Family Chalet at Wintergreen - Hot Tub, Sauna, Fire Pit, Game Room - Sleeps 16
Three families. Three floors. One house.
Pleasant Point is a six-bedroom, four-bath mountain chalet at Wintergreen Resort sleeping up to 16 guests across three levels. Three floors means each family gets their own wing — kids in the basement with the game room next door, one family on the main floor, another up in the loft. Everyone is together, and everyone has their own space.
THE LEVELS
BASEMENT (Floor 1 — 1,125 sq ft) The natural kids' headquarters. Three bedrooms on this level: a king, a queen, and the fan-favorite bunk room with a twin-over-full cabin bed and a built-in slide. A full bathroom serves all three rooms. The game room is right next door — Pac-Man arcade, NBA Jam cabinet, shuffleboard, ring toss, and classic NES. Adults tend to visit more than they admit.
LOWER LEVEL LOUNGE A second great room with its own wood-burning fireplace, 70" TV, and a full wet bar with mini fridge and dishwasher — the natural adult gathering spot while the kids are one door away in the game room.
MAIN FLOOR (Floor 2 — 1,276 sq ft) The heart of the house. Vaulted cedar ceilings, floor-to-ceiling windows framing a wall of hardwoods, and a wood-burning fireplace set the tone. Two large seating areas mean all 16 guests can settle in without competing for space. The kitchen was freshly updated with quartz countertops, full oven and range, two refrigerators, dishwasher, and bar seating for five — cooking for a crowd is genuinely easy here. Two bedrooms on this level: a primary king with ensuite bath and walk-in closet, plus a queen.
LOFT (Floor 3 — 630 sq ft) A quieter retreat above it all. King bedroom plus a twin-trundle room, a reading nook with custom game table and vintage record player, and a queen pullout sofa. The loft bathroom has a jetted soaking tub, walk-in shower, skylight, and Roku TV. Teens claim this floor immediately.
THE SPA PORCH Screened and weather-tight, the hot tub and infrared sauna sit in their own private wing off the basement with an HDTV mounted outside — soak, sweat, or watch the game surrounded by mountain forest. Open year-round, rain or shine. Guests consistently call this their favorite part of the house.
OUTDOORS A spacious multi-level deck with a propane fire pit (seating 12) under café lights, a Blackstone flat-top griddle, and a propane pizza oven. Outdoor dining table seats 10. Cornhole and tetherball in the driveway. The Old Appalachian Trail is steps from the driveway.
HIGHLIGHTS
Top Amenities: - Screened hot tub + sauna porch — usable in all seasons - Two wood-burning fireplaces - Propane fire pit with café lights and seating for 12 - Full game room: Pac-Man arcade, shuffleboard, ring toss, NES - Blackstone griddle + propane pizza oven - Wet bar with mini fridge and dishwasher - High-speed WiFi throughout all three levels - EV charger on-site (bring your own cable) - Wheelchair-accessible main floor via no-step ramp entry
Family-Friendly Features: - Bunk room with cabin bed, slide, and full-size Connect 4 - Dedicated kids' game area with Classic NES and magnetic wall - ADA-accessible main-level bedroom — no stairs required - Three full refrigerators for stocking up on groceries - Summer community pool access included (seasonal, up to 6 guests, 2–6pm)
Nearby Attractions: - Wintergreen ski slopes, snow tubing & snowboarding — 5 min - Lake Monocan swimming, kayaking & fishing — 10 min - Shamokin Springs Loop Trail — 5 min (easy family hike) - Crabtree Falls, tallest waterfall in Virginia — 25 min - Blue Ridge Parkway scenic entrance — 20 min - Devil's Backbone Brewing, Bold Rock Cider, Veritas Vineyards — 15–25 min - Charlottesville / UVA — 1 hour
GOOD TO KNOW - The loft pullout sofa sleeps a 17th guest (queen size) — confirm at booking if needed - Bunk rooms are designed for children — adults fit but beds are kid-scaled - Airbnb/VRBO guests do not have access to Wintergreen Resort amenities (tennis courts, Devils Grill restaurant) - Community pool: seasonal, up to 6 guests, 2–6PM daily only - Pet-friendly: up to 2 dogs under 50 lbs (fee applies) - Guest count must match the reservation - Exterior security cameras on property - Bear country: all food and trash must be secured indoors - Starter supplies of paper products and toiletries provided
Three floors. Three families. One unforgettable weekend.
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Pets allowed: dogs less than 23 kg per pet (limit 2 pets total)
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Smoking
Smoking is not permitted
Quiet hours are 10PM - 8AM
Important information
You need to know
Property # 3995584vb
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 indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
About the area
Wintergreen
Deer Springs, a neighbourhood in Wintergreen, is home to this chalet. Zeus Digital Theater and Wayne Theatre are cultural highlights, and some of the area's landmarks include Swannanoa Palace and Crozet Tunnel. Travelling with kids? Consider Wildlife Center of Virginia and Shenandoah Valley Art Center. Spend some time exploring the area's activities, including golfing.
Bold Rock Hard Cider Nellysford Cidery - 21 min drive - 21.5 km
Rockfish Gap Entrance Shenandoah - 31 min drive - 37.7 km
University of Virginia - 56 min drive - 76.6 km
John Paul Jones Arena - 60 min drive - 78.3 km
Getting around
Staunton Station - 42 min drive
Weyers Cave, VA (SHD-Shenandoah Valley Regional) - 58 min drive
Restaurants
Belties - 20 min drive
Devils Backbone Brewing Company - 15 min drive
Margarita's The Flavor of Mexican - 19 min drive
The Edge - 6 min drive
Iron & Ale At Wintergreen Resort - 24 min drive
Frequently asked questions
Is Family Chalet at Wintergreen - Hot Tub, Sauna, Fire Pit, Game Room - Sleeps 16 pet-friendly?
Yes, this property allows dogs (limit 2 total) with a maximum weight of up to 23 kg per pet.
How much is parking at Family Chalet at Wintergreen - Hot Tub, Sauna, Fire Pit, Game Room - Sleeps 16?
On-site parking is available at the property.
What time is check-in at Family Chalet at Wintergreen - Hot Tub, Sauna, Fire Pit, Game Room - Sleeps 16?
Check-in begins at 3:00 PM.
What time is check-out at Family Chalet at Wintergreen - Hot Tub, Sauna, Fire Pit, Game Room - Sleeps 16?
Checkout is at 10:00 AM.
Where is Family Chalet at Wintergreen - Hot Tub, Sauna, Fire Pit, Game Room - Sleeps 16 located?
Located in Deer Springs, this family-friendly Wintergreen chalet is within a 15-minute walk of George Washington National Forest and Wintergreen Resort. Raven's Roost Overlook is 2.8 mi (4.6 km) away.
About the host
Hosted by Chris
Languages:
English, Spanish
Premier Host
They consistently provide great experiences for their guests