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

Vacation home near Wintergreen Resort in Wintergreen

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

A two-story house with a balcony on the ground floor, surrounded by trees.
A wooden interior with a round table and chairs, large windows, and a view of a forest.
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a central island with stools.
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

About the area

Wintergreen

In Wintergreen .You'll be within half a mile (1 km) of George Washington National Forest and 2 miles (3 km) of Wintergreen Resort with a stay here. Also, Reids Gap Trailhead is within 3 miles (5 km) and Raven's Roost Overlook is within 6 miles (10 km).
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What's nearby

  • Wintergreen Resort - 19 min walk - 1.6 km
  • Bold Rock Hard Cider Nellysford Cidery - 15 min drive - 16.7 km
  • University of Virginia - 50 min drive - 71.8 km
  • Downtown Mall - 60 min drive - 76.9 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

  • ‪Belties - ‬13 min drive
  • ‪Hill Top Berry Farm & Winery - ‬17 min drive
  • ‪The Edge - ‬4 min drive
  • ‪Devils Backbone Brewing Company - ‬9 min drive
  • ‪The Market - ‬3 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.

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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
  • Living room
  • 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 are welcome
  • Only dogs are allowed
  • Maximum 3 pets
  • Service animals are exempt from fees

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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock in each accommodation.

Frequently asked questions

How close is Little Bear: 4br/ 4ba, mountain & valley view. Pet friendly! to the airport?

This vacation home is 41.6 mi (55-min drive) away from the Weyers Cave, VA (SHD-Shenandoah Valley Regional) airport, the closest popular airport to the property.

Does Little Bear: 4br/ 4ba, mountain & valley view. Pet friendly! have an airport shuttle?

Airport shuttle services are not available at this vacation home.

Does Little Bear: 4br/ 4ba, mountain & valley view. Pet friendly! offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Little Bear: 4br/ 4ba, mountain & valley view. Pet friendly!?

No, there is no casino at this vacation home.

What time is check-in at Little Bear: 4br/ 4ba, mountain & valley view. Pet friendly!?

Check-in begins at 4:00 PM.

Is there free parking at Little Bear: 4br/ 4ba, mountain & valley view. Pet friendly!?

Free parking is not available at this vacation home.

Does Little Bear: 4br/ 4ba, mountain & valley view. Pet friendly! have a pool?

This vacation home does not have a pool.

Does Little Bear: 4br/ 4ba, mountain & valley view. Pet friendly! have a spa?

There are no spa services available at this vacation home.

How close is Little Bear: 4br/ 4ba, mountain & valley view. Pet friendly! to downtown Wintergreen?

This vacation home is 3.4 mi away from Wintergreen.

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

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

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

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

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

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

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

10/10 Excellent

Melissa F.

Stayed 2 nights in Jan 2026
Verified

8/10 Good

Stephen P.

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