Each house is meticulously maintained with resort quality amenities.


Each home is furnished with upscale features and luxury furnishings selected by the owners. 


Each home is continuously updated and refreshed with a modern meets rustic.


Enhanced cleaning protocols and UV-C air purification in all locations. 

Chestnut Place

Experience the largest and newest in our collection

With gorgeous seasonal views of the Blue Ridge and Blackrock Village this charming mountain home Is the perfect year round retreat.

Ideal for large, multi-family gatherings, easily sleeps 16 in 5 bedrooms, 3 full and 2 half bathrooms.

<< Reserve Chestnut >>


Where  quality and 

The Briarpatch is a like-new vacation rental home within Virginia’s Wintergreen Resort located in the prestigious Devil’s Knob Loop area. This charming mountain getaway is just a few hundred yards from gorgeous scenic overlooks and is within walking distance to the WinterGarden Spa. Ideal setup for 1 -2 families – the house comfortably sleeps up to 10 in 4 bedrooms and 2-1/2 baths.

<< Reserve Briarpatch >>

Wintergreen Retreat

Enjoy the best of Rustic and Luxury

The original Wintergreen Retreat is a vacation rental home within the Wintergreen Resort in Virginia in the prestigious Devil’s Knob Loop area. This modern meets rustic elegant mountain getaway is just a few hundred yards from gorgeous scenic overlooks. The house comfortably sleeps 10 – 12 in 4 bedrooms and 3 full baths.

<< Reserve Wintergreen Retreat >>

Guest Testimonials

Dont’t take our word for it – here’s what some past guest’s say:

This home was awesome… so comfortable with everything you need. So many thoughtful details!

And, very important to 4 members of our group who were doing working vacations, the internet was great! They were all doing video conferences, etc. at the the same time with no problems at all!

We can’t say enough good about this home… And we are looking forward to returning!!

A  jewel on the mountain of Wintergreen.

The house was impeccable with tons of room and a little bit of everything for the entire family. It felt like we were staying in a luxury resort.

This property is gorgeous and fresh. There were 6 adults and plenty of space for entertaining and sleeping. The kitchen is stocked with all appliances and things you would ever need for cooking (Even a waffle maker and Kitchenaid mixer!)

The location is very convenient only 15 minutes from Devils Backbone and close to other breweries/wineries as well. There is a small electric grill on the patio. Overall an excellent stay and would come back again.