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Sleepy Bear Chalet

Photo gallery for Sleepy Bear Chalet

Property grounds
Exterior
3 bedrooms, iron/ironing board, free WiFi
Smart TV, fireplace
Fridge, microwave, oven, stovetop
Reviews
8.0

Very good

Entire chalet

3 bedrooms2 bathroomsSleeps 9

Popular amenities

  • Pool
    PoolPool
  • Kitchen
    KitchenKitchen
  • Air conditioning
    Air conditioningAir conditioning
  • Fireplace
    FireplaceFireplace
  • Dryer
    DryerDryer
  • Washer
    WasherWasher

Explore the area

Map
Roseland, VA
  • Popular LocationWintergreen Resort1 min walk
  • Popular LocationBold Rock Hard Cider Nellysford Cidery13 min drive
  • Popular LocationSherando Lake Recreation Area18 min drive
  • AirportCharlottesville, VA (CHO-Charlottesville-Albemarle)62 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.

Sleepy Bear Chalet

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

Property amenities

Ski

  • Cross-country skiing and snowboarding nearby

Pool/Spa

  • Outdoor pool
  • Indoor pool
  • Shared/communal pool

Internet

  • Free WiFi

Parking and transportation

  • Onsite parking

Kitchen

  • Refrigerator
  • Stovetop
  • Microwave
  • Oven
  • Dishwasher
  • Kitchen island
  • Spices
  • Electric kettle
  • Paper towels

Dining

  • Dining table

Bedrooms

  • 3 bedrooms

Bathrooms

  • 2 bathrooms
  • Shower/tub combination
  • Hair dryer
  • Soap
  • Toilet paper
  • Shampoo
  • Towels provided

Living spaces

  • Fireplace
  • Living room

Entertainment

  • Smart TV

Outdoor areas

  • Balcony
  • Outdoor furniture

Laundry

  • Washing machine and dryer

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the mountains
  • In a rural location

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector installed (host has indicated there is a smoke detector on the property)
  • First aid kit

Similar properties

Exterior
Ski-In/Ski-Out Comfy Condo
Air conditioning
10.0 out of 10, Exceptional, (13)
Ski-In/Ski-Out Comfy Condo

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available

Check-out

Check-out before 11:00 AM
Contactless check-out available

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

Pets not allowed

Children and extra beds

Children are welcome

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 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 there is a smoke detector on the property
Safety features at this property include a first aid kit
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 neighborhood

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.
Visit our Wintergreen travel guideOpens in a new window
View more Chalets in WintergreenOpens in a new window

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?

Check-out is at 11:00 AM.

Where is Sleepy Bear Chalet located?

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

Sleepy Bear Chalet Reviews

Reviews

8.0

Very Good

Rating 10 - Excellent. 0 out of 1 reviews" "
Rating 8 - Good. 1 out of 1 reviews" "
Rating 6 - Okay. 0 out of 1 reviews" "
Rating 4 - Poor. 0 out of 1 reviews" "
Rating 2 - Terrible. 0 out of 1 reviews" "

8.0/10

Cleanliness

6.0/10

Amenities

8.0/10

Property conditions & facilities

6.0/10

Eco-friendliness

Reviews

8/10 Good

Sarah, APO

Traveled with family
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