Wintergreen Vacation Rentals
Fall Foliage | Hot Tub • Sauna • Games • Firepit
Pleasant Point at Wintergreen Resort — Your 6-bedroom, 4-bath luxury retreat for up to 16 guests. Perfect for multi-family getaways, reunions, and group adventures, just minutes from Skiing, Breweries & Vineyards, the Blue Ridge Parkway & Appalachian Trail.
Good to know
Welcome to Pleasant Point at Wintergreen Resort — a HGTV-worthy mountain escape designed for big gatherings, family fun, and year-round relaxation. What You’ll LOVE! ✔ Hot Tub & Sauna — Screened-in, covered, and perfect in any season ✔ Game Room — Shuffleboard, arcade games, ring toss & retro NES ✔ Great Room — Vaulted ceilings, cozy fireplace & plenty of seating ✔ Chef’s Kitchen — Recently updated with all essentials + bar seating for 5 ✔ Firepit Nights — Outdoor seating for 12 with string-light ambiance ✔ Family Fun — Kids’ bunk with slide, tetherball, cornhole, board games ✔ Resort Access — Skiing, trails, sports, dining & more just minutes away Sleeping Arrangements (Sleeps 16+) 3 King Bedrooms (1 w/ ensuite bath) 2 Queen Bedrooms 1 Bunk Room (Twin/Full with slide — kid favorite!) Extra pillows, blankets & flexible sleeping spaces available Spaces for Everyone Dining: 10 at main table + 5 at bar + 4 at extra table + screened porch dining for 10 Outdoor Decks: Expansive, furnished & ready for group gatherings Wet Bar: With HDTV and card table — ideal for adult game nights Outdoor Fun Tetherball & Cornhole for friendly competition Blackstone Griddle for group cooking Firepit Evenings under the stars The Location 📍 Steps from the Old Appalachian Trail 📍 5 min to Shamokin Springs Loop (family-friendly hike) 📍 Close to skiing, golf, wineries, breweries & Blue Ridge Parkway Guest Access ✔ Keyless Entry for stress-free arrivals ✔ Free Parking + EV Charger ✔ Full use of all indoor & outdoor amenities
Other Details to Note
**The number of guests must match the reservation. Reservations made under false pretenses are subject to cancellation with no refund.** ✔Pet friendