Dragon's Back - Wintergreen, VA

Dragon's Back

Wintergreen Resort, VA, United States
18
9
10

About

Welcome to Dragon’s Back, one of Virginia's premier mountain chalets. With 6,200 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- click on my profile to see reviews for other properties.

Good to know

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 Details 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 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.

Availability

What this place offers

Amenities

Common

  • Air conditioning
  • Cleaning products
  • Cooking basics Pots and pans, oil, salt and pepper
  • Dishes and silverware
  • Dryer In the building, free or for a fee
  • Hair dryer
  • Heating Central heating or a heater in the listing
  • Kitchen Space where guests can cook their own meals
  • Dedicated workspace
  • Pool Private or Shared
  • TV
  • Washing Machine In the building, free or for a fee
  • Wifi

Outdoors

  • Alfresco dining
  • BBQ
  • Fire pit
  • Outdoor seating
  • Patio

Entertainment

  • Arcade machine

Common

  • Air conditioning
  • Cleaning products
  • Cooking basics Pots and pans, oil, salt and pepper
  • Dishes and silverware
  • Dryer In the building, free or for a fee
  • Hair dryer
  • Heating Central heating or a heater in the listing
  • Kitchen Space where guests can cook their own meals
  • Dedicated workspace
  • Pool Private or Shared
  • TV
  • Washing Machine In the building, free or for a fee
  • Wifi

Outdoors

  • Alfresco dining
  • BBQ
  • Fire pit
  • Outdoor seating
  • Patio

Entertainment

  • Arcade machine

Kitchen and dining

  • Baking sheet
  • Barbecue utensils
  • Coffee
  • Coffee maker
  • Dining table
  • Dishwasher
  • Freezer
  • Kitchenette
  • Microwave
  • Mini Fridge
  • Oven
  • Refrigerator
  • Stove
  • Toaster
  • Wine glasses

Bathroom

  • Bathtub
  • Body soap
  • Conditioner
  • Hot Water
  • Shampoo
  • Shower gel

Bedroom and laundry

  • Bed linens
  • Hangers
  • Iron
  • Clothing storage

Home safety

  • Carbon monoxide detector
  • Fire extinguisher
  • First aid kit
  • Smoke detector

Heating and cooling

  • Indoor fireplace

Parking and facilities

  • Free parking on premises
  • Private living room

Family

  • High chair
  • Travel crib

Location features

  • Private entrance Separate street or building entrance

House Rules

- Please respect our neighbors! If you are disrespectful / loud and asked to vacate, there will be no refund. Also, quiet hours are from 10PM to 8AM. - No candles, fireworks, or open fires (except at the provided firepit) - No refunds due to weather

Accessibility

Neighborhood

Guest Access

Reviews

Chris
March 2026 · Airbnb
An amazing house for large groups! We had four families with kids stay together and were able to sleep, eat, and hang out comfortably. The highlight of the house is the stunning views of the Blue Ridge mountains.
Reilly
February 2026 · Airbnb
My 16-person extended family had a long ski weekend at Dragon's Back. What a beautiful home with plenty of living space for adults and children. The views were breathtaking, and we loved sitting around the fire in the spacious main living room. Our children LOVED the game room downstairs. It's a just a short drive from the slopes. Our host was incredibly proactive in communication and communicative throughout our stay. We will be coming back again in the future!
Sally
February 2026 · Direct booking
We had a fantastic long weekend at Dragon's Back in February 2026 with eight adults and seven kids. The house is very well stocked with labels on cabinets to identify what's where. There's plenty of space to gather or to have privacy. We loved that everyone had their own bathroom! Also, the view from Dragon's Back is just incredible. Sunrises and sunsets are spectacular. We highly recommend this gorgeous mountain rental.
Benjamin
December 2025 · Airbnb
Had an amazing stay here with tons of space to spare. You cannot beat that sunrise and sunset view from the top back porch balcony truly amazing. Had a great time here and very responsive host had no issues whatsoever with the place.

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Approximate location. Full address will be provided on booking.