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Perched above the Wintergreen slopes, Little Bear Lookout offers a tranquil retreat with a dry sauna and wood burning fireplace. Enjoy hiking, skiing or snowboarding down to Upper Cliffhanger and then relax at the pool or Lake Monocan. Explore local wineries, breweries and shopping nearby.
Reviews
9.8 out of 10
Exceptional
Entire condo
2 bedrooms 2 bathrooms Sleeps 6 1150 sq ft
Popular amenities
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About this property
Property amenities
Policies
Important information
You need to know
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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
About the neighborhood
Located in Nellysford, this condo is in the mountains. Wintergreen Resort and Bold Rock Hard Cider Nellysford Cidery are worth checking out if an activity is on the agenda, while those looking for area attractions can visit Wildlife Center of Virginia and War Fields. Be sure to check out the area's animals with activities such as game walks and birdwatching.

Wintergreen Resort, VA
What's nearby
- Wintergreen Resort - 1 min walk - 0.0 miles
- Raven's Roost Overlook - 4 min drive - 1.3 miles
- Bold Rock Hard Cider Nellysford Cidery - 15 min drive - 9.8 miles
- Stoney Creek Golf Course - 20 min drive - 12.7 miles
- Sherando Lake Recreation Area - 22 min drive - 8.7 miles
Getting around
Restaurants
- Trager Bros Coffee Shop - 22 min drive
- Hill Top Berry Farm & Winery - 21 min drive
- Paulie's Pig Out - 24 min drive
- The Edge - 20 min walk
- Upper Crust Pizza - 18 min walk
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