Chalet

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

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

Property grounds
Private kitchen
Living area
Stairs to private loft
Property grounds

Reviews

10 out of 10
Exceptional
3 bedrooms3 bathroomsSleeps 8

Popular amenities

  • Ski-in/ski-out access
  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Firepit

Rooms & beds

3 bedrooms (sleeps 8)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

Living Room 1

1 Queen Sofa Bed

3 bathrooms

Bathroom 1

Towels provided · Toilet · Shower only · Hair dryer

Bathroom 2

Towels provided · Toilet · Shower only · Hair dryer

Bathroom 3

Towels provided · Toilet · Shower only

Spaces

Deck or patio
Kitchen

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 - 2 min drive
* Blackrock Park – 2 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
* Numerous hikes with streams and waterfalls (easy to difficult) - short drive
- https://www.wtgpoa.org/all-trails
* See the Wintergreen Weekly newsletter for operating hours of shops, restaurants, and activities at the resort
- https://www.wintergreenresort.com/the-wintergreen-weekly/
Our prices include all fees. No hidden fees.

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About the area

Wintergreen

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 War Fields 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.
Map
Wintergreen Resort, VA

What's nearby

  • Wintergreen Resort - 1 min walk - 0.0 km
  • Bold Rock Hard Cider Nellysford Cidery - 19 min drive - 20.1 km
  • Blue Ridge Parkway North Entrance - 38 min drive - 44.9 km
  • Walton's Mountain Museum - 53 min drive - 66.7 km
  • University of Virginia - 60 min drive - 80.5 km

Getting around

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

Restaurants

  • ‪Belties - ‬18 min drive
  • ‪Hill Top Berry Farm & Winery - ‬22 min drive
  • ‪The Edge - ‬17 min walk
  • ‪Iron & Ale At Wintergreen Resort - ‬22 min drive
  • ‪The Market - ‬16 min walk

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
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

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

tim f.

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

10/10 Excellent

Kimberly H.

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

10/10 Excellent

David H.

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

10/10 Excellent

James A.

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

10/10 Excellent

Laura H.

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

10/10 Excellent

Andrew R.

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

10/10 Excellent

RENEA P.

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

10/10 Excellent

Elizabeth C.

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
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