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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.

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Top guest favorite
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, 733 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 favorite
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, 145 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 favorite
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, 224 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 favorite
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, 539 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!

Guest favorite
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
4.96 out of 5 average rating, 236 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.

Guest favorite
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.
Cabin in Wintergreen Resort
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.

Guest favorite
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, 222 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 favorite
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, 361 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!

Top guest favorite
Cabin in Wintergreen Resort
4.98 out of 5 average rating, 104 reviews

Amazing Views! Hot Tub • Billiards • 2 Fireplaces

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.

Top guest favorite
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.
Cabin in Afton
4.96 out of 5 average rating, 106 reviews

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.

Guest favorite
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
4.97 out of 5 average rating, 185 reviews

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.

Top guest favorite
The exterior of a lakeside log cabin showcases a large, sloped roof with wooden beams and expansive windows. A spacious deck is visible, featuring various seating options. The structure combines natural stone and wood elements, reflecting a rustic yet modern aesthetic.
Cabin in Faber
4.96 out of 5 average rating, 151 reviews

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

When is the best time to visit Wintergreen Resort?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR3,825 ZARR3,773 ZARR3,288 ZARR3,046 ZARR3,531 ZARR3,029 ZARR3,184 ZARR3,236 ZARR3,167 ZARR3,652 ZARR3,548 ZARR3,669 ZAR
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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 R1,731 ZAR 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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