House in Massies Mill, VA
9 guests · 4 bedrooms · 4 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
Top-tier experienceA high end property in this area
About this house rental
Welcome to Little Bear! We'd love to provide you with a comfortable stay and clear views so you can enjoy the beauty of the Blue Ridge Mountains!
At Little Bear you will enjoy views down the Blue Ridge Mountain and into the valley. Private street, directly off the hiking trails, and close to the mountain loop, tubing park and Devil Knob Golf course, this is a perfect place for all that Wintergreen has to offer.
At Little Bear you will enjoy views down the Blue Ridge Mountain and into the valley. Private street, directly off the hiking trails, and close to the mountain loop, tubing park and Devil Knob Golf course, this is a perfect place for all that Wintergreen has to offer.
Amenities
Non-smoking
Pets allowed
Family friendly
Map of Massies Mill, VA
Ratings and reviews
10 / 10Outstanding·May 2026
Beautiful home! We celebrated 2 graduates and a birthday with family. Was a really lovely time even with fog obscuring the view. It feels like a treehouse. This house has absolutely everything you need even a lovely, well curated library!
10 / 10Outstanding·May 2026
We had an amazing stay at this beautiful Wintergreen Resort home and truly loved everything about it! The house was exactly as pictured — spacious, cozy, spotless, and exceptionally well cared for. The mountain views and peaceful setting made it the perfect getaway for our group, which included my husband, our teen, and grandparents. The layout was ideal, giving everyone plenty of space to relax comfortably without ever feeling crowded.The home was fully stocked with everything we needed, and we especially appreciated the comfortable living areas, thoughtful touches throughout (love the bear in the dining room), and how relaxing it felt after spending the day exploring the surrounding area. The location was perfect, with easy access to hiking, dining, wineries, breweries, and distilleries. The scenic overlooks throughout the resort were absolutely breathtaking!Communication was seamless, check-in was easy, and the entire experience exceeded our expectations. We would absolutely stay here again and highly recommend this home to anyone looking for a beautiful and relaxing mountain escape!
8 / 10Excellent·Jan 2026
The host was awesome and I meant to give a 5 star. Great views, short drive to amenities and lots of space.
10 / 10Outstanding·Jan 2026
It was awesome! We enjoyed being so close to the resort, the space and the views were incredible. I would 100% do it again!
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Top rated by guests
9.6Outstanding
(10 Ratings)
"Beautiful home! We celebrated 2 graduates and a birthday with family. Was a really lovely time even with fog obscuring the view. It feels like a treehouse. This house has absolutely everything you nee..."
K C.Don't miss out! Price and availability may change
