The Wintergreen Chalet

Top rated by guests
Exterior
Living area
Private kitchen
Private kitchen
Exterior
review stars
9.2Outstanding
(25 Ratings)
"House was great! Lots of space for six moms getting away for the weekend."
Nicole D.
Don't miss out! Price and availability may change
9.2 / 10.0
Outstanding(25 Ratings)

House in Massies Mill, VA

14 guests · 6 bedrooms · 4 baths

Reasons to book

Guests love it hereGuests give this property a top rating
High-end valueWell priced for 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.

Amenities at The Wintergreen Chalet

Non-smoking
No pets allowed
Family friendly

Map of Massies Mill, VA


Ratings and reviews

9.2 / 10.0
Outstanding(25 Ratings)
10.0 / 10.0Outstanding·Oct 2025
House was great! Lots of space for six moms getting away for the weekend.
10.0 / 10.0Outstanding·Oct 2025
Outstanding place for a large group.
10.0 / 10.0Outstanding·Jan 2025
The pictures do not do this house justice. Kitchen was modern and had everything we needed. Beds were comfortable. Lots of space for everyone.
6.0 / 10.0Average·Aug 2023
The Chalet is an older property that hasn't been maintained adequately. While common areas are large and inviting, there are limitations including dirty kitchen equipment, scratched nonstick frying pans and cutting boards, expired filter on refrigerator water supply, dirty decks and outdoor furniture, 2 exits to the outside that are marked "Do not use," due to unsafe exterior stairs and walkways, large black ants on two floors, an inoperable shower, and noise from some animal life in an exterior bedroom wall at night. Considering the condition of the property, we felt we were overcharged. I have sent the owner an extensive list of items needing attention. Before renting this property, you would do well to be assured maintenance has been done.

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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at The Wintergreen Chalet. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is The Wintergreen Chalet pet friendly?

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at The Wintergreen Chalet?

We found 3 amenities for this rental. This includes non-smoking, no pets allowed, and family friendly.


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