Entire chalet·Private host

Sleepy Bear Chalet

Photo gallery for Sleepy Bear Chalet

A spacious living area with a wooden staircase, a fireplace, a dining area, and a balcony. - Sleepy Bear Chalet (Roseland)
A compact kitchen with white cabinets, a granite countertop, and a wooden floor. - Sleepy Bear Chalet (Roseland)
A spacious living area with a wooden staircase, a kitchen with bar stools, and a dining area. - Sleepy Bear Chalet (Roseland)
A wooden deck with a railing and a single wooden chair. - Sleepy Bear Chalet (Roseland)
A modern kitchen with a wooden staircase, a dining area with a table and chairs, and a fireplace. - Sleepy Bear Chalet (Roseland)
Close to Wintergreen Resort, Sleepy Bear Chalet provides amenities such as laundry facilities. Stay connected with free in-room WiFi.

Reviews

8.0 out of 10
Very good

Entire chalet

3 bedrooms2 bathroomsSleeps 9

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning

Add dates for prices

About this property

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 amenities

Ski

  • Cross-country skiing nearby
  • Snowboarding nearby

Pool/Spa

  • Communal pool
  • Indoor pool
  • Outdoor pool

Internet

  • Available in the accommodation: Free WiFi

Parking and transport

  • Parking on site

Kitchen

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

Dining

  • Dining table

Bedrooms

  • 3 bedrooms

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace

Entertainment

  • Smart TV

Outdoor areas

  • Balcony
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a rural location
  • In the mountains

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 (host has indicated there is a smoke detector on the property)
  • First aid kit

General

  • Property located in a resort

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Policies

Check-in

Check-in time starts at 4:00 PM

Contactless check-in and check-out are available

Check-out

Check-out before 11:00 AM

Contactless check-out

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 not allowed

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

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 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
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
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 chalet is in a rural area and in the mountains. Zeus Digital Theater and Waynesboro Heritage Museum are cultural highlights, and some of the area's activities can be experienced at Wintergreen Resort and Sherando Lake Recreation Area. Wildlife Center of Virginia and Shenandoah Valley Art Center are also worth visiting. Spend some time exploring the area's activities, including cross-country skiing and snowboarding. Visit our Wintergreen travel guide
View more Chalets in Wintergreen
Map
Roseland, VA

What's nearby

  • A waterfall in a forest with autumn leaves.
    Wintergreen Resort
    1 min walk - 0.0 km
  • A large neoclassical building with a dome, columns, and a portico at night.
    University of Virginia
    52 min drive - 73.9 km
  • Bold Rock Hard Cider Nellysford Cidery
    17 min drive - 18.7 km
  • John Paul Jones Arena
    55 min drive - 75.6 km
  • Scott Stadium
    57 min drive - 74.9 km

Getting around

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

Restaurants

  • Belties
    16 min drive
  • Devils Backbone Brewing Company
    11 min drive
  • Iron & Ale At Wintergreen Resort
    19 min drive
  • Margarita's The Flavor of Mexican
    15 min drive
  • The Edge
    7 min walk

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.

How much is parking at Sleepy Bear Chalet?

On-site parking is available at the 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).

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Sleepy Bear Chalet Reviews