Sleepy Bear Chalet

3 bedrooms2 bathroomsSleeps 9

Popular amenities

Fireplace

Pool

Kitchen

Free WiFi

Air conditioning

Outdoor space

Explore the area

Roseland, VA

Wintergreen Resort1 min walk
Bold Rock Hard Cider Nellysford Cidery13 min drive
Sherando Lake Recreation Area18 min drive
Charlottesville, VA (CHO-Charlottesville-Albemarle)62 min drive

Rooms & beds

3 bedrooms (sleeps 9)

Bedroom 1

2 Single Beds

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

2 bathrooms

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Bathtub or shower · Toilet

Spaces

Deck or patio

Kitchen

Balcony

About this property

Escape to the mountains and enjoy your peace and quiet from the chaos of everyday life. Relax by the fire at night and sip your coffee in the morning while gazing out at the mountains. Our cozy home is only a 4 minute walk to Wintergreen Ski Resort where you can skii all day & then come back at night to stay in our 3 bedroom cozy chalet. Our stay is not only convenient to the ski resort but also hiking trails, Mountain Inn, special events, restaurants, bar, and convenience store.

Property manager

Abby Joy

Amenities

Pool

Kitchen

Washer

Dryer

Free WiFi

Air conditioning

Air conditioning

Living/dining area

House Rules

Check in after 4:00 PM

Check out before 11:00 AM

Children

Children allowed: ages 0–17

Events

No events allowed

Pets

No pets 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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip

Host has indicated that there is a smoke detector on the property

Safety features at this property include a first aid kit

About the area

Wintergreen

Located in Wintergreen, this chalet is in a rural area and in the mountains. Zeus Digital Theater and Shenandoah Valley Art Center are cultural highlights, and some of the area's activities can be experienced at Wintergreen Resort and Reids Gap Trailhead. Spend some time exploring the area's activities, including cross-country skiing and snowboarding.

Roseland, VA

What's nearby

Wintergreen Resort - 1 min walk
Raven's Roost Overlook - 11 min drive
Bold Rock Hard Cider Nellysford Cidery - 13 min drive
Sherando Lake Recreation Area - 18 min drive
Stoney Creek Golf Course - 19 min drive

Getting around

Staunton Station - 45 min drive
Weyers Cave, VA (SHD-Shenandoah Valley Regional) - 54 min drive

Restaurants

‪Hill Top Berry Farm & Winery - ‬19 min drive
‪Bold Rock Nellysford Cidery - ‬14 min drive
‪Devils Backbone Brewing Company - ‬11 min drive
‪Trager Brothers Coffee 2.0 - ‬21 min drive
‪Stoney Creek Bar & Grill - ‬19 min drive

Frequently asked questions

Does Sleepy Bear Chalet have a pool?

Yes, this property has an indoor pool and an outdoor pool.

Is Sleepy Bear Chalet pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Sleepy Bear Chalet?

Check-in begins at 4:00 PM.

What time is check-out at Sleepy Bear Chalet?

Checkout is at 11:00 AM.

Where is Sleepy Bear Chalet located?

Situated in the mountains, this chalet is steps away from Wintergreen Resort and George Washington National Forest. Reids Gap Trailhead and Raven's Roost Overlook are also within 9 miles (15 km).

8.0

Very good

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.

Learn more

8.0/10

Cleanliness

6.0/10

Amenities

8.0/10

Property conditions & facilities

6.0/10

Eco-friendliness

6.0/10

Communication

8/10 Good

Sarah

8 October 2023

Liked: Cleanliness, property conditions & facilities

The property was overall nice with minor issues. It had a funky smell upon entering, most likely due to moisture and several outlets were not working. Access to the property was very difficult for my mother with mobility issues since it went down wooden stairs that were slippery after the rain. The third bedroom is a loft with no privacy (door or enclosed walls) and due to the vaulted ceiling adults can’t comfortably be up there.

Stayed 3 nights in Oct 2023