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Luxury Ski-in/Ski-out Chalet with Mountain Views at Wintergreen Resort

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A deck with a round table and a sofa, surrounded by a wooden railing, overlooking a forested landscape. - Luxury Ski-in/Ski-out Chalet with Mountain Views at Wintergreen Resort (Wintergreen Resort)
A spacious dining area with a large wooden table and chairs, a wooden staircase, and a kitchen area visible through an open door. - Luxury Ski-in/Ski-out Chalet with Mountain Views at Wintergreen Resort (Wintergreen Resort)
A modern kitchen with stainless steel appliances, a dining area with bar stools, and a view of the outdoors. - Luxury Ski-in/Ski-out Chalet with Mountain Views at Wintergreen Resort (Wintergreen Resort)
A cozy living room with a stone fireplace, a wooden staircase, and a large window. - Luxury Ski-in/Ski-out Chalet with Mountain Views at Wintergreen Resort (Wintergreen Resort)
A modern living room with a sectional sofa, a wooden coffee table, and a cowhide rug. - Luxury Ski-in/Ski-out Chalet with Mountain Views at Wintergreen Resort (Wintergreen Resort)
A short walk from Wintergreen Resort, Luxury Ski-in/Ski-out Chalet with Mountain Views at Wintergreen Resort provides a firepit, laundry facilities and more. Skiers and snowboarders can spend time on the slopes at this chalet featuring ski-in/ski-out access. Guests can connect to free in-room WiFi.

Reviews

10 out of 10
Exceptional

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning
  • Outdoor space

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About this property

Luxury Ski-in/Ski-out Chalet with Mountain Views at Wintergreen Resort

  • Alpine Ascent – Luxury Ski-In/Ski-Out Chalet with Mountain Views at Wintergreen Resort

    Welcome to Alpine Ascent, where luxury meets adventure at this fully renovated 3BR/3BA slope-side chalet perched directly on the Tyro ski slope at Wintergreen Resort. Alpine Ascent blends modern comfort, refined style, and true ski-in/ski-out convenience with beautiful mountain scenery. Glide out for first tracks in the morning or sip wine by the fire pit as skiers pass by at dusk.

    Inside, contemporary design meets alpine charm. Warm wood textures, plush furnishings, and curated décor create a cozy yet upscale vibe perfect for relaxing after a day on the slopes or after exploring the beauty of the Blue Ridge Mountains in any season. In spring and summer, guests can head out for numerous scenic hikes for all levels, sample award winning wineries and cideries, or play a round of golf under bright mountain skies. When autumn arrives, the chalet becomes a front-row seat to the region’s fiery foliage, with gorgeous mountain views that wrap the home in color.

    This cozy, stylish cottage truly has it all for year-round enjoyment — a place where comfort, adventure, and the best of Wintergreen come together effortlessly.

    The Space - Sleeps 6 guests privately (up to 8 guests total):
    * Bedroom 1: King bed, private ensuite bathroom with beautifully tiled shower
    * Bedroom 2: Queen bed, adjacent to a full bathroom with shower
    * Bedroom 3 (Upper Level – Closed Loft): Queen bed, attached bathroom with shower
    * Living Room: Queen sofa bed

    The open living area flows into an upscale kitchen and spacious dining space, ideal for entertaining or enjoying family meals. Step outside onto the private deck for panoramic mountain views, or unwind around the outdoor fire pit as snowflakes fall.

