[See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire chalet # Wintergreen Ridge Retreat Chalet with a hot tub, a short walk to Wintergreen Resort ![Exterior](https://images.trvl-media.com/lodging/109000000/108920000/108916800/108916763/30daf106.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108920000/108916800/108916763/f4ae5de9.jpg?impolicy=resizecrop&rw=297&ra=fit) ![TV, fireplace, books, offices](https://images.trvl-media.com/lodging/109000000/108920000/108916800/108916763/870c116d.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior detail](https://images.trvl-media.com/lodging/109000000/108920000/108916800/108916763/8cd1be48.jpg?impolicy=resizecrop&rw=297&ra=fit) ![TV, fireplace, books, offices](https://images.trvl-media.com/lodging/109000000/108920000/108916800/108916763/a1d8182f.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location Nestled in the heart of Wintergreen Resort, Wintergreen Ridge Retreat offers a cozy mountain getaway. With two community pools and seven local dining options nearby, you'll enjoy easy access to outdoor adventures like skiing and hiking while relaxing in comfortable surroundings. 9.0 Wonderful ### Entire chalet 3 bedrooms3 bathroomsSleeps 102000 sq ft ## Popular amenities - Gym - Dryer - Hot tub - Fireplace - Washer - Parking available ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### Wintergreen Ridge Retreat 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) Hide 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! ## Property amenities ### Ski - Snowboarding nearby ### Pool/Spa - Hot tub ### Internet - Available in the accommodation: WiFi ### Parking and transportation - Parking on site ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Microwave - Oven - Refrigerator - Stovetop - Toaster ### Bedrooms - 3 bedrooms - Bedsheets provided ### Bathroom - 2.5 bathrooms - Hair dryer - Shower - Towels provided ### Living spaces - Fireplace ### Entertainment - Books - TV ### Outdoor areas - Balcony - Barbecue grill - Garden ### Laundry - Laundry facilities - Washing machine ### Work spaces - Desk - Office ### Comfort - Air conditioning - Heating ### Pets - Pet friendly ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Iron/ironing board ### Location highlights - In the mountains ### Things to do - Gym - Optional golf privileges - Pickleball - Cycling nearby - Hiking/biking trails nearby - Horseback riding nearby - Mountain climbing nearby - Rock climbing nearby - Swimming nearby ### Safety features - Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property) - Smoke detector (host has indicated there is a smoke detector on the property) - First aid kit - Fire extinguisher ### General - Garden - Unit size: 2,000 square feet ## Similar properties ![Outdoor dining](https://images.trvl-media.com/lodging/56000000/55590000/55583500/55583472/3088d468.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Custom Builder just completely remodeled this Mountain Chalet! ...with Hot Tub! 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You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation ### Property is also known as 678810ff53ba2a0012fd7d65 ## About the area Located in Chestnut Springs, a neighborhood in Roseland, this chalet is in the mountains. Wintergreen Resort and Bold Rock Hard Cider Nellysford Cidery are worth checking out if an activity is on the agenda, while those looking for area attractions can visit Wildlife Center of Virginia and War Fields. Swimming offers a great chance to get out on the surrounding water, or you can seek out an adventure with mountain climbing, horse riding, and rock climbing nearby. [Visit our Roseland travel guide](https://www.expedia.ca/Roseland.dx6361484) [View more Chalets in Roseland](https://www.expedia.ca/Roseland-Chalets.d6361484-aaChalets.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C37.92989%2C-78.94174&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=o15u_DgQ-u7_iiCULvuELeAHWQk=) Wintergreen Resort, VA ### What's nearby - Wintergreen Resort - 5 min walk - 0.4 km - Raven's Roost Overlook - 2 min drive - 1.1 km - Bold Rock Hard Cider Nellysford Cidery - 16 min drive - 19.1 km - Sherando Lake Recreation Area - 21 min drive - 13.9 km - Stoney Creek Golf Course - 22 min drive - 23.9 km ### Getting around - Staunton Station - 49 min drive - Weyers Cave, VA (SHD-Shenandoah Valley Regional) - 58 min drive ### Restaurants - ‪Trager Bros Coffee Shop - ‬24 min drive - ‪Hill Top Berry Farm & Winery - ‬23 min drive - ‪Devils Backbone Brewing Company - ‬16 min drive - ‪Belties - ‬20 min drive - ‪Paulie's Pig Out - ‬25 min drive ## Frequently asked questions ### Is Wintergreen Ridge Retreat pet-friendly? > Yes, pets are allowed at this property. ### How much does it cost to stay at Wintergreen Ridge Retreat? > As of Oct 18, 2025, prices found for a 1-night stay for 2 adults at Wintergreen Ridge Retreat on Oct 19, 2025 start from CA $379.32, excluding taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. [Choose your dates](https://www.expedia.ca/Roseland-Hotels-New-Hot-Tub-Wintergreen-Resort-Ski-Spa.h108916763.Hotel-Information?rfrr=HOT.HIS.question.link.click) for more accurate prices. ### Where is Wintergreen Ridge Retreat located? > Located in Chestnut Springs, this chalet is within a 10-minute walk of George Washington National Forest and Wintergreen Resort. Raven's Roost Overlook is 3.1 mi (5 km) away. ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Wintergreen Ridge Retreat Reviews 9.0 ### Wonderful All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.[More information](https://www.expedia.ca/lp/b/content-guidelines) ### 8.0 Cleanliness ### 10 Location 10 - Excellent 2 8 - Good 2 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 8/10 Good #### Amy N. Sep 8, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy 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. ##### Amy N. Stayed 2 nights in Apr 2025 ### 10/10 Excellent #### Anna C. Feb 2, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Wintergreen resort stay This house was very spacious and well stocked. It was close to all of our activities. ##### Anna C. Stayed 2 nights in Jan 2025 ### 8/10 Good #### Bonnie S. Jan 26, 2025 Liked: Check-in, communication, location, listing accuracy Disliked: Cleanliness #### Horrible issue with ants in kitchen! Had to throw out my favorite honey (for my hot tea) Holly is wonderful to deal with and quite nice. I do wish the fireplace had been functional. My husband (mechanical engineer) and son in law (contractor) were unable to get the fireplace to light! They followed all the instructions. It simply was not working. ##### Bonnie S. Stayed 3 nights in Jan 2025 ### 10/10 Excellent #### Sarah P. Feb 10, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Beautiful house, great location We stayed with another family, 8 people total. The layout of the house was perfect and very accommodating for 4 teenagers. The house was clean. The kitchen was well stocked. The beds were very comfortable. We all enjoyed the hot tub. Holly was very kind and quick to respond to my messages. The only thing that was a little confusing, was the place was advertised as “ski in/ski out”. We did not ever see where that was possible? The house was not close enough to the slope to be considered ski in/ski out in our opinions. However, the house is a very convenient, short drive to Wintergreen. We would definitely stay again and had a very nice weekend in the mountains! Thank you for sharing your home, we made happy memories!! ##### Sarah P. 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