Wintergreen Ridge Retreat | Ski Chalet in Wintergreen Resort

8.8 (5 Reviews) |   Pet Friendly   3 Bedrooms  2 Bathrooms  10 Guests
Chestnut Springs Ski Chalet | Wintergreen Ridge Retreat

3 Bedroom Ski Chalet in Chestnut Springs, Wintergreen Resort

Summary:
Wintergreen Ridge Retreat: Cozy Mountain Getaway
Welcome to Wintergreen Ridge Retreat, your perfect escape at Wintergreen Resort, VA! Just 3 minutes from the ski slopes and snow tubing, our spacious and comfortable home offers a seamless blend of
four seasons adventure. Whether you're carving down the slopes, exploring over 30 miles of hiking trails, or simply unwinding in the peaceful surroundings, this retreat has it all.
The Space:
Bedrooms:
The retreat comfortably accommodates up to 10 guests across 3 well-appointed bedrooms and loft bedroom. The main level features 2 cozy bedrooms for easy access (Bedroom 2 King and Bedroom 3 two Queen Beds). While the upper level offers a private sanctuary the primary bedroom with attached bathroom (Bedroom 1 King). Loft is upstairs with twin bunk bed.
Bathrooms:
With 2 full bathrooms and a convenient half-bath on the main level, plus another full bathroom upstairs, there's plenty of space for everyone to refresh and relax after a day of exploration.
Amenities:
Outdoor Adventures:
Take advantage of two community pools, perfect for a summer swim. (Chestnut Springs on the mountain
and Rodes Farm in the valley). In the winter skiing, snowboarding, or snow tubing just minutes away. Indoor adventure park for family fun!
Local Attractions:
Indulge in local dining with seven options just a short drive away. Explore nearby wineries and breweries for a taste of the region, or immerse yourself in nature with countless hiking trails right at your doorstep.
Why You'll Love Wintergreen Ridge Retreat:
This home is your gateway to both excitement and relaxation, making it the ideal base for your Wintergreen adventures. Whether you're seeking thrills on the slopes or a peaceful retreat in the mountains, Wintergreen Ridge Retreat offers everything you need for an unforgettable stay.
We are pet friendly! **Please let us know if you have a pet. We have a one time Pet Fee: $130.** No more than 2 dogs.
Book your stay at Wintergreen Ridge Retreat today and discover the best of Wintergreen Resort!
Guest Access:
Guest has full access on our property.
The Neighborhood:
Wintergreen Resort:
Spanning 11,000 acres on the eastern slopes of the Blue Ridge Mountains, our spacious condominiums and vacation homes are surrounded by winding trails, cascading streams and lush forests. The ultimate four-season vacation or conference spot, Wintergreen Resort is peaceful and refreshing, with an endless variety of activities. The resort features four seasons of mountain recreation and amenities including 27 holes of championship golf at Stoney Creek Course; exhilarating winter skiing, snowboarding and snow tubing; an award-winning tennis program; a full-service, mountaintop spa; outdoor recreation such as hiking, fly fishing, and swimming; a variety of enticing dining options; and much more. For those seeking a memorable family vacation, Wintergreen offers special packages, children's programs at The Treehouse, and a host of special events and activities to keep everyone entertained.
Getting Around:
We work directly with Afton Coach LLC. Book with us and you will receive a discount through them.
Services: Wine and Beer tours, Bachelorette & Bachelor parties, UVA Games, Downtown Charlottesville, Weddings, Concerts & Events, Door to Door, and Airport.
Other Things to Note:
WINTERGREEN ACTIVITIES: Wintergreen Ski Resort, Discovery Ridge Adventure Center, Wintergreen Adaptive Sports, Shamokin Springs Nature Preserve, The Plunge Snow Tubing Park, Stony Creek Golf Course, on-site dining, walking trails, panoramic viewing platform
ATTRACTIONS: Appalachian Trail Head (8.9 miles), Blue Ridge Parkway (5.0 miles), Three Ridges Overlook (5.5 miles), Shenandoah National Park (19.2 miles), Appomattox Court House National Historical Park (57.8 miles)
WINE and BEER: Devil's Backbone Basecamp Brewpub (8.7 miles), Hill Top Berry Farm and Winery (14.1 miles), Wood Ridge Farm Brewery (20.7 miles), Seven Arrows Brewing Company (20.8 miles), Blue Mountain Brewery (21.6 miles), Veritas Vineyards and Winery (22.3 miles), Afton Mountain Vineyards (22.6 miles) HIKING: Highlands Leisure Trail (1.7 miles), Upper Shamokin Falls Trail (1.8 miles), Appalachian Trail-Three Ridges Hike (5.0 miles), Crabtree Falls (20.7 miles)
AIRPORT: Charlottesville Albemarle Airport (49.2 miles)
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WATER ACTIVITIES: While the resort’s pools are reserved for members only, this property has access to the HOA pools at Chestnut Springs on the mountain (94 Timber Camp Dr) and Rodes Farm in the valley (Stoney Creek). These pools operate from the Saturday of Memorial Day Weekend through Labor Day. Unaccompanied guests of property owners may use the pools from 2 pm until 6 pm daily. With a guest pass, six guests can access the pool. The limit on people using WPOA pools per property is six. In addition to the pools, there are two fresh water lakes with swimming nearby. Lake Monocan, a 20-acre lake and park operated by the resort that is located at 239 Camping Ridge Lane in Stoney Creek. There is a fee per person to enter and it is closed to the public on Saturdays. Sherando Lake Recreation Area is also nearby. Known locally as the jewel of the Blue Ridge Mountains. Families enjoy picnicking in this shaded and woody area, while relaxing on the sandy beach of a 25-acre spring-fed lake. Access to multiple trailheads and rustic architecture provide numerous points of interest for families to enjoy. $8 per vehicle up to 8 passenger capacity for day use.
Currently, due to a new policy of Wintergreen resort, unaccompanied guests (renters) are not allowed access to the gym, indoor pools or Devils Knob golf course.
Interaction with Guests:
Wintergreen Ridge Retreat has a wonderful team. We want all our guest to have a 5 star experience. Customer service is important to us. Holly will be your main point of contact for bookings, questions, planning, check-in, and through your stay!

