Cozy Sunny Bear Mountain Retreat with Floor-to-Ceiling Stone Fireplace Near Wintergreen Resort in VA

Vacation Rental in Wintergreen Resort, VA

13 guests • 4 bedrooms • 8 beds • 4 bathrooms

New

Unplug and unwind at 'Sunny Bear ' in VA. A peaceful mountain retreat tucked away yet close to resort amenities. Perfect for families, couples, or friends, this home features a stunning floor-to-ceiling stone fireplace, spacious decks for morning coffee or stargazing, and plenty of space to relax and reconnect. With seasonal pool access, skiing, winter activities, tennis, pickleball, and Appalachian Trail hiking nearby, it’s the perfect blend of comfort, nature, and adventure.

SPACE
Sunny Bear is a welcoming mountain home where families and friends can relax, reconnect, and enjoy time together at the Resort. Set in a peaceful area of the resort, the home feels tucked away while still offering easy access to year-round activities.

Inside, the open living space invites everyone to gather around the floor-to-ceiling stone wood burning fireplace after a day of skiing, hiking, or exploring the mountains (firewood provided). The kitchen and dining area are designed for shared meals, games, and easy conversation.

The home offers three bedrooms plus a bonus room, providing comfortable sleeping arrangements for larger groups. The primary bedroom features a queen bed with an adjoining en suite bathroom, the second bedroom includes a queen and a twin, and the third bedroom offers two queens and two twins. Ideal for kids or multiple families traveling together. The bonus room includes a pull-out couch with a thick memory foam mattress that guests consistently find extremely comfortable.

Large decks provide space to enjoy fresh mountain air, seasonal views, and quiet evenings under the stars. Sunny Bear is an ideal home base for creating lasting mountain memories.

***Same-Day Bookings: Please contact the host prior to booking to confirm the home has been cleaned and is available.***

***Minimum Booking Age: 24+
We kindly request that no parties take place, and guests must be 24 years of age or older to book the home. Thank you for your cooperation!

ACCESS
Guest has access to whole property

NEIGHBORHOOD

Perched on 11,000 breathtaking acres along the eastern slopes of the Blue Ridge Mountains, this is a true four‑season playground. Surrounded by winding trails, cascading streams, and lush forests, it’s the perfect place to unwind, explore, and reconnect with nature. Here you’ll find endless possibilities—whether you’re chasing outdoor adventure, indulging in relaxation, or gathering with family and friends.

In winter, carve through fresh powder with skiing (steps away from the house), snowboarding, and snow tubing. When the weather warms, tee off on 27 holes of championship golf at the Stoney Creek Course, play on award‑winning tennis courts, hike scenic mountain trails, cast a line fly fishing, or cool off with a refreshing swim. Pamper yourself at the full‑service mountaintop spa, then enjoy a variety of delicious dining options.

Whether you come for the crisp mountain air, the sweeping views, or the countless activities, the place offers a refreshing escape and unforgettable memories in every season.

TRANSIT
Need transportation or trip planning?
We work with a private concierge service that will make your getaway effortless. Offering private transportation, wine and brewery tours, in‑home chefs, spa services, yoga, grocery delivery, and more. They’ll create a personalized experience so you can simply relax and enjoy. Ask host for more info.

NOTES
Wintergreen Ski Resort offers 26 runs across 129 skiable acres, vibrant après‑ski dining, night skiing on 45 acres, and Virginia’s largest snow tubing hill—The Plunge

Discovery Ridge Adventure Center features rock climbing, bungee trampolines, a 25‑ft climbing tower, gem mining, disc golf, 18‑hole mini golf, ninja course, archery, and mechanical bull rides.

✨ Wintergreen Activities (On‑Site & Nearby)

Wintergreen Resort Tennis and Pickleball Courts - 2 min

Chestnut Springs Pool (on‑mountain) – 3 min

Wintergreen Spa - 5 min

Wintergreen Ski Resort Base Lodge – 7 min

The Plunge Snow Tubing Park – 7 min

Discovery Ridge Adventure Center – 7 min

Shamokin Springs Nature Preserve – 8 min

Stoney Creek Golf Course – 21 min

🍷 Wine & Beer
Devil’s Backbone Brewpub – 15 min

Three Notch’d Brewing - 20 min

Hill Top Berry Farm & Winery – 20 min

Bold Rock Nellysford Cidery - 20 min

Wood Ridge Farm Brewery – 35 min

Seven Arrows Brewing Company – 35 min

Blue Mountain Brewery – 40 min

Veritas Vineyards & Winery – 40 min

Afton Mountain Vineyards – 40 min

🥾 Hiking Highlights
Highlands Leisure Trail – 4 min

Upper Shamokin Falls Trail – 5 min

Appalachian Trail Head – 15 min

Blue Ridge Parkway – 8 min

Three Ridges Overlook – 10 min

Appalachian Trail – Three Ridges Hike – 10 min

Crabtree Falls – 35 min

✈️ Airport
Charlottesville–Albemarle Airport – 1 hr

💧 Water & Pool Access
Chestnut Springs Pool (on‑mountain) – 3 min

Rodes Farm Pool (valley) – 25 min

Lake Monocan (Stoney Creek) – 25 min

Sherando Lake Recreation Area – 30 min

Water Activities & Pool Access
Guests may use the HOA pools at Chestnut Springs (on‑mountain) and Rodes Farm (valley) from Memorial Day weekend through Labor Day.

Lake Monocan (20-acre resort lake at 239 Camping Ridge Lane, Stoney Creek) offers swimming, aqua cycles, paddleboards, kayaks, snack bar, and grills; day-use fees.

Sherando Lake Recreation Area features a scenic 25-acre spring-fed lake with sandy beaches, shaded picnic areas, rustic architecture, and adjacent trailheads. Day-use is $8 per vehicle (up to eight passengers).

Important Resort Policy Update:
As of newly enacted policy: unaccompanied guests (renters) cannot access the gym, indoor pool, or Devils Knob golf course.

ADDITIONAL RULES
House Rules:

- Quiet hours: 11:00 PM – 8:00 AM

- No smoking or vaping

- No parties or events

- Maximum occupancy: 13 guests

***Minimum Booking Age: 24+
We kindly request that no parties take place, and guests must be 24 years of age or older to book the home. Thank you for your cooperation! Cozy Sunny Bear Mountain Retreat with Floor-to-Ceiling Stone Fireplace Near Wintergreen Resort in VA