Entire chalet·Private host

Family Chalet at Wintergreen - Hot Tub, Sauna, Fire Pit, Game Room - Sleeps 16

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Property grounds
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Smart TV, fireplace, video games
Smart TV, fireplace, video games
Exterior

Reviews

10 out of 10
Exceptional

Entire chalet

6 bedrooms4 bathroomsSleeps 16

Popular amenities

  • Hot tub
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Free Wi-Fi

Explore the area

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Wintergreen Resort, VA
  • Place, Wintergreen Resort
    ‪1 min walk‬
  • Place, University of Virginia
    ‪58 min drive‬
  • Place, John Paul Jones Arena
    ‪60 min drive‬
  • Airport, Weyers Cave, VA (SHD-Shenandoah Valley Regional)
    ‪66 min drive‬

Room options

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About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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
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.
During your stay at this chalet, you're just a quick walk from George Washington National Forest. You'll find features such as 1 hot tub, laundry facilities and an arcade/games room.
  • Free WiFi
  • Amenities include laundry facilities and a car charging station
  • On-site recreation includes tennis courts and a sauna
  • Steps from George Washington National Forest and 13 minutes on foot from Wintergreen Resort
Family Chalet at Wintergreen - Hot Tub, Sauna, Fire Pit, Game Room - Sleeps 16 offers its guests a hot tub and a sauna. Barbecue grills, an arcade/games room, and laundry facilities are also featured at the family-friendly Family Chalet at Wintergreen - Hot Tub, Sauna, Fire Pit, Game Room - Sleeps 16.

This Wintergreen chalet is smoke free.


Property amenities

Pool/Spa

  • Communal pool
  • Hot tub
  • Sauna

Internet

  • Available in the accommodation: Free WiFi

Parking and transport

  • Electric car charging station on site
  • Wheelchair-accessible parking available

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Hob
  • Ice maker
  • Kitchen island
  • Kitchenette
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • 6 bedrooms
  • Bedsheets provided

Bathroom

  • 4 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Jetted bathtub
  • Shampoo
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room
  • Separate dining area

Entertainment

  • Games
  • Smart TV
  • Video games

Outdoor areas

  • Barbecue grill
  • Firepit
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • Up to 23 kg per pet

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Accessible parking space
  • In-room accessibility
  • Upper floors accessible by stairs only
  • Wheelchair-accessible parking
  • Wheelchair-accessible path of travel
  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Things to do

  • Arcade/game room
  • Golf
  • Kayak
  • Snow sports gear
  • Tennis
  • Golfing nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

General

  • At least 80% lighting from LEDs
  • Electric car charging station
  • Vegan dining options
  • Vegetarian dining options

Policies

Check-in

Check-in time starts at 3:00 PM
Minimum check-in age - 23

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Rules

Quiet hours are 10PM - 8AM

Pets

  • Pets are welcome
  • Only dogs are allowed
  • Maximum 2 (weight limit: 50 lb per pet)
  • Service animals are exempt from fees.

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
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
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account, which will enable you to manage your booking.

Family Chalet at Wintergreen - Hot Tub, Sauna, Fire Pit, Game Room - Sleeps 16 Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 10 out of 10 reviews
Rating 8 - Good. 0 out of 10 reviews
Rating 6 - Okay. 0 out of 10 reviews
Rating 4 - Poor. 0 out of 10 reviews
Rating 2 - Terrible. 0 out of 10 reviews

9.6/10

Cleanliness

Reviews

10/10 Excellent

Chris R.

Liked: Cleanliness
It's a nice house, and check in/out was super easy.
Stayed 4 nights in Apr 2026

10/10 Excellent

BC L.

Liked: Cleanliness
Chris was very responsive. The house was well-stocked, clean, big, and conveniently located to the resort. Great amenities, especially the game room and hot tub. Enjoyed the fireplace and big pile of wood. Bring your own fire starters to make lif with easier. Perfect place for two families to share.
Stayed 3 nights in Feb 2026

10/10 Excellent

libby c.

Liked: Cleanliness
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!
Stayed 4 nights in Jan 2026

10/10 Excellent

James K.

Liked: Cleanliness
The house was beautiful, very clean, and stocked with necessities. A fantastic layout for traveling with family of different ages. The house is located close to the slopes. Very comfortable and a great place to relax or hit the slopes!
Stayed 5 nights in Jan 2026

10/10 Excellent

cecelia t.

Liked: Cleanliness
House was great and well stocked. Easily walkable to some great hikes on resort - we really enjoyed Lower Shamokin Falls. Host was super responsive and provided lots of great local info - would love to return!
Stayed 5 nights in Dec 2025

10/10 Excellent

Terra R.

Liked: Cleanliness
We enjoyed our stay very much. The chalet was perfect for our group of nine. We had plenty of room. The chalet was clean and had just about everything we needed. The kitchen is well stocked for all the cooking we did. The area is beautiful and we enjoyed the scenery. The host was very easy to work with. Check-in was a breeze. We truly appreciated that the lights were on waiting for our arrival. Check out was easy as well. Great place to stay.
Stayed 7 nights in Dec 2025

10/10 Excellent

Allie J., Springfield, VA

Liked: Cleanliness
We had a fantastic stay at this property! The kitchen was fully stocked with everything we needed, and the gorgeous décor throughout the home made it feel warm and inviting. The entire place was spotless, with large bedrooms that gave everyone plenty of space. The home easily fit our 4 families (plus dogs) and still felt comfortable. There were so many cozy areas to relax, and the kids especially loved the games and outdoor spaces. Parking was never an issue with the ample spots available.The owner’s communication was excellent—very responsive and easy to work with. Highly recommend this home—we loved it so much we even extended our stay. We can't wait to stay again!
Stayed 4 nights in Aug 2025

10/10 Excellent

Skip W.

Liked: Cleanliness

Family NYE

Chris was a wonderful host. The house is clean and very well proportioned. Our kids had a blast playing games and enjoying the other amenities.
Stayed 3 nights in Dec 2024

10/10 Excellent

Verified traveller

Liked: Cleanliness

Great property!

Great house with plenty of room and amenities for all ages. Comfortablly fit 7 adults and 5 children. Awesome lounge spaces inside and out. Even decide to extend our stay. Host was very responsive and helpful. Highly recommend.
Stayed 5 nights in Nov 2024

10/10 Excellent

Alex d.

Liked: Cleanliness

Beautiful Wintergreen Getaway!

My family and I recently spent a long weekend in August at this family-friendly chalet in Wintergreen and loved every moment. The owners really thought of everything! Highly recommend!
Stayed 3 nights in Aug 2024