Dragon's Back - Wintergreen, VA

Dragon's Back, 9BR 10BA in Wintergreen

Wintergreen Resort, VA, United States
18
9
10

About

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- 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 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.

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

Bathroom

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

Bedroom and laundry

  • Bed linens
  • Hangers
  • Iron
  • Clothing storage

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

Bathroom

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

Bedroom and laundry

  • Bed linens
  • Hangers
  • Iron
  • Clothing storage

Family

  • High chair
  • Pack 'n Play/travel crib

Heating and cooling

  • Indoor fireplace

Home safety

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

Kitchen and dining

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

Location features

  • Private entrance Separate street or building entrance

Outdoors

  • BBQ grill
  • Fire pit
  • Outdoor seating
  • Patio or balcony

Parking and facilities

  • Free parking on premises

Accessibility Getting Home

  • Well-lit path to entrance Light can help guests move around unexpected barriers

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

James
November 2025 · Airbnb
We had a great stay at the Dragon’s Back house in Wintergreen. The place is huge, clean, and had more than enough space for our group to spread out and relax. The views from the deck were beautiful, and we loved ending the evenings around the fire pit outside. The kitchen and common areas were perfect for cooking, hanging out, and spending time together. Great location within the resort as well. Would definitely stay here again.
Matt
October 2025 · Airbnb
We had a perfect weekend at Dragons. Back! Perfect weather, perfect location & an amazing weekend to celebrate my wife & I getting married. The host was incredibly responsive and amenable to our needs as we prepared for our trip to the Airbnb. We couldn’t have asked for a better venue or host! Thank you, Matt
Michelle
October 2025 · Airbnb
Wow!! Can't say enough great things about this house!! If you are visiting the Shenandoah valley this is the place to go!! The house was impeccable and perfect for our large group weekend trip!! Also it is so close to lots of wineries and breweries and hikes. No shortage of fun activities!!!
Monica
October 2025 · Airbnb
The house was very nice! Great for large families! The view was beautiful!! The house had everything you could possibly need. Plenty of utensils, plates and cups as well as extras like coffee pods and seasonings. It was nice to have two big refrigerators and 2 dishwashers. We did have our 14 month grandson along and the house was very kid friendly. Having retractable gates at the steps was very helpful! It is a drive up and down the mountain to get to things but well worth it.
Rishi
September 2025 · Airbnb
We absolutely loved our stay here. The place is spectacular and there is so much space in the house. The views from the deck are awe inspiring. We highly recommend this listing and look forward to returning. Thank you Chris and Amy for hosting us and being so responsive throughout our stay.
Susan
August 2025 · Airbnb
Dragon’s Back was my family’s favorite vacation this summer! The views are to die for, the air was crisp and cool in the middle of a balmy, hot summer, the house was amazing! The kids loved the downstairs gaming area for hanging out, while the adults enjoyed the upstairs for socializing and relaxing. The dining room was perfect for large family meals with great views. The entire house is well-stocked, clean and thoughtfully organized. This house is a 10 out of a 10! The hosts are wonderful - responsive, professional, friendly, helpful. We are already dreaming of our next stay.

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