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Little Bear: 4br/ 4ba, mountain & valley view. Pet friendly!

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A two-story house with a balcony on the ground floor, surrounded by trees.
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a central island with stools.
A wooden interior with a round table and chairs, large windows, and a view of a forest.
A cozy living room with a stone fireplace, wooden beams, and comfortable seating.
A bedroom with a large window overlooking a forest and mountains.

Reviews

9.6 out of 10
Exceptional

Entire home

4 bedrooms4 bathroomsSleeps 9

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Air conditioning
  • Outdoor Space

Explore the area

View in a map
Wintergreen Resort, VA
  • Place, Wintergreen Resort
    ‪19 min walk‬
  • Place, Bold Rock Hard Cider Nellysford Cidery
    ‪15 min drive‬
  • Place, University of Virginia
    ‪50 min drive‬
  • Airport, Weyers Cave, VA (SHD-Shenandoah Valley Regional)
    ‪59 min drive‬

Room options

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About the neighborhood

Wintergreen

With a stay at this vacation home in Wintergreen, you'll be in the mountains, within a 5-minute drive of Wintergreen Resort and George Washington National Forest. .This vacation home is 16.6 mi (26.7 km) from Shenandoah National Park and 2.5 mi (4 km) from Reids Gap Trailhead.
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What's nearby

  • Wintergreen Resort - 19 min walk - 1.0 mile
  • Bold Rock Hard Cider Nellysford Cidery - 15 min drive - 10.4 miles
  • University of Virginia - 50 min drive - 44.6 miles
  • John Paul Jones Arena - 54 min drive - 45.7 miles
  • Downtown Mall - 60 min drive - 47.8 miles

Getting around

  • Staunton Station - 37 min drive
  • Weyers Cave, VA (SHD-Shenandoah Valley Regional) - 55 min drive

Restaurants

  • ‪Belties - ‬13 min drive
  • ‪Devils Backbone Brewing Company - ‬9 min drive
  • ‪The Edge - ‬4 min drive
  • ‪Iron & Ale At Wintergreen Resort - ‬17 min drive
  • ‪Upper Crust Pizza - ‬4 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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.
Make yourself comfortable in this air-conditioned vacation home, which features a fireplace and a Smart TV. There's a private patio. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Conveniences include a desk and a microwave.
This smoke-free vacation home features books, games, and a tennis court on site. Recreational activities include snowboarding nearby and sledding nearby.
Guests will find features like internet access and onsite parking.

Property amenities

Ski

  • Close to skiing
  • Snowboarding nearby

Pool/Spa

  • Communal pool

Internet

  • Available in the house: WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 4 bathrooms
  • Bathtub or shower
  • Bidet
  • Hair dryer
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Separate dining area

Entertainment

  • Books
  • Games
  • Smart TV
  • Video games

Outdoor areas

  • Barbecue grill
  • Firepit
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Computer monitor
  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • 3 pets total

Suitability/Accessibility

  • Smoking not allowed

Location highlights

  • In the mountains

Things to do

  • Golf
  • Snow sports gear
  • Tennis
  • Birdwatching nearby
  • Cycling nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking nearby
  • Sledding nearby
  • Swimming nearby
  • Winery tours nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Double-glazed windows
  • Humane treatment of captive wild animals
  • Locally-owned and organized tours and activities
  • Property located in a resort

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 25

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

Pets allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs only
3 total pets

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

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 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
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

Little Bear: 4br/ 4ba, mountain & valley view. Pet friendly! Reviews

Reviews

9.6

Exceptional

Rating 10 - Excellent. 8 out of 10 reviews
Rating 8 - Good. 2 out of 10 reviews
Rating 6 - Okay. 0 out of 10 reviews
Rating 4 - Poor. 0 out of 10 reviews
Rating 2 - Terrible. 0 out of 10 reviews

9.8/10

Cleanliness

Reviews

Verified review

10/10 Excellent

Stephen S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
House was very clean and well stocked. View of the valley below was wonderful. Really enjoyed our stay.
Stayed 4 nights in Oct 2025
Verified review

10/10 Excellent

K C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!
Stayed 3 nights in May 2026
Verified review

8/10 Good

Donald D.

Liked: Check-in, communication
The host was awesome and I meant to give a 5 star. Great views, short drive to amenities and lots of space.
Stayed 3 nights in Jan 2026
Verified review

10/10 Excellent

Nicolle C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
It was awesome! We enjoyed being so close to the resort, the space and the views were incredible. I would 100% do it again!
Stayed 2 nights in Dec 2025
Verified review

10/10 Excellent

Court M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A cozy winter weekend in the mountains

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!
Stayed 2 nights in Feb 2024
Verified review

10/10 Excellent

Shonna B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great property for multi-generational stay

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
Stayed 5 nights in Nov 2024
Verified review

10/10 Excellent

Judy M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Most gorgeous sunrise every day!

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.
Stayed 7 nights in Jan 2025
Verified review

10/10 Excellent

Kelly H.

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!
Stayed 4 nights in May 2026
Verified review

10/10 Excellent

Melissa F.

Stayed 2 nights in Jan 2026
Verified review

8/10 Good

Stephen P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 3 nights in Jan 2025