Bear Ridge Retreat - Wintergreen, VA

Bear Ridge Retreat

Roseland, VA, United States
12
5
3

About

Welcome to Bear Ridge Retreat, a pristine and spacious 5BR home in Wintergreen. You'll love the open floor plan and vaulted ceilings of the main living area, with plenty of space for multiple families to spread out. The lower level features an add'l living space with TV area, pool table, and wet bar. With 5 bedrooms (4 with kings), the house sleeps 12 comfortably. Managed by Chris at New School Hosting- click on my profile to see more reviews. Plus, pet friendly!

Good to know

There's a ton to do in the area! Bear Ridge Retreat is about a mile to the ski slopes and a few minutes’ drive to all the dining, attractions, and hiking at Wintergreen. If you’re willing to venture a bit further, some of the best hiking trails in the state are off the Blue Ridge Parkway (15 minutes from the house), and there are over dozen wineries, breweries, and distilleries within a 30 minute drive. During the summer, enjoy Sherando Lake and Lake Monocan with sandy beach entrances, or take a dip in the heated community pool. The home layout is as follows: Upper level: - Living room with working propane fireplace and big screen TV - Dining area for 10, plus room for 4 more at the kitchen bar - Fully stocked kitchen with granite counters and stainless appliances - BR 1: Primary bedroom with king bed and deck access. Ensuite bathroom features double vanity, soaker tub, and gorgeous tile shower - BR 2: King bedroom with deck access - BR 3: Bunk bedroom with 2 sets of twin-over-twin bunks, also with deck access - Hall full bath with tiled shower/tub combo - Upper deck features comfortable seating area around propane fire table (propane provided), dining table and chairs, and gas grill Lower level: - Second living room / game room with smart TV, pool table, wet bar, and arcade machine - BR 4: King bedroom with deck access - BR 5: King bedroom with deck access - Hall full bath with tiled shower/tub combo - Laundry room with full size washer and dryer - Lower patio with sitting area and a hot tub

Other Details to Note

- Bear Ridge Retreat is pet friendly! We welcome up to 2 dogs with a $100 flat fee. Please include any dogs in the "guests" section of the reservation. - We provide our guests $1,500 of coverage for accidental damage to the property or its contents. The cost of this is already embedded in the cleaning fee. - Wintergreen offers hiking, skiing, snowboarding, tubing, swimming, dining, spa, ropes course, golfing, and much more. - The property can accommodate 4 to 5 cars, depending on whether you're comfortable blocking one in the driveway. - Wifi is fast with a strong signal throughout the house and decks. All bedrooms, plus the living room and game room, feature smart TVs where you can access all the main streaming services. - We provide a fully stocked coffee bar with multiple coffee drip and Keurig options - Linens and towels provided - Guests can enjoy free community pool access in the summer season (though the HOA rules stipulate no more than 6 guests at a time, and the permitted hours are 2-6pm). - Pack n play and high chair provided - Please respect our neighbors! If you are disrespectful / loud and asked to vacate, there will be no refund. Also, quiet hours are from 10PM to 8AM. - No candles, fireworks, or open fires (except at the provided firepit, if applicable) - No refunds due to bad weather - We do require a separate rental agreement, which we will send a link to e-sign after you book. There are no additional fees beyond those listed here.

Availability

What this place offers

Amenities

Common

  • Air conditioning
  • Cooking basics Pots and pans, oil, salt and pepper
  • Dishes and silverware
  • Dryer In the building, free or for a fee
  • Hair dryer
  • Heating Central heating or a heater in the listing
  • Hot tub
  • Kitchen Space where guests can cook their own meals
  • Pool Private or Shared
  • TV
  • Washing Machine In the building, free or for a fee
  • Wifi

Bathroom

  • Bathtub
  • Body soap
  • Conditioner
  • Hot Water
  • Shampoo
  • Shower gel

Bedroom and laundry

  • Bed linens
  • Hangers
  • Iron
  • Clothing storage

Common

  • Air conditioning
  • Cooking basics Pots and pans, oil, salt and pepper
  • Dishes and silverware
  • Dryer In the building, free or for a fee
  • Hair dryer
  • Heating Central heating or a heater in the listing
  • Hot tub
  • Kitchen Space where guests can cook their own meals
  • Pool Private or Shared
  • TV
  • Washing Machine In the building, free or for a fee
  • Wifi

Bathroom

  • Bathtub
  • Body soap
  • Conditioner
  • Hot Water
  • Shampoo
  • Shower gel

Bedroom and laundry

  • Bed linens
  • Hangers
  • Iron
  • Clothing storage

Entertainment

  • Pool table

Family

  • Board games
  • Children's books and toys
  • High chair
  • Pack 'n Play/travel crib

Heating and cooling

  • Ceiling fan
  • Indoor fireplace

Home safety

  • Carbon monoxide detector
  • Fire extinguisher
  • First aid kit
  • Smoke detector

Kitchen and dining

  • Baking sheet
  • Barbecue utensils
  • Coffee
  • Coffee maker
  • Dining table
  • Dishwasher
  • Freezer
  • Microwave
  • Mini Fridge
  • Oven
  • Refrigerator
  • Stove
  • Toaster
  • Wine glasses

Location features

  • Private entrance Separate street or building entrance

Outdoors

  • BBQ grill
  • Fire pit
  • Outdoor seating
  • Patio or balcony

Parking and facilities

  • Free parking on premises

House Rules

- Please respect our neighbors! If you are disrespectful / loud and asked to vacate, there will be no refund. Also, quiet hours are from 10PM to 8AM. - No candles, fireworks, or open fires (except at the provided firepit, if applicable) - No refunds due to weather

Accessibility

Neighborhood

Guest Access

Guests have access to the entire home.

Reviews

Kassidy
November 2025 · Airbnb
We stayed here over the weekend for my husband’s 30th birthday and absolutely loved it! The house was incredibly clean, spacious, and perfect for a group getaway. The kitchen was stocked with tons of amenities, which made cooking and hanging out together so easy. We couldn’t have asked for a better stay. Highly recommend-definitely a 5-star experience!
Brandon
September 2025 · Airbnb
We had a great stay in Wintergreen. The cabin is incredibly well stocked with kitchen supplies for families. We cooked all of our meals and everything you could want was already in the kitchen. We brought our crock pot and they had the same one 😂. The basement game room had lots of stuff to entertain the kids. The beds were comfortable as well. Overall 5 stars!
Rebecca
August 2025 · Airbnb
Had to book at the last minute due to hurricane in outerbanks. And they were great! They let us checkin a little early and everything was clean and ready for us

Find us

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Approximate location. Full address will be provided on booking.