Skip to main content
Cabin

The Bear's Den at Wintergreen- 6 Bedroom

Photo gallery for The Bear's Den at Wintergreen- 6 Bedroom

A cozy living room with a stone fireplace, leather furniture, and a large rug.
A spacious living room with a large sectional sofa, a wooden rocking chair, and a patterned rug. A staircase with wooden railings leads to an upper level.
A wooden deck with a swing chair, a table with chairs, and a blue umbrella.
A two-story house with a front porch, a small staircase, and a gravel driveway.
A bedroom with a sloped ceiling, a large bed with a patterned bedspread, two bedside lamps, a window with a view of autumn trees, and a ceiling fan.

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • Room to spread out
    Enjoy spacious layout that give everyone more room to relax.
  • Arcade/game room
    A rare find - fun for all ages with on-site arcade/game room.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
6 bedrooms5+ bathroomsSleeps 15

Popular amenities

  • Shared communal pool
  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue grill

Explore the area

View in a map
Roseland, VA
  • Place, Wintergreen Resort
    ‪20 min walk‬
  • Place, University of Virginia
    ‪57 min drive‬
  • Place, John Paul Jones Arena
    ‪64 min drive‬
  • Airport, Charlottesville, VA (CHO-Charlottesville-Albemarle)
    ‪76 min drive‬

Rooms & beds

6 bedrooms (sleeps 15)

Basement bedroom

1 King Bed

Basement bedroom

1 Double Bed and 1 Single Bed

Master first floor

1 King Bed

Upstairs bedroom

2 Single Bunk Beds

Upstairs bedroom

1 King Bed

Upstairs bedroom

1 Queen Bed

5 bathrooms, 1 half bathroom

Bathroom 1

Toilet

Bathroom 2

Bathtub · Toilet · Shower only

Bathroom 3

Toilet · Shower only

Bathroom 4

Toilet · Shower only

Bathroom 5

Toilet · Shower only · Jetted bathtub

Bathroom 6

Toilet · Shower only

Spaces

Deck or patio
Kitchen

About this property

The Bear's Den at Wintergreen- 6 Bedroom

Welcome to the Bear's Den, a comfortable three story home in Wintergreen Resort for family and friends to make mountain memories! Enjoy the beauty of nature while hiking, skiing, and relaxing in the heart of the Blue Ridge. Recently renovated, our large house has two living rooms, two kitchens, a game room, three spacious king master bedrooms, a four twin bunk bed room, a queen bedroom and twin over full bedroom with attached bath. Enjoy the vaulted ceilings, stone fireplaces and large deck nestled in the woods.

Add dates for prices

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

Interior
Newly Built Designer Home in Wintergreen
Wintergreen Resort
  • Pool
  • Kitchen
  • Washing machine
  • Dryer
10.0 out of 10, Exceptional, (4 reviews)
Newly Built Designer Home in Wintergreen

House Rules

Check in after 4:00 PM
Minimum age to rent: 28
Check out before 10:00 AM
default

Children

Children allowed: ages 0–17
default

Events

No events allowed
default

Pets

No pets allowed
default

Smoking

Smoking is not permitted

Check-out instructions

The host requires you to complete the following before checking out:
Load and start the dishwasher
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights and lock the doors
Please remove all garbage. You can drop off your garbage at the compactor on the corner of Stone Ridge and Wintergreen Drive next to mailboxes and spa
Please wash dishes or start dishwasher.
Please return things to where you found them and please close doors and windows upon checkout.
Failure to complete these may result in a negative review from the host.

Important information

You need to know

Property Registration Number 1149
Property # 2848725vb
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 Chestnut Springs, a neighbourhood in Wintergreen, this cabin is in the mountains. George Washington National Forest and Reids Gap Trailhead reflect the area's natural beauty and area attractions include Wildlife Center of Virginia and Shenandoah Valley Art Center. Kayaking and fishing offer great chances to get out on the surrounding water, or you can seek out an adventure with mountain climbing and horse riding nearby.
View more Cabin rentals in WintergreenOpens in a new window
Map
Roseland, VA

What's nearby

  • Wintergreen Resort - 20 min walk - 1.7 km
  • Bold Rock Hard Cider Nellysford Cidery - 22 min drive - 22.5 km
  • Rockfish Gap Entrance Shenandoah - 33 min drive - 38.7 km
  • University of Virginia - 57 min drive - 77.6 km
  • John Paul Jones Arena - 64 min drive - 79.0 km

Getting around

  • Staunton Station - 51 min drive
  • Weyers Cave, VA (SHD-Shenandoah Valley Regional) - 59 min drive

Restaurants

  • ‪Belties - ‬22 min drive
  • ‪Devils Backbone Brewing Company - ‬15 min drive
  • ‪Trager Bros Coffee Shop - ‬25 min drive
  • ‪Paulie's Pig Out - ‬26 min drive
  • ‪Blue Ridge Pig - ‬19 min drive

Frequently asked questions

Is The Bear's Den at Wintergreen- 6 Bedroom pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at The Bear's Den at Wintergreen- 6 Bedroom?

As of 24 Aug, 2026, prices found for a 1-night stay for 2 adults at The Bear's Den at Wintergreen- 6 Bedroom on 26 Aug, 2026 start from S$1,579, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at The Bear's Den at Wintergreen- 6 Bedroom?

On-site parking is available at the property.

What time is check-in at The Bear's Den at Wintergreen- 6 Bedroom?

Check-in begins at 4:00 PM.

What time is check-out at The Bear's Den at Wintergreen- 6 Bedroom?

Checkout is at 10:00 AM.

Where is The Bear's Den at Wintergreen- 6 Bedroom located?

Located in Chestnut Springs, this cabin is within 1 mi (2 km) of George Washington National Forest and Wintergreen Resort. Reids Gap Trailhead and Raven's Roost Overlook are also within 9 miles (15 km).

About the host

Hosted by Sarah Fernandez

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests
Tell us how we can improve our siteShare feedback