Chalet

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

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

A cabin with a deck, surrounded by dense forest.
Property video
A two-story wooden cabin with a balcony, string lights, and a visible interior with a bed and seating area.
A spacious living area with a high ceiling, wooden beams, a dining table set for six, and a kitchen in the background.
A spacious living area with a high ceiling, a fireplace, and a kitchen with bar stools.

Reviews

10 out of 10
Exceptional

Highlights

  • Room to spread out
    Enjoy spacious layout that give everyone more room to relax.
  • Arcade/game room
    A rare find - fun for all ages with on-site arcade/game room.
  • Discover nearby landmarks
    Walk to Wintergreen Resort
6 bedrooms4 bathroomsSleeps 17

Popular amenities

  • Hot tub on site
  • Patio
  • Kitchenette
  • Dog-friendly
  • Arcade/game room
  • Shared communal pool

Explore the area

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

Rooms & beds

6 bedrooms (sleeps 17)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 King Bed

Bedroom 4

1 Single Bunk Bed

Bedroom 5

1 Queen Bed

Bedroom 6

1 King Bed, 1 Single Bed and 1 Double Bed

Living Room 2

1 Single Bed

Living Room 3

1 Double Sofa Bed

4 bathrooms

Bathroom 1

Soap · Towels provided · Bathtub or shower · Toilet · Jetted bathtub · Shampoo · Hair dryer

Bathroom 2

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer

Bathroom 3

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer

Bathroom 4

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer

Spaces

Deck or patio
Porch or lanai
Kitchen
Kitchenette
Separate dining area
Number of living rooms
Dining area

About this property

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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House Rules

Check in after 3:00 PM
Minimum age to rent: 23
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

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.
Map
Wintergreen Resort, VA

What's nearby

  • Wintergreen Resort - 1 min walk - 0.1 km
  • 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 does it cost to stay at Family Chalet at Wintergreen - Hot Tub, Sauna, Fire Pit, Game Room - Sleeps 16?

As of 2 Sept, 2026, prices found for a 1-night stay for 2 adults at Family Chalet at Wintergreen - Hot Tub, Sauna, Fire Pit, Game Room - Sleeps 16 on 8 Sept, 2026 start from S$1,643, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

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

Host profile image

Languages:

English, Spanish

Premier Host

They consistently provide great experiences for their guests
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