Little Bear: 4br/ 4ba, mountain & valley view. Pet friendly!
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.
Our prices include all fees. No hidden fees.
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Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
About the neighborhood
Wintergreen
Located in Wintergreen, this vacation home is in the mountains. Swannanoa Palace and Plumb House Museum are local landmarks, and the area's natural beauty can be seen at George Washington National Forest and Shenandoah National Park. Wildlife Center of Virginia and War Fields are also worth visiting. Enjoy the area's slopes with snowboarding and skiing, and don't miss out on the sledding.
Bold Rock Hard Cider Nellysford Cidery - 15 min drive - 16.7 km
Stoney Creek Golf Course - 21 min drive - 23.2 km
University of Virginia - 51 min drive - 73.2 km
Monticello - 61 min drive - 81.7 km
Getting around
Staunton Station - 37 min drive
Weyers Cave, VA (SHD-Shenandoah Valley Regional) - 55 min drive
Restaurants
Hill Top Berry Farm & Winery - 17 min drive
Belties - 13 min drive
The Edge - 4 min drive
The Market - 3 min drive
Devils Backbone Brewing Company - 9 min drive
Frequently asked questions
Is Little Bear: 4br/ 4ba, mountain & valley view. Pet friendly! pet-friendly?
Yes, this property allows dogs (limit 3 total).
How much does it cost to stay at Little Bear: 4br/ 4ba, mountain & valley view. Pet friendly!?
As of Jun 9, 2026, prices found for a 1-night stay for 2 adults at Little Bear: 4br/ 4ba, mountain & valley view. Pet friendly! on Aug 8, 2026 start from $821, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking?
Onsite parking is available at the property.
What time is check-in at Little Bear: 4br/ 4ba, mountain & valley view. Pet friendly!?
Check-in begins at 4:00 PM.
What time is check-out at Little Bear: 4br/ 4ba, mountain & valley view. Pet friendly!?
Check-out is at 11:00 AM.
Where is Little Bear: 4br/ 4ba, mountain & valley view. Pet friendly! located?
Situated in the mountains, this vacation home is steps from George Washington National Forest, and within 3 mi (5 km) of Wintergreen Resort and Reids Gap Trailhead. Raven's Roost Overlook and Sherando Lake Recreation Area are also within 9 mi (15 km).
Reviews
9.6
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
We had such a wonderful time staying at Little Bear! The house is so cozy and comfortable… perfect for a winter getaway! The beds were super comfortable, the kitchen was stocked with essentials and we loved hanging in the large family room! We can’t wait to go back and stay there again!
Court M.
Stayed 2 nights in Feb 2024
Verified
10/10 Excellent
Kelly H.
May 18, 2026
Liked: Location
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!
We stayed at Little Bear to celebrate my parents’ 50th anniversary and Thanksgiving. It was perfect for our whole family with plenty of room for us to spread out. The kitchen was well equipped and the dining room was great for a special dinner. The views were amazing as well. Highly recommended
We went to the mountains for a workcation. The sunroom was the perfect spot to set up for work. The house was very comfortable and we were able to bring two dogs which made it even better. The owner was great to work with.
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!