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

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

Exterior
Room
Dining
Dining
Private kitchen

Reviews

9.6 out of 10
Exceptional

Highlights

  • Gather by the fire
    One of the few properties with a dedicated outdoor firepit.
  • Discover nearby landmarks
    Walk to Wintergreen Resort
4 bedrooms4 bathroomsSleeps 9

Popular amenities

  • Patio
  • Dog-friendly
  • Shared communal pool
  • Barbecue grill
  • Air-conditioning
  • Washing machine

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, Monticello
    ‪61 min drive‬
  • Airport, Weyers Cave, VA (SHD-Shenandoah Valley Regional)
    ‪59 min drive‬

Rooms & beds

4 bedrooms (sleeps 9)

Bedroom 2

1 Queen Bed

Bedroom 3

2 Single Beds

Bedroom 4

1 Queen Bed

Main

1 King Bed

4 bathrooms

Bathroom 2

Soap · Towels provided · Toilet · Shower only

Bathroom 3

Soap · Towels provided · Bathtub or shower · Toilet

Bathroom 4

Soap · Towels provided · Toilet · Shower only

Main bedroom bathroom

Soap · Towels provided · Bathtub or shower · Bathtub · Bidet · Toilet · Hair dryer

Spaces

Deck or patio
Porch or lanai
Kitchen
Separate dining area
Dining area

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.
Our prices include all fees. No hidden fees.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed: dogs (limit 3 total)
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 3829777vb
This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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

About the area

Wintergreen

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 War Fields are also worth visiting. Enjoy the area's slopes with snowboarding and skiing, and don't miss out on the sledging.
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Map
Wintergreen Resort, VA

What's nearby

  • Wintergreen Resort - 19 min walk - 1.6 km
  • 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

  • ‪Belties - ‬13 min drive
  • ‪Hill Top Berry Farm & Winery - ‬17 min drive
  • ‪The Edge - ‬4 min drive
  • ‪Iron & Ale At Wintergreen Resort - ‬17 min drive
  • ‪The Market - ‬3 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 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 miles (15 km).

Reviews

9.6

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 7 out of 9 reviews
Rating 8 - Good. 2 out of 9 reviews
Rating 6 - Okay. 0 out of 9 reviews
Rating 4 - Poor. 0 out of 9 reviews
Rating 2 - Terrible. 0 out of 9 reviews

9.8/10

Cleanliness

9.8/10

Check-in

10/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

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

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

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

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

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

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

About the host

Hosted by Meg

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests
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