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Sleepy Bear Chalet

Chalet with an indoor pool, steps from Wintergreen Resort

Photo gallery for Sleepy Bear Chalet

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

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

Explore the area

View map
Roseland, VA
  • Place, Wintergreen Resort
    ‪1 min walk‬
  • Place, Bold Rock Hard Cider Nellysford Cidery
    ‪11 min drive‬
  • Place, Shenandoah National Park
    ‪19 min drive‬
  • Airport, Weyers Cave, VA (SHD-Shenandoah Valley Regional)
    ‪50 min drive‬

Room options

About the area

Wintergreen

At this chalet you'll be within steps of Wintergreen Resort and George Washington National Forest. Highlights at this chalet include a kitchen, a washing machine and free WiFi. .Enjoy the indoor swimming pool and outdoor swimming pool. Plus you'll find laundry facilities. .With a stay at this Wintergreen chalet, you'll be 28.5 km (17.7 mi) from Shenandoah National Park.
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What's nearby

  • Wintergreen Resort - 1 min walk - 0.0 km
  • Bold Rock Hard Cider Nellysford Cidery - 11 min drive - 14.7 km
  • Shenandoah National Park - 19 min drive - 23.1 km
  • University of Virginia - 38 min drive - 61.9 km
  • Monticello - 44 min drive - 70.2 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 - ‬12 min drive
  • ‪Hill Top Berry Farm & Winery - ‬19 min drive
  • ‪Trager Bros Coffee Shop - ‬21 min drive
  • ‪Iron & Ale At Wintergreen Resort - ‬19 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.

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Gum Tree 2 with Wintergreen Advantage
  • Pool
  • Kitchen
  • Air-conditioning
  • Parking available
Gum Tree 2 with Wintergreen Advantage

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
  • Living room

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

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

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events 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
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. On-site parties or group events are strictly prohibited. For guests' safety, the property includes a smoke detector and a first aid kit in all accommodation.

Frequently asked questions

Does Sleepy Bear Chalet have a pool?

Take your pick from a pool, a communal pool and an indoor pool.

What luxury perks are available at Sleepy Bear Chalet?

This property features an outdoor pool, as well as a fireplace and a living room.

Is there a free airport shuttle available at Sleepy Bear Chalet?

No, Sleepy Bear Chalet does not offer an airport shuttle service.

What time are check-in & check-out at Sleepy Bear Chalet?

Check-in begins at 4:00 PM. Check-out time is 11:00 AM.

Are pets allowed at Sleepy Bear Chalet?

No, pets are not allowed.

Sleepy Bear Chalet Reviews

Reviews

8.0

Very good

Rating 10 - Excellent. 1 out of 3 reviews
Rating 8 - Good. 1 out of 3 reviews
Rating 6 - Okay. 1 out of 3 reviews
Rating 4 - Poor. 0 out of 3 reviews
Rating 2 - Terrible. 0 out of 3 reviews

8.0/10

Cleanliness

6.0/10

Amenities

8.0/10

Property conditions & facilities

6.0/10

Eco-friendliness

Reviews

6/10 Okay

Marisa I.

Great location - upgrades needed

The location was great for a ski vacation - an easy walk to the main lodge even with kids.The property itself is dated and could use a number of upgrades. Very basic amenities and light blankets on the beds - would definitely recommend bringing extra blankets (and towels) if you plan to stay for a cold weekend. The listing noted that there is access to an indoor pool which we found out was not the case and the property does not have resort access.
Stayed 3 nights in Jan 2025

10/10 Excellent

Web E.

Liked: Cleanliness
Stayed 3 nights in Feb 2024

8/10 Good

Sarah, APO

Travelled 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