Chalet
Wintergreen Grandeur
Photo gallery for Wintergreen Grandeur





9 bedrooms 9+ bathrooms Sleeps 18 576.0 sq m
Popular amenities
Explore the area
Wintergreen Resort, VA
- Wintergreen Resort3 min drive
- Raven's Roost Overlook5 min drive
- Bold Rock Hard Cider Nellysford Cidery18 min drive
- Weyers Cave, VA (SHD-Shenandoah Valley Regional)62 min drive
Rooms & beds
9 bedrooms (sleeps 18)
BR1: Main level king master
1 King Bed
BR2: Main level queen master
1 Queen Bed
BR3: Main level 2 twin master
2 Single Beds
BR4: Downstairs queen master
1 Queen Bed
BR5: Downstairs king master
1 King Bed
BR6: Downstairs queen master
1 Queen Bed
BR7: Downstairs king master
1 King Bed
BR8: Downstairs queen master
1 Queen Bed
BR9: Downstairs 2 twin, full bath across hall
2 Single Beds
9 bathrooms, 2 half bathrooms
BR1 ensuite bath
BR2 ensuite bath
BR3 ensuite bath
BR4 ensuite bath
BR5 ensuite bath
BR6 ensuite bath
BR7 ensuite bath
BR8 ensuite bath
Full bath across from BR9, also serves downstairs common space
Half bath adjoining office
Half bath on main level
Spaces
Deck or patio
Kitchen
Kitchenette
Balcony
Separate dining area
About this property
Wintergreen Grandeur
New listing! Welcome to Dragon’s Back, one of Virginia's premier mountain chalets. With 6200 sq ft and some of the best views in the state, this 9 bedroom- each with it's own bathroom- was custom built for groups and sleeps 18 comfortably. You’ll love the oversized gourmet kitchen, grand octagonal dining room, decks with stunning views, game room, and gorgeous bathrooms. Also, pet friendly! Managed by Chris at New School Hosting.
There's a ton to do in the area! Dragon’s Back is about a mile to the slopes and a few minutes’ drive to all the dining and entertainment at Wintergreen. Some of the best hiking trails in the state are off the Blue Ridge Parkway (15 minutes from the home). Also nearby are two sandy-beach-entrance lakes plus a community pool for swimming, and over dozen wineries, breweries, and distilleries- all within a 30 minute drive.
The home layout is as follows:
Main level:
(Note: main entrance enters this level with zero steps from the flat driveway)
- Primary living room with sectional sofa, gas fireplace, extra table and chairs, and big screen TV
- Grand dining area for 20 with custom circular table serving as focal point of room. TV and fireplace also in this room.
- Large, fully stocked gourmet kitchen with 2 full size refrigerators, 2 dishwashers, 2 ovens, 6 burner gas stove, and island / bar seating for 8.
- BR 1: Primary bedroom with king bed, seating area, gas fireplace, and deck access. Ensuite bathroom features double vanities and oversized tile shower with side-by-side shower heads with individual controls
- Attached to BR 1 is an office with its own private half bath
- BR 2: Queen bedroom with ensuite bathroom
- BR 3: Two twin bedroom with ensuite bathroom
- Additional half bath near kitchen
- Laundry room
- Upper deck features multiple sitting areas, dining tables for 12 and 6, and a propane grill and fire table (propane provided for each)
Lower level:
- Additional living room / game room with 3 big screen TVs, kitchenette, shuffleboard table, 2 arcade machines, and table for 6 with lots of games
- BR 4: Queen bedroom with ensuite bathroom
- BR 5: King bedroom with ensuite bathroom
- BR 6: Queen bedroom with ensuite bathroom
- BR 7: King bedroom with ensuite bathroom
- BR 8: Queen bedroom with ensuite bathroom
- BR 9: 2 twin beds with full bathroom just across the hall (shared with common space)
- Lower deck features large octagonal screened in porch with seating and a few smaller dining tables
Other things to note:
- Dragon's Back is pet friendly! We allow up to 2 dogs with a $200 pet fee (total, not per dog or per night). Please do not let your dogs on the furniture, and remember to pick up after them outside :)
- We provide our guests $1500 of coverage for accidental damage to the property or its contents. The cost of this is already embedded in the cleaning fee.
- We are open to hosting small weddings or other events, but only with advance notice before booking. Additional charges may apply, and we may decline certain requests. Do not book this property if you intend on having more than 18 people at the property at any time, without checking with us first.
- Wintergreen offers hiking, skiing, snowboarding, tubing, swimming, dining, spa, ropes course, golfing, and much more.
- The large flat driveway can easily fit 6-7 vehicles.
- Wifi is fast with a strong signal throughout the house and decks. Most bedrooms, plus both living rooms and the dining room, feature smart TVs where you can access all the main streaming services.
- We provide a fully stocked coffee bar with multiple coffee drip and Keurig options
- Linens and towels provided
- Guests can enjoy free community pool access in the summer season (though the HOA rules stipulate no more than 6 guests at a time, and the permitted hours are 2-6pm).
- Pack n play, high chair, and board games provided
- We do require a separate rental agreement, which we will send a link to e-sign after you book. There are no additional fees beyond those listed here.
