ambiance.

Storybook Cabin (Pet Friendly)

4.89 out of 5 average rating, 28 reviews

A cabin exterior is surrounded by lush greenery and flowering plants. The inviting entrance is highlighted by a light green door, with warm light visible through the windows, signaling a welcoming atmosphere. A gravel path leads up to the front steps.

Cabin in Lyndhurst

Three Ridges Cabin-kitchen, fireplace, jetted tub

4.86 out of 5 average rating, 29 reviews

Modern Nellysford Getaway w/ View: Deck & Fire Pit

A spacious living area features two leather sofas, accented with decorative cushions. A wooden coffee table is centered on a light rug. High ceilings are enhanced by large windows that invite natural light, while a ceiling fan circulates air above. A staircase leads to the upper level.

4.98 out of 5 average rating, 41 reviews

Blackwood Chalet: Hot Tub + 0.3 mile from Slopes

4.78 out of 5 average rating, 37 reviews

The exterior of a cozy cabin is presented, featuring a light green front door and a wooden deck with steps leading up. Surrounding the cabin are vibrant autumn leaves, creating a warm and inviting atmosphere. Soft lighting is visible from the window.

Cabin in Lyndhurst

Meadow Mountain Cabin 1BR, Jacuzzi Tub

4.94 out of 5 average rating, 16 reviews

Wintergreen Ski Resort: Hot Tub, Sauna, & Arcades

Pet-friendly cabin rentals

An outdoor fire pit area is illuminated by string lights, providing a cozy gathering space. Several wooden chairs surround a rocky fire pit, with scenic views of the surrounding mountains visible in the background. The cabin is partially visible, set against a twilight sky.

4.96 out of 5 average rating, 106 reviews

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

A cozy living area is highlighted by wooden beams and rich hardwood flooring. Leather sofas and a fabric couch with decorative pillows are arranged around a wooden coffee table. A patterned area rug adds warmth, while the open layout connects to the kitchen space in the background.

4.8 out of 5 average rating, 5 reviews

Rustic Cabin @Wintergreen Resort

A spacious living area features a stone fireplace surrounded by large windows offering views of the outdoors. Two yellow armchairs and a brown sofa provide ample seating, complemented by a wooden coffee table. A high ceiling with wooden beams enhances the open feel of the space.

4.89 out of 5 average rating, 76 reviews

4 BR cabin mins to trails & breweries pets welcome

An A-frame cabin is illuminated softly by string lights, showcasing a front deck that invites relaxation. Large windows reveal a warm interior, while the surrounding wooded lot creates a serene, natural setting at dusk.

4.98 out of 5 average rating, 83 reviews

On The Rocks

4.97 out of 5 average rating, 156 reviews

A serene river flows gently through a wooded area, with sparkling waters reflecting sunlight. Leafless trees line the riverbank, and a backdrop of a forested hillside adds depth to the tranquil scene.

Cabin in Faber

140 Acres River trails, Private! Ski Wintergreen!

5 out of 5 average rating, 42 reviews

A cozy log cabin exterior is surrounded by colorful autumn foliage. The front porch features rocking chairs and a wooden railing, inviting relaxation. A stone chimney rises from the roof, and the cabin is positioned on a gentle slope, providing a serene atmosphere.

Cabin in Shipman

Lux Log Cabin Getaway: Wintergreen Shenandoah Val

An open-concept living area is showcased with vaulted ceilings and an abundance of natural light. A brown leather sofa sits opposite a wooden coffee table, surrounded by dining chairs. A staircase leads to the upper level, which is adorned with framed wall art and decorative ski equipment.

4.87 out of 5 average rating, 83 reviews

Dog Friendly - Backs to Golf - Spacious Deck

A spacious outdoor area is presented, featuring a fire pit surrounded by four adirondack chairs. Lush greenery and trees provide a serene backdrop, while the log cabin structure showcases a wooden porch that overlooks the natural landscape.

4.94 out of 5 average rating, 33 reviews

Secluded Log Cabin | Mtn Views | Pet-Friendly

Private cabin rentals

4.96 out of 5 average rating, 185 reviews

A serene view of a private pond surrounded by lush greenery. The rustic cabin is visible nearby, complemented by a small boat resting on the water’s edge. Tall trees frame the scene, offering a sense of tranquility and connection to nature.

Cabin in Tyro

Parr's Camp - Nothin' Fancy Fish Camp

A covered porch with wooden flooring is visible, featuring two rocking chairs and a swing. The view beyond showcases a serene landscape of trees transitioning into the distance, illuminated by a soft sunset glow.

5 out of 5 average rating, 63 reviews

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

A two-story cabin is surrounded by lush trees, showcasing a wrap-around deck with multiple access points. Large windows are visible, allowing natural light to illuminate the interior. The well-maintained outdoor area features a carpet of fallen leaves and rocky elements scattered throughout.

5 out of 5 average rating, 35 reviews

Fun Family Adventure: Cozy Retreat Awaits

The exterior of a mid-century modern home is surrounded by lush greenery. A spacious deck wraps around the side, featuring a mix of railings and a balcony. The building is designed with asymmetrical angles and large windows, inviting natural light into the interior.

4.86 out of 5 average rating, 44 reviews

Bide-a-Wee- Hike the Trails! Close to the slopes!

The inviting living area is highlighted by vaulted ceilings and abundant natural light. A plush sofa and two leather armchairs are arranged around a central coffee table on a decorative area rug. A gas fireplace with subtle lighting is positioned against the wall, enhancing the cozy ambiance.

4.96 out of 5 average rating, 55 reviews

Airy farm cabin beneath the mountains

4.94 out of 5 average rating, 48 reviews

The kitchen features wooden cabinetry and a spacious island topped with white countertops. Stainless steel appliances are present, including a refrigerator and stove. Natural light streams through large windows, illuminating the open layout that seamlessly connects to the dining area with rustic wooden chairs.

Cabin in Staunton

Life is better at the Cabin

A spacious ski chalet is surrounded by trees, featuring a large wraparound deck with multiple seating options. The exterior showcases light-colored siding and large windows, allowing for abundant natural light and scenic views of the wooded area.

4.93 out of 5 average rating, 90 reviews

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