Entire home

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

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. - Little Bear: 4br/ 4ba, mountain & valley view. Pet friendly! (Wintergreen Resort)
A wooden interior with a round table and chairs, large windows, and a view of a forest. - Little Bear: 4br/ 4ba, mountain & valley view. Pet friendly! (Wintergreen Resort)
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a central island with stools. - Little Bear: 4br/ 4ba, mountain & valley view. Pet friendly! (Wintergreen Resort)
A bedroom with a large window overlooking a forest and mountains. - Little Bear: 4br/ 4ba, mountain & valley view. Pet friendly! (Wintergreen Resort)
A cozy living room with a stone fireplace, wooden beams, and comfortable seating. - Little Bear: 4br/ 4ba, mountain & valley view. Pet friendly! (Wintergreen Resort)
Consider a stay at Little Bear: 4br/ 4ba, mountain & valley view. Pet friendly! and take advantage of golfing on-site, a firepit and laundry facilities. Stay connected with in-room WiFi.

Reviews

9.6 out of 10
Exceptional

Entire home

4 bedrooms4 bathroomsSleeps 9

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Air-conditioning
  • Outdoor space

Add dates for prices

About this property

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.

Property amenities

Ski

  • Close to skiing
  • Snowboarding nearby

Pool/Spa

  • Communal pool

Internet

  • Available in the house: WiFi

Parking and transport

  • Parking on site

Kitchen

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

  • Smoke-free property

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
  • Locally-owned and organised tours and activities
  • Property located in a resort

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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 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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
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 area

Located in Wintergreen, this holiday home is in the mountains. Swannanoa Palace and Plumb House Museum are local landmarks, and the area's natural beauty can be seen at Shenandoah National Park and Rockfish Gap Entrance Shenandoah. Wildlife Center of Virginia and Shenandoah Valley Art Center are also worth visiting. Enjoy the area's slopes with snowboarding and skiing, and don't miss out on the sledging. Visit our Wintergreen travel guide
View more Holiday homes in Wintergreen
Map
Wintergreen Resort, VA

What's nearby

  • A waterfall in a forest with autumn leaves.
    Wintergreen Resort
    19 min walk - 1.6 km
  • A large neoclassical building with a dome, columns, and a portico at night.
    University of Virginia
    50 min drive - 71.8 km
  • A bustling outdoor market with American flags, street lamps, and various shops.
    Downtown Mall
    60 min drive - 76.9 km
  • Bold Rock Hard Cider Nellysford Cidery
    15 min drive - 16.7 km
  • Scott Stadium
    55 min drive - 72.8 km

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
  • Iron & Ale At Wintergreen Resort
    17 min drive
  • Margarita's The Flavor of Mexican
    13 min drive
  • The Edge
    4 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 is parking at Little Bear: 4br/ 4ba, mountain & valley view. Pet friendly!?

On-site 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!?

Checkout is at 11:00 AM.

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

Situated in the mountains, this holiday home is steps from George Washington National Forest and 1.3 mi (2.1 km) from Wintergreen Resort. Reids Gap Trailhead is 2.5 mi (4 km) away.

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

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
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

Cleanliness

9.6

Location

Reviews

Verified review

10/10 Excellent

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

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

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

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

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

8/10 Good

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

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

10/10 Excellent

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

Stayed 2 nights in Jan 2026
Verified review

8/10 Good

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