    Highlights & Amenities:
    * True Ski-In/Ski-Out Access to Tyro Slope — no shuttles, just step out to the path and go
    * Fully Renovated — floor-to-ceiling modern finishes
    * Mudroom with ski gear storage
    * Upscale kitchen with Keurig (pods + drip), premium-quality cookware, utensils, accessories, and dining set--this is one of the best stocked kitchens in the resort!
    * Smart TV and free high-speed WiFi
    * Google Speaker and Nest Hub to listen to your favorite music
    * Fire Pit & Deck with Mountain View’s
    * Washer & Dryer
    * Central Air Conditioning & Heating
    * Two Onsite Parking Spaces (four steps down from lot to main level entry)
    * Safety Essentials: Smoke & carbon monoxide detectors, fire extinguisher, fire blankets

    Hypoallergenic Friendly:
    - Pet-Free & Smoke-Free Property
    - Hardwood floors, tile floors
    - High MERV allergen filters

    Nearby Attractions:
    * Ski-out/Ski-in access to Tyro slope at the home
    * Scenic Overlook (Blackrock Dr) - 1 min drive
    * The Market at Wintergreen – 2 min drive
    * Shops and restaurants at Wintergreen Resort - 4 min drive
    * Blackrock Park and trail – 3 min drive
    * Founder's Vision Overlook (Wintergreen Dr) - 5 min drive
    * Raven’s Roost Overlook (Blue Ridge Parkway) – 10 min drive
    * Bold Rock Nellysford Cidery – 15 min drive
    * University of Virginia, Charlottesville – 45 min drive
    * Carter Mountain Orchard – 55 min drive

    Hikes with streams and waterfalls (easy to difficult) - short drive
    - https://www.wtgpoa.org/all-trails

    Current Events - Wintergreen Weekly Newsletter
    * Operating hours of shops, restaurants, and activities at the resort
    * https://www.wintergreenresort.com/the-wintergreen-weekly/

    Pickleball / Tennis - Rodes Farm Center (in the Valley):
    * Play tennis or pickleball at the community's first come, first served court at Rodes Farm Center. Certain blocks of time are scheduled for tennis or pickleball. Please review the rules here:
    * https://www.wtgpoa.org/rodes-farm-tennis-pickleball-fall-2023
    * 1070 Rodes Farm Dr, Nellysford, VA 22958

    Swimming Pools (2)
    Up to six (6) guests must be pre-registered in order to use either of the outdoor community pools. Guest hours are 2-6 PM, Memorial Day to Labor Day. Please contact if your party is planning to swim. Community pools have locations have parking on site. Primary registered guest must bring photo ID.
    * Rodes Farm Center (in the Valley)
    ** 1070 Rodes Farm Dr, Nellysford, VA 22958
    ** https://www.wtgpoa.org/rodes-farm
    * Chestnut Springs Park (up the Mountain)
    ** 94 Timber Camp Dr, Wintergreen Resort, VA 22967
    ** https://www.wtgpoa.org/chestnut-springs

    Nearby Trails (at the Mountain):
    * The Plunge at Blackrock Park (3 min drive):
    ** https://www.alltrails.com/explore/trail/us/virginia/the-plunge
    * Three Ridges Overlook + The Plunge (3 min drive):
    ** https://www.alltrails.com/explore/trail/us/virginia/three-ridges-overlook-to-the-plunge-via-the-brimstone-trail
    * Laurel Ridge Loop (5 min drive):
    ** https://www.alltrails.com/explore/trail/us/virginia/laurel-ridge-loop-trail
    * Cedar Cliffs North and Main Trail Loop (7 min drive)
    ** https://www.alltrails.com/explore/trail/us/virginia/cedar-cliffs-north-and-main-trail-loop
    * Hemlock Springs and Cedar Cliffs Trail Loop (7 min drive)
    ** https://www.alltrails.com/explore/trail/us/virginia/hemlock-springs-and-cedar-cliffs-trail-loop
    * Old Appalachian Trail Out-and-Back from Hemlock Drive
    ** https://www.alltrails.com/explore/trail/us/virginia/old-appalachian-trail-out-and-back-from-hemlock-drive

Similar properties

About the area

Located in Treeloft, a neighbourhood in Wintergreen, this chalet is in the mountains. Zeus Digital Theater and Waynesboro Heritage Museum are cultural highlights, and some of the area's landmarks include Swannanoa Palace and Plumb House Museum. Wildlife Center of Virginia and Shenandoah Valley Art Center are also worth visiting. Take some time off to enjoy the winery tours and health/beauty spas in the area, or get some fresh air with adventures like hiking/biking trails and mountain biking nearby. Visit our Wintergreen travel guide
View more Chalets in Wintergreen
Map
Wintergreen Resort, VA