- Please note that if you would like to send packages to the property, you do so at your own risk. USPS is particularly unreliable. We can not be held responsible for late or undelivered packages. Additionally, we charge $25 for any return services requested, in additional to actual postage.
There's a ton to do in the area! Dragon’s Back is about a mile to the slopes and a few minutes’ drive to all the dining and entertainment at Wintergreen. Some of the best hiking trails in the state are off the Blue Ridge Parkway (15 minutes from the home). Also nearby are two sandy-beach-entrance lakes plus a community pool for swimming, and over dozen wineries, breweries, and distilleries- all within a 30 minute drive.
The home layout is as follows:
Main level:
(Note: main entrance enters this level with zero steps from the flat driveway)
- Primary living room with sectional sofa, gas fireplace, extra table and chairs, and big screen TV
- Grand dining area for 20 with custom circular table serving as focal point of room. TV and fireplace also in this room.
- Large, fully stocked gourmet kitchen with 2 full size refrigerators, 2 dishwashers, 2 ovens, 6 burner gas stove, and island / bar seating for 8.
- BR 1: Primary bedroom with king bed, seating area, gas fireplace, and deck access. Ensuite bathroom features double vanities and oversized tile shower with side-by-side shower heads with individual controls
- Attached to BR 1 is an office with its own private half bath
- BR 2: Queen bedroom with ensuite bathroom
- BR 3: Two twin bedroom with ensuite bathroom
- Additional half bath near kitchen
- Laundry room
- Upper deck features multiple sitting areas, dining tables for 12 and 6, and a propane grill and fire table (propane provided for each)
Lower level:
- Additional living room / game room with 3 big screen TVs, kitchenette, shuffleboard table, 2 arcade machines, and table for 6 with lots of games
- BR 4: Queen bedroom with ensuite bathroom
- BR 5: King bedroom with ensuite bathroom
- BR 6: Queen bedroom with ensuite bathroom
- BR 7: King bedroom with ensuite bathroom
- BR 8: Queen bedroom with ensuite bathroom
- BR 9: 2 twin beds with full bathroom just across the hall (shared with common space)
- Lower deck features large octagonal screened in porch with seating and a few smaller dining tables
Other things to note:
- Dragon's Back is pet friendly! We allow up to 2 dogs with a $200 pet fee (total, not per dog or per night). Please do not let your dogs on the furniture, and remember to pick up after them outside :)
- We provide our guests $1500 of coverage for accidental damage to the property or its contents. The cost of this is already embedded in the cleaning fee.
- We are open to hosting small weddings or other events, but only with advance notice before booking. Additional charges may apply, and we may decline certain requests. Do not book this property if you intend on having more than 18 people at the property at any time, without checking with us first.
- Wintergreen offers hiking, skiing, snowboarding, tubing, swimming, dining, spa, ropes course, golfing, and much more.
- The large flat driveway can easily fit 6-7 vehicles.
- Wifi is fast with a strong signal throughout the house and decks. Most bedrooms, plus both living rooms and the dining room, feature smart TVs where you can access all the main streaming services.
- We provide a fully stocked coffee bar with multiple coffee drip and Keurig options
- Linens and towels provided
- Guests can enjoy free community pool access in the summer season (though the HOA rules stipulate no more than 6 guests at a time, and the permitted hours are 2-6pm).
- Pack n play, high chair, and board games provided
- We do require a separate rental agreement, which we will send a link to e-sign after you book. There are no additional fees beyond those listed here.
- Please note that if you would like to send packages to the property, you do so at your own risk. USPS is particularly unreliable. We can not be held responsible for late or undelivered packages. Additionally, we charge $25 for any return services requested, in additional to actual postage.
Property manager
New School Hosting
Languages
English
Add dates for prices
Amenities
Pool
Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi
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House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
Events allowed: family gatherings, birthday parties, weddings
For events >18 guests, reach out and ask us
Pets
Pets allowed: dogs (limit 2 total)
Smoking
Smoking is not permitted
Important information
You need to know
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
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Parties and events (including family gatherings, birthday parties and weddings) are allowed on site. Maximum attendees: 18
Note from host: For events >18 guests, reach out and ask us
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Roseland
Located in Roseland, this holiday home is in the mountains. Swannanoa Palace and Crozet Tunnel are local landmarks, and some of the area's activities can be experienced at Wintergreen Resort and Bold Rock Hard Cider Nellysford Cidery.
Wintergreen Resort, VA
What's nearby
- Wintergreen Resort - 3 min drive - 1.4 km
- Raven's Roost Overlook - 5 min drive - 2.7 km
- Reids Gap Trailhead - 10 min drive - 7.4 km
- Bold Rock Hard Cider Nellysford Cidery - 18 min drive - 17.4 km
- Sherando Lake Recreation Area - 24 min drive - 15.2 km
Getting around
Restaurants
- Devils Backbone Brewing Company - 17 min drive
- The Edge
- The Market - 7 min drive
- Upper Crust Pizza
- Blue Ridge Pig - 20 min drive
Frequently asked questions
Reviews
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About the host
Hosted by New School Hosting

Languages:
English
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