Wintergreen Ridge Retreat is located in Chestnut Springs. Wintergreen Ridge Retreat provides accommodation, featuring Pet Friendly, TV, Guest Services, among other amenities. This Ski Chalet features Pet Friendly, TV, Guest Services, to make your stay a comfortable one.

Wintergreen Ridge Retreat has 3 Bedrooms , 2 Bathrooms, and max occupancy of 10 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have rated it 2, and VRBO labeled it a top-rated Ski Chalet because of the excellent services rendered by the owner or manager of this Ski Chalet, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. Ski Chalet has a friendly neighborhood, and the Chestnut Springs has interesting places to visit. If you want to learn more about the Ski Chalet in Chestnut Springs, such as places to visit and things to do nearby, you can check below to learn more.

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Amenities

Air Conditioner
Parking
Pet Friendly
TV
Balcony/Terrace
Security/Safety
Sports/Activities
Bedding/Linens
Wellness Facilities
Fireplace/Heating
Guest Services
Barbecue/Outdoor Cooking
Child Friendly
Hot Tub
Internet
Kitchen
Laundry

Facility Overview

Air Conditioner
  • Air conditioning
  • Heating
Bathrooms
  • Shower
  • Hair dryer
  • Towels provided
  • 2+ bathrooms
Bedroom
  • 3 bedrooms
  • Bed sheets provided
  • Fireplace
Kitchen
  • Refrigerator
  • Stovetop
  • Dishwasher
  • Coffee/tea maker
  • Oven
  • Toaster
  • Microwave
  • Cookware/dishes/utensils
Laundry
  • Laundry facilities
  • Washing machine and dryer
Parking
  • Onsite parking
Pet Friendly
  • Pet friendly
Accessibility
  • Smoke-free property
Activities
  • Mountain climbing nearby
  • Golf privileges
  • Cycling nearby
  • Swimming nearby
  • Hiking/biking trails nearby
  • Pickleball court
  • Fitness center
  • Horse riding nearby
  • Rock climbing nearby
  • Hiking nearby
Entertainment
  • Books
  • TV
General
  • Unit size: 2000 sq ft (186 sq m)
  • English
  • In the mountains
  • Desk
  • Office
Guest Services
  • Children's toys
  • Iron/ironing board
Internet
  • WiFi available
Outdoors
  • Balcony
  • Garden
  • Barbecue grill
Security/Safety
  • First aid kit
  • Fire extinguisher
  • Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector installed (host has indicated there is a smoke detector on the property)
Spa
  • Hot tub

Policies

Check-in
Check-in time starts at 4:00 pm minimum check-in age: 21
Check-out
Check-out before 10:00 am
Child Policy
Children are welcome.
Event Policy
No events allowed
Pet Policy
Note from host: charge may apply pets allowed service animals are welcome, and are exempt from fees
Smoking Policy
Smoking is not permitted

Extra-person charges may apply and vary depending on property policy government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property onsite parties or group events are strictly prohibited safety features at this property include a fire extinguisher and a first aid kit special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property is managed through our partner, vrbo. you will receive an email from vrbo with a link to a vrbo account, where you can change or cancel your reservation

Reviews

Amy N.
Sep 8, 2025 11:59:27 PM
Review Score:   8
Summary: Enjoyed our stay, the property was very nice, communicated with property manager regarding a few issues and they were responsive. Accommodated the number of guests we had. Could use a bigger parking area for amount of guests that could be accommodated.
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