Five Star Stays on Virginia's Brew Ridge Trail
Book direct and avoid the exorbitant AirBnB service fees! The same great properties at up to a 35% discount!
Reviews
Amy
March 2026 · Airbnb
My fiancé and I absolutely love love love this little tiny home! It has everything you need and is so inviting and fun. The outdoor area is beautiful and a great location. I’m coming back with my kids very soon.
Nick
March 2026 · Airbnb
The tiny house felt much larger than a tiny home. It had everything we needed to enjoy our time in the mountains. The location is centrally located to the park and countless wineries and breweries. We would definitely chose to stay again if coming back to the area.
Stallion
March 2026 · Airbnb
Rusty’s retreat was exactly what we were looking for. Great space, and great for our fox terrier as well. Jeremy was a great host, very responsive and accommodative with all of our needs. Will definitely be back!
Marshall
February 2026 · Airbnb
Exactly as advertised, very clean and looked just like the pictures. Exceptionally smooth check-in/check-out process with no hiccups, despite arriving late in the evening. Very convenient to Wintergreen, with breweries/ciderys/winerys in the middle.
Jason
February 2026 · Airbnb
I really enjoyed my stay at this location. Everything was exactly as shown with good quality amenities to use throughout my stay. I really liked the pop up TV and the down comforter. The cookware, dishes and assorted kitchen items were all in great condition as well. It was always a pleasure interacting with Jeremy. I will look forward to the next time that I am in the area. Thanks!
Lisa
February 2026 · Airbnb
Jeremy's place is 25 minutest from Wintergreen, and was a perfect place to stay with our puppy while we went skiing. The kids loved climbing the stairs to get to their bed and got excited when they saw a blu-ray player because they bought a movie with them. I was looking forward to the firepit and making smores however it was raining when we went there. The place is cozy and clean, the windows makes things bright and cheery. Parking to to the house is about 100 yards.
Jeremy was fast in answering my question during our stay and we truly appreciated the special accommodations request for our dog.
Jackie
February 2026 · Airbnb
Jeremy clearly takes great effort into making his place a special place to stay. The house in itself is an experience both architecturally and the way it is decorated. The beds and linens are of quality and very comfy. We enjoyed the fireplace during our winter stay. There are a lot of breweries and wineries nearby and the community center has great coffee and an empanada restaurant. All in all a good winter weekend getaway.
Megan
February 2026 · Airbnb
My husband and I came here for Valentine’s Day weekend with our two dogs to step away from the chaos of life and we had the most , relaxing weekend we have had in quite some time!!!! Can’t thank Jermey enough for letting us make his space our home for the weekend 10/10 would recommend and stay again !!
Cassady
February 2026 · Airbnb
We absolutely adored Rusty’s Retreat.
My wife and I took an impromptu trip up to Afton to have a Wintergreen snowboarding weekend and Jeremy’s tiny home was the perfect rest and recuperation space. It was very easy to find and access and was very close to the mountain without having to pay an arm and a leg. Our host was communicative the entire time and made sure to keep the walkway lights on for us until we arrived, well after the standard check in time. We would definitely return for future mountain trips.
PS. Make sure you check out Belties, the most adorable and delicious cafe and breakfast spot.
Brady
February 2026 · Airbnb
Awesome stay! Great location and plenty of space! We were in a tough situation with bad weather forcing us to travel to wintergreen early. Jeremy was very responsive and this place was perfect for our larger family!
Our Properties
Tiny House Bliss on Brew Ridge Trail. Wintergreen
Afton, VA, United States
Guests 4
Bedrooms 2
Bathrooms 1
Iconic Church Turned Unique Stay (Casino/VIR)
Danville, VA, United States
Guests 8
Bedrooms 3
Bathrooms 2
Luxury Tiny Home: Cozy, Modern Luxury Tiny Retreat
Afton, VA, United States
Guests 2
Bedrooms 1
Bathrooms 1
FLASH SALE: Blue Ridge Estate Wine, Beer, & Skiing
Afton, VA, United States
Guests 12
Bedrooms 4
Bathrooms 2