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

10.0 (10 Reviews) |   Pet Friendly   6 Bedrooms  4 Bathrooms  17 Guests
Nellysford Ski Chalet | Family Chalet at Wintergreen - Hot Tub, Sauna, Fire Pit, Game Room - Sleeps 16

6 Bedroom Ski Chalet in Nellysford, 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
wood-fired 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 + wood-fired 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 Pet Friendly, Balcony/Terrace, Bedding/Linens, among other amenities. This Ski Chalet features Pet Friendly, Balcony/Terrace, Bedding/Linens, 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 people. The minimum rental for this property is 1 nights, 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.

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Amenities

Air Conditioner
Parking
Pet Friendly
Pool
TV
Balcony/Terrace
Accessibility
Security/Safety
Sports/Activities
Bedding/Linens
Wellness Facilities
Spa
Fireplace/Heating
Guest Services
Entertainment
Barbecue/Outdoor Cooking
Child Friendly
Hot Tub
Internet
Kitchen
Laundry

Facility Overview

Air Conditioner
  • Air conditioning
  • Heating
Bathrooms
  • Jetted bathtub
  • Shampoo
  • Hair dryer
  • Toilet paper
  • Bathtub or shower
  • Soap
  • Towels provided
  • 4 bathrooms
Bedroom
  • 6 bedrooms
  • Bed sheets provided
  • Dining table
  • Fireplace
  • Living room
  • Dining room
Kitchen
  • Stovetop
  • Dishwasher
  • Microwave
  • Refrigerator
  • Cookware/dishes/utensils
  • Coffee/tea maker
  • Oven
  • Electric kettle
  • Kitchen island
Laundry
  • Laundry facilities
  • Washing machine and dryer
Parking
  • Electric car charging station on site
  • Onsite parking
  • Wheelchair-accessible parking available
Pet Friendly
  • Pet friendly
  • 2 total (up to 50 lbs per pet)
  • Welcoming dogs only
Accessibility
  • Wheelchair accessible
  • Wheelchair-accessible parking
  • No elevators
  • Smoke-free property
  • 1 on-site accessible parking spaces
  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Upper floors accessible by stairs only
Activities
  • Tennis on site
  • Snow sports gear
  • Kayak on site
  • Golfing on site
  • Golf nearby
Entertainment
  • Smart TV
  • Video games
  • Games
  • Arcade/game room
General
  • Vegetarian dining options
  • Uses some LED lighting
  • Vegan dining options
  • Spanish
  • English
  • Desk chair
  • Desk
Guest Services
  • Highchair
  • Travel crib
  • Iron/ironing board
Internet
  • Free WiFi
Outdoors
  • Patio
  • Firepit
  • Barbecue grill
  • Outdoor furniture
Security/Safety
  • Smoke detector installed (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
Spa
  • Sauna
  • Shared/communal pool
  • Hot tub

Policies

Check-in
Check-in time starts at 3:00 pm minimum check-in age: 23
Check-out
Check-out before 10:00 am
Child Policy
Children are welcome.
Event Policy
No events allowed
Pet Policy
2 total (up to 50 lbs per pet) pets allowed service animals are welcome, and are exempt from fees welcoming dogs only
Smoking Policy
Smoking is not permitted

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 host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property onsite parties or group events are strictly prohibited safety features at this property include a fire extinguisher special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed 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

Reviews

libby c.
Jan 17, 2026 03:52:29 AM
Review Score:   10
Summary: We were very pleased with our host Chris! He communicated very well! We appreciate the quick response and reminders!House was perfect for our family. Great location to the slopes and lots of fun stuff to do on a rainy day.We really enjoyed the fireplace and multiple refrigerators.I would however recommend an extra dryer on the lower level for ski wear… also the kitchen could stand a good oven, dishwasher cleaning and new water kettle ! The bedding and bathrooms were perfect and loved the extra coffee pots and great shower pressure!!!I found the “picture policies “ very helpful!Thanks for a memorable stay and hopefully your house will be available if we make a return visit to Wintergreen!
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FAQ's

Is this Nellysford ski chalet pet-friendly for guests?

Yes, pets are allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Nellysford ski chalet have a swimming pool?

Yes, this Nellysford ski chalet has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Nellysford ski chalet?

Best-rates for the Nellysford ski chalet starts from $827 per night with includes Fireplace/Heating, Hot Tub, Parking, TV, Entertainment, Barbecue/Outdoor Cooking, Internet, Kitchen, Pool, Accessibility, Sports/Activities, Air Conditioner, Security/Safety, Wellness Facilities, Spa, Guest Services, Child Friendly, Laundry, Pet Friendly, Balcony/Terrace, Bedding/Linens with all other facilities. matches every traveler with their perfect accommodation, whether you are traveling with a group, friends, family, or pets.

Is Nellysford ski chalet a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this ski chalet Good or guests have recommended them suitable for families. As reported by the owner or manager, the ski chalet has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Nellysford ski chalet wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Nellysford ski chalet has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Nellysford ski chalet?

Based on the information reported by the owner or manager, the Nellysford ski chalet indicates 1 day stay policy at this ski chalet. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Nellysford ski chalet?

Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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