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Boutique Chalet - Hiking, Hot Tub, Sauna, Fire Pit, Pizza Oven & Gameroom

Family-friendly stay near Wintergreen Resort

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Interior

Reviews

10 out of 10
Exceptional

Entire chalet

6 bedrooms4 bathroomsSleeps 16

Popular amenities

  • Hot tub
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi

Explore the area

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Wintergreen Resort, VA
  • Place, Wintergreen Resort
    ‪1 min walk‬
  • Place, Shenandoah National Park
    ‪16 min drive‬
  • Place, University of Virginia
    ‪35 min drive‬
  • Airport, Weyers Cave, VA (SHD-Shenandoah Valley Regional)
    ‪47 min drive‬

Room options

About the area

Wintergreen

Deer Springs stay.Within a 15-minute walk of this Deer Springs chalet, you'll find Wintergreen Resort and George Washington National Forest. Also, Raven's Roost Overlook is within 3 miles (5 km) and Reids Gap Trailhead is within 6 miles (10 km).

What's nearby

  • Wintergreen Resort - 1 min walk - 0.1 km
  • Shenandoah National Park - 16 min drive - 21.1 km
  • University of Virginia - 35 min drive - 59.8 km
  • Downtown Mall - 39 min drive - 65.3 km
  • Monticello - 42 min drive - 68.1 km

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
  • ‪Devils Backbone Brewing Company - ‬16 min drive
  • ‪Iron & Ale At Wintergreen Resort - ‬24 min drive
  • ‪Trager Bros Coffee Shop - ‬24 min drive

About this property

Entire place

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

Boutique Chalet - Hiking, Hot Tub, Sauna, Fire Pit, Pizza Oven & Gameroom

Welcome to Pleasant Point at Wintergreen Resort! This HGTV-worthy home is ready to host you and your guests! Nestled amidst stunning natural beauty, our renovated retreat offers hiking on the Old Appalachian Trail, a screened-in porch with hot tub and sauna, outdoor deck with firepit, pizza oven and a Blackstone griddle for culinary delights. Inside, enjoy a wet bar, game room with shuffleboard, ring game, and arcade games, plus a kids' bunk bed room with slide. Three king bedrooms, one with en suite, ensure comfort for all. Experience mountain magic at its finest!

"Pleasant Point" is thoughtfully appointed to ensure your stay is enveloped in comfort:
✔ Hot tub and Sauna in screened in and covered patio accessible from the basement
✔ Game room with Arcade games and Shuffleboard
✔ Wet bar in basement with HD television and space to play cards
✔ Inviting great room with an ambient fireplace
✔ Modern kitchen, recently updated, complete with culinary essentials
✔ Outdoor firepit with seating for 12
✔ Dining space that seats 10, plus bar seating for 6
✔ Screened in dining with seating for 10
✔ 3 bedrooms with king beds (1 with an en suite)
✔ 2 Secondary queen bedrooms that offer peaceful relaxation
✔ Playful bunk bedroom with a slide that offers a fun space for the kids to relax.
✔ Tetherball and cornhole for outdoor tournaments

Guest access

Unlock the full "Pleasant Point" experience with these exclusive features:
✔ Effortless check-in with keyless entry
✔ Expansive decks for leisurely outdoor moments
✔ Pet-Friendly ($150 additional pet fee for up to two dogs)

Neighborhood

Explore the enchanting surroundings of "Quisisana South":
✔ Traverse the family-friendly Shamokin Springs Loop for a nature adventure
✔ Engage in winter sports or golf, right at your doorstep
✔ Delight in local cuisine or indulge in a spa day nearby
✔ Immerse yourself in the vibrant local culture and outdoor activities

Your mountain sanctuary awaits at "Pleasant Point" Book now and step into a storybook setting that's sure to become a cherished chapter in your life's adventures.

Note:

✔ Convenient EV charging for eco-friendly travel
✔ Ample driveway parking for your peace of mind
✔ Fast, reliable WiFi to keep you connected
✔ Complimentary pool access to cool off during summer days (though the HOA rules stipulate no more than 6 guests at a time, and the permitted hours are 2-6pm)
✔ Family-friendly amenities, including a pack 'n play and high chair
✔This property is in the mountains, in a heavily wooded area. There may be bugs.
✔Please be "Bear Aware" no food or trash should be left in your vehicle or outside of the property due to bear activity in the area.
✔Please be aware that there are exterior security cameras in place. Thank you.

The home is stocked with a starter supply of paper products and toiletries to get going, but it is recommended that you bring or purchase more to last for the duration of your stay.

High speed Wifi is an amenity that is provided at the property but we cannot guarantee functionality for issues that are beyond our control. Potential Wifi outages will always be handled in a timely manner and resolved to the best of our ability. Unfortunately it is not guaranteed that our solutions will fix the issue and refunds will not be given for Wifi malfunctions.

Similar properties

Property amenities

Pool/Spa

  • Communal pool
  • Hot tub
  • Sauna

Internet

  • Available in the accommodation: Free WiFi

Parking and transportation

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

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Ice maker
  • Kitchen island
  • Kitchenette
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • 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
  • 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
  • 2 pets total (up to 50 lbs 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.
  • 1 accessible parking space
  • Upper floors accessible by stairs only
  • Wheelchair accessibility
  • Wheelchair-accessible parking
  • Wheelchair-accessible path of travel
  • Smoking not allowed

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 lbs 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

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated 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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, and a smoke detector in each accommodation.

Boutique Chalet - Hiking, Hot Tub, Sauna, Fire Pit, Pizza Oven & Gameroom Reviews

Reviews

10

Exceptional

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

9.6/10

Cleanliness

Reviews

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