Family Chalet at Wintergreen - Hot Tub, Sauna, Fire Pit, Game Room - Sleeps 16 | Ski Chalet in Wintergreen Resort

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.

Family Chalet at Wintergreen - Hot Tub, Sauna, Fire Pit, Game Room - Sleeps 16 is located in Nellysford. Family Chalet at Wintergreen - Hot Tub, Sauna, Fire Pit, Game Room - Sleeps 16 provides accommodation, featuring Air Conditioner, Parking, Pet Friendly, among other amenities. This Ski Chalet features Air Conditioner, Parking, Pet Friendly, to make your stay a comfortable one.

Family Chalet at Wintergreen - Hot Tub, Sauna, Fire Pit, Game Room - Sleeps 16 has 6 Bedrooms , 4 Bathrooms, and max occupancy of 17 persons. The minimum rental for this property is 1 night, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated Ski Chalet because of the excellent services rendered by the owner or manager of this Ski Chalet, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. Ski Chalet has a friendly neighborhood, and the Nellysford has interesting places to visit. If you want to learn more about the Ski Chalet in Nellysford, such as places to visit and things to do nearby, you can check below to learn more.