Entire chalet

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

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Property grounds - Family Chalet at Wintergreen - Hot Tub, Sauna, Fire Pit, Game Room - Sleeps 16 (Wintergreen Resort)
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Smart TV, fireplace, video games - Family Chalet at Wintergreen - Hot Tub, Sauna, Fire Pit, Game Room - Sleeps 16 (Wintergreen Resort)
Smart TV, fireplace, video games - Family Chalet at Wintergreen - Hot Tub, Sauna, Fire Pit, Game Room - Sleeps 16 (Wintergreen Resort)
Property grounds - Family Chalet at Wintergreen - Hot Tub, Sauna, Fire Pit, Game Room - Sleeps 16 (Wintergreen Resort)
Golfing on-site, a firepit and an arcade/games room are just a few of the amenities provided at Family Chalet at Wintergreen - Hot Tub, Sauna, Fire Pit, Game Room - Sleeps 16. For some rest and relaxation, visit the sauna or the hot tub. Stay connected with free in-room WiFi, and guests can find other amenities, such as laundry facilities.

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
The current price is £641
includes taxes & fees
19 May - 20 May

Add dates for prices

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
    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.

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

Similar properties

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 allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs only
2 total (up to 23 kg per pet)

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

We should mention

This property does not have any lifts

About the area

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 War Fields. Spend some time exploring the area's activities, including golfing. Visit our Wintergreen travel guide
View more Chalets in Wintergreen
Map
Wintergreen Resort, VA

What's nearby

  • Upper Shamokin Falls in the Blue Ridge Mountains, Virginia - Wintergreen Resort, Nellysford
    Wintergreen Resort
    1 min walk - 0.1 miles
  • University of Virginia
    University of Virginia
    58 min drive - 47.2 miles
  • Bold Rock Hard Cider Nellysford Cidery
    21 min drive - 13.3 miles
  • Blue Ridge Parkway North Entrance
    30 min drive - 22.8 miles
  • John Paul Jones Arena
    60 min drive - 48.7 miles

Getting around

  • Staunton Station
    42 min drive
  • Weyers Cave, VA (SHD-Shenandoah Valley Regional)
    58 min drive

Restaurants

  • Belties
    20 min drive
  • Hill Top Berry Farm & Winery
    23 min drive
  • The Edge
    6 min drive
  • Iron & Ale At Wintergreen Resort
    24 min drive
  • The Market
    4 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 18 May 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 19 May 2026 start from £641, 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?

This family-friendly Wintergreen chalet is located in Deer Springs, within 1 mi (2 km) of George Washington National Forest and Wintergreen Resort. Raven's Roost Overlook is 2.8 mi (4.6 km) away.

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

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
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

Cleanliness

10

Location

Reviews

Verified

10/10 Excellent

cecelia t.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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
Verified

10/10 Excellent

James K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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
Verified

10/10 Excellent

Alex d.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Verified

10/10 Excellent

Skip W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Verified

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Verified

10/10 Excellent

libby c.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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
Verified

10/10 Excellent

Terra R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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
Verified

10/10 Excellent

Allie J.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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