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Recently updated - breathtaking view of the Blue Ridge Mountains

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Property grounds
Smart TV, fireplace
Interior
Smart TV, fireplace
Fridge, microwave, oven, stovetop

Reviews

10 out of 10
Exceptional

Entire condo

2 bedrooms2 bathroomsSleeps 6107 sq m

Popular amenities

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

Explore the area

View map
Wintergreen Resort, VA
  • Place, Wintergreen Resort
    ‪1 min walk‬
  • Place, Bold Rock Hard Cider Nellysford Cidery
    ‪12 min drive‬
  • Place, University of Virginia
    ‪37 min drive‬
  • Airport, Weyers Cave, VA (SHD-Shenandoah Valley Regional)
    ‪49 min drive‬

Room options

About the area

Wintergreen

At this condo you'll be within steps of Wintergreen Resort and George Washington National Forest. .Condo features a washing machine, free WiFi and 2 bathrooms. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. A fireplace, a balcony and a living room are also available. .This pet-friendly condo building offers an outdoor pool. Additionally, you'll find laundry facilities.
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What's nearby

  • Wintergreen Resort - 1 min walk - 0.0 km
  • Bold Rock Hard Cider Nellysford Cidery - 12 min drive - 15.7 km
  • University of Virginia - 37 min drive - 60.9 km
  • Downtown Mall - 41 min drive - 66.3 km
  • Monticello - 43 min drive - 69.2 km

Getting around

  • Staunton Station - 41 min drive
  • Weyers Cave, VA (SHD-Shenandoah Valley Regional) - 56 min drive

Restaurants

  • ‪Belties - ‬17 min drive
  • ‪Hill Top Berry Farm & Winery - ‬21 min drive
  • ‪Iron & Ale At Wintergreen Resort - ‬21 min drive
  • ‪Devils Backbone Brewing Company - ‬14 min drive
  • ‪The Market - ‬3 min drive

About this property

Entire place

You'll have the entire condo to yourself and will only share it with other guests in your party.

Recently updated - breathtaking view of the Blue Ridge Mountains

Welcome to Little Bear Lookout. Come for the view, experience the location, & enjoy the comfort!

Updated in May 2022!

An ever-changing tapestry of the Blue Ridge Mountains from the top floor overlooking Wintergreen slopes and resort with stunning sunrise vistas. If you are an advanced skier/snowboarder - hike or ski down from the condo to Upper Cliffhanger, Upper Wild Turkey, & Outer Limits. This unit is just steps from the top of Highlands Express Lift.

Centrally located to all Wintergreen Resort has to offer. Skiing, snowboarding, tubing, hiking, pool, Lake Monocan, the list goes on! Just a short drive to local wineries, craft breweries, cideries, distilleries, restaurants and shopping.

Two bedroom, two bath, dry sauna, full kitchen, and wood burning fire place. Play, relax, unwind.

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Property amenities

Ski

  • Close to skiing
  • Snowboarding nearby

Pool/Spa

  • Communal pool
  • Outdoor pool

Internet

  • Available in the condo: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Ice maker
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Hair dryer
  • Shampoo
  • Shower
  • 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

  • Pet friendly
  • Welcoming dogs only
  • Up to 23 kg per pet

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the mountains

Things to do

  • Birdwatching nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Mountain biking nearby
  • Sledding nearby
  • Swimming nearby
  • Wildlife walks nearby
  • Winery tours nearby

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
  • Fire extinguisher

General

  • Unit size: 1,150 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 25

Check-out

Check-out before 10:00 AM

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 are welcome
  • Only dogs are allowed
  • Maximum 2 (weight limit: 50 lb per pet)
    • Service animals are exempt from fees.
  • Note from host: Dogs are not allowed on furniture.

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 fire extinguisher and 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 fire extinguisher, a smoke detector and a first aid kit in all accommodation.

Frequently asked questions

Does Recently updated - breathtaking view of the Blue Ridge Mountains have a pool?

Recently updated - breathtaking view of the Blue Ridge Mountains has a pool and a communal pool.

What luxury perks are available at Recently updated - breathtaking view of the Blue Ridge Mountains?

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

Is Recently updated - breathtaking view of the Blue Ridge Mountains family-friendly?

You bet! With amenities such as laundry facilities, an outdoor pool and children's dinnerware, it's no surprise that Recently updated - breathtaking view of the Blue Ridge Mountains is a winner with our family travellers.

Is there a free airport shuttle available at Recently updated - breathtaking view of the Blue Ridge Mountains?

No, Recently updated - breathtaking view of the Blue Ridge Mountains does not offer an airport shuttle service.

What time are check-in & check-out at Recently updated - breathtaking view of the Blue Ridge Mountains?

Check-in begins at 4:00 PM. Check-out time is 10:00 AM.

Recently updated - breathtaking view of the Blue Ridge Mountains Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 44 out of 46 reviews
Rating 8 - Good. 1 out of 46 reviews
Rating 6 - Okay. 0 out of 46 reviews
Rating 4 - Poor. 1 out of 46 reviews
Rating 2 - Terrible. 0 out of 46 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

dominika j.

Stayed 2 nights in Feb 2026

10/10 Excellent

Amber W.

Liked: Cleanliness
The house was perfect! Easy check in and out. Would stay here again!
Stayed 2 nights in Jan 2026

10/10 Excellent

Kim B.

Liked: Cleanliness
Stayed 2 nights in Dec 2025

10/10 Excellent

Christian P.

Liked: Cleanliness
Wonderful home with all of the amenities you need, and breathtaking views!
Stayed 3 nights in Nov 2025

10/10 Excellent

Matt M., Chesapeake Virginia

Liked: Cleanliness
We came to enjoy the weather and foliage. We explored some of local favorites and tried new experiences like Crab Tree falls and Belties breakfast on 151. We also discovered some new wine spots. Overall the Ledges provided the best views of our stay and loved our accommodations. We’ll be back in the spring!
Stayed 4 nights in Nov 2025

10/10 Excellent

Dougs Upholstery a.

Liked: Cleanliness
The place was awesome. Exactly as described in the listing except for we thought it would have a Kurig coffee maker
Stayed 3 nights in Oct 2025

10/10 Excellent

Carolyn M.

Liked: Cleanliness
We had a wonderful stay. The views were amazing. We will be back!
Stayed 2 nights in Oct 2025

10/10 Excellent

Asha T.

Liked: Cleanliness
Excellent property and very gracious hosts!
Stayed 3 nights in Aug 2025

10/10 Excellent

Michael G.

Liked: Cleanliness
The Little Bear Lookout is one if not the best VRBOs we have stayed in. The pictures and descriptions are spot on. The host was extremely responsive and the kitchen is equipped with everything one needs to make themselves at home. A great experience
Stayed 2 nights in Aug 2025

10/10 Excellent

Jennifer J.

Liked: Cleanliness
Stayed 2 nights in Jun 2025

8/10 Good

Tom L.

Liked: Cleanliness
Great views.
Stayed 2 nights in Jun 2025

10/10 Excellent

Jeff F.

Liked: Cleanliness

Perfect Accommodations & Perfect Support

Everything was just as represented in the write up and the Host was great.
Stayed 5 nights in Jun 2025

10/10 Excellent

Daniel G.

Liked: Cleanliness
Stayed 2 nights in May 2025

10/10 Excellent

Brian O.

Liked: Cleanliness

Amazing views in the Blue Ridge

We had a great stay at Little Bear Lookout! The condo was just as advertised, very comfortable and with amazing views. Check-in was easy and the hosts were very helpful and immediately responsive to a question that came up during our stay. Looking forward to returning for another visit.
Stayed 3 nights in May 2025

10/10 Excellent

Quirsten B.

Liked: Cleanliness

Amazing location

Absolutely stunning location, easy communication with owners, and comfortable accommodations. Would absolutely recommend as a place to spend time in nature comfortabo!
Stayed 2 nights in Apr 2025

10/10 Excellent

Heather B.

Liked: Cleanliness

Wonderful Experience

Breath taking views, clean and beautiful home. Would highly recommend!
Stayed 2 nights in Feb 2025

10/10 Excellent

Erin M.

Liked: Cleanliness
Stayed 2 nights in Jan 2025

10/10 Excellent

Ryan W.

Liked: Cleanliness

Perfect Location, Clean and Great Host

The property was well kept, clean and had everything we needed for a great ski vacation. The kids, dog and I had a wonderful time. The host was extremely kind and kept me well informed about everything I needed to know. I would absolutely recommend this place for anyone who wanted to enjoy some time at Wintergreen.
Stayed 3 nights in Jan 2025

10/10 Excellent

Cory H.

Liked: Cleanliness

Beautiful Condo with a view

Very comfortable, updated condo with an exceptional view. Booking and check in couldn’t have been easier. Highly recommend.
Stayed 2 nights in Jan 2025

10/10 Excellent

William J.

Liked: Cleanliness

Lovely

We felt as though we were staying at our own place. Everything we needed was there including shampoo! And yes, it's a wonderful view. Thank you!
Stayed 2 nights in Jan 2025

10/10 Excellent

Hung L.

Liked: Cleanliness

Great Way to End the Summer!

The property was great and Margaret was awesome. We didn't have any problems but did have a few questions. Every time I messaged her, she responded right away. My only heads up to renters is that the loft gets very warm, even when the downstairs is a bit chilly. But she has a fan up there, so it's not unbearable. Aside from that, the property is fantastic. The kitchen has everything you need, there are plenty of fresh towels and there was the nice touch of having some laundry and dishwasher PODs to save us from having to find a store close by. Would definitely stay again!
Stayed 3 nights in Aug 2024

10/10 Excellent

Acada M.

Liked: Cleanliness
Stayed 3 nights in Jan 2024

10/10 Excellent

Michael A.

Liked: Cleanliness

Friends July 4th Getaway

Great place, incredible views!
Stayed 3 nights in Jul 2024

10/10 Excellent

Casey D., Ashland, VA

Liked: Cleanliness

Excellent View and Easily Accessible

The condo was exactly as described. Furniture was comfortable and the host was readily available for questions pertaining to pool access and adding an additional day. FYI, pool access is only allowed after 2pm for renters.
Stayed 3 nights in May 2024

10/10 Excellent

Don S.

Liked: Cleanliness

#mtnview

Great condo, awesome deck & mountain views
Stayed 3 nights in Apr 2024