House in Massies Mill, VA
14 guests · 6 bedrooms · 4 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
About this house rental
The Wintergreen Chalet is a sprawling 6-bedroom 4.5 bath home located at the top of Devil's Knob Mountain within the Wintergreen Resort in the Blue Ridge Mountains of Virginia. The home sleeps 12-14 comfortably and is available for rent daily, weekly or monthly.
Our home is set on a private road at one of the highest elevation points in the resort and offers beautiful seasonal views of the Shenandoah Valley. It is within 1 mile of most amenities including golf, tennis, snow skiing, swimming, hiking, restaurants and the Winter Garden Spa. The large wooded lot provides plenty of privacy and a great place for little explorers to climb the natural rock formations surrounding the property.
In addition to the professionally decorated 4,000 square-foot interior the home has over 1,000 square feet of outdoor deck space. A 6-person hot tub is also provided for year-round fun.
Our home is set on a private road at one of the highest elevation points in the resort and offers beautiful seasonal views of the Shenandoah Valley. It is within 1 mile of most amenities including golf, tennis, snow skiing, swimming, hiking, restaurants and the Winter Garden Spa. The large wooded lot provides plenty of privacy and a great place for little explorers to climb the natural rock formations surrounding the property.
In addition to the professionally decorated 4,000 square-foot interior the home has over 1,000 square feet of outdoor deck space. A 6-person hot tub is also provided for year-round fun.
Amenities at The Wintergreen Chalet
Non-smoking
No pets allowed
Family friendly
Map of Massies Mill, VA
Ratings and reviews
10 / 10Outstanding·Feb 2026
Home was perfect for our big group. Very clean!
8 / 10Excellent·Jan 2026
Nice house. Host was very responsive
8 / 10Excellent·Jan 2026
the host is welcome. but the facility does not maintain well. When we get there, the first problem is water leaking in kitchen. After two hours they fixed it. And then, power outage and fire alarm battery. They fixed quickly.
6 / 10Average·Jul 2026
This property is in a great location and was relatively inexpensive. The property is aged and had a few issues when we arrived. Maintenance responded and fixed 2 of the three issues. We enjoyed our stay; however, the mattresses were particularly uncomfortable, and the interior of the home is quite aged and does not feel fresh and clean. The dining table was very nice as it comfortably seats 12.
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Top rated by guests
9.2Outstanding
(29 Ratings)
"Home was perfect for our big group. Very clean! "
robert b.Don't miss out! Price and availability may change