What's nearby

  • A waterfall in a forest with autumn leaves.
    Wintergreen Resort
    1 min walk - 0.0 km
  • A mountainous landscape with dense green forests and rocky outcrops.
    George Washington National Forest
    1 min walk - 0.0 km
  • A waterfall cascading over rocks in a forested area.
    Crabtree Falls
    37 min drive - 30.6 km
  • A classical building with a dome, surrounded by lush green trees and a well-maintained lawn.
    University of Virginia
    58 min drive - 81.2 km
  • Bold Rock Hard Cider Nellysford Cidery
    19 min drive - 20.1 km

Getting around

  • Staunton Station
    42 min drive
  • Weyers Cave, VA (SHD-Shenandoah Valley Regional)
    66 min drive

Restaurants

  • Belties
    18 min drive
  • Devils Backbone Brewing Company
    14 min drive
  • Paulie's Pig Out
    25 min drive
  • Iron & Ale At Wintergreen Resort
    22 min drive
  • Margarita's The Flavor of Mexican
    18 min drive

Frequently asked questions

Is Luxury Ski-in/Ski-out Chalet with Mountain Views at Wintergreen Resort pet-friendly?

No, pets are not allowed at this property.

How much is parking at Luxury Ski-in/Ski-out Chalet with Mountain Views at Wintergreen Resort?

On-site parking is available at the property.

What time is check-in at Luxury Ski-in/Ski-out Chalet with Mountain Views at Wintergreen Resort?

Check-in begins at 4:00 PM.

What time is check-out at Luxury Ski-in/Ski-out Chalet with Mountain Views at Wintergreen Resort?

Checkout is at 10:00 AM.

Where is Luxury Ski-in/Ski-out Chalet with Mountain Views at Wintergreen Resort located?

Located in Treeloft, this ski chalet is steps away from Wintergreen Resort and George Washington National Forest. Reids Gap Trailhead and Raven's Roost Overlook are also within 9 miles (15 km).

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Reviews

Luxury Ski-in/Ski-out Chalet with Mountain Views at Wintergreen Resort Reviews

10

Exceptional

10

Cleanliness

10

Location
Rating 10 - Excellent. 8 out of 8 reviews
Rating 8 - Good. 0 out of 8 reviews
Rating 6 - Okay. 0 out of 8 reviews
Rating 4 - Poor. 0 out of 8 reviews
Rating 2 - Terrible. 0 out of 8 reviews

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The Hosts did a great job of communicating and the house was very clean.
Stayed 2 nights in Jan 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was awesome! Loved the location, decor and everything about it. Owners communicated with us very well and we loved everything about it. Will definitely rent this house again!
Stayed 3 nights in Jan 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We loved our time here. Great location for ski in/out and the amenities are excellent. Host was easily accessible and would love to stay here again.
Stayed 4 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful, well maintained and equipped home in a great ski in/ski out location!
Stayed 3 nights in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Recently renovated, new bathrooms and kitchen. Love ski-in/ski-out on Tyro.
Stayed 3 nights in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful unit and an incredible location right on the slope. So easy to ski in/ski out! Check-in and check-out were also very smooth, and we appreciated the communication from the hosts leading up to our stay. It was also great to have the house already stocked with coffee and some other essentials. We would definitely stay again!
Stayed 3 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was the first time we had ever traveled and had ALL of the things needed at our fingertips without having to bring them from home. Our host was rather efficient in response time and most helpful with any of our needs.
Stayed 3 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful stay at your home! It was so beautiful, cozy, and convenient! We felt so lucky to get it. It was fun watching the skiers go by, too. I also appreciate how quickly you responded to any questions we had. You were a great host! Thank you for a great experience!
Stayed 3 nights in Jan 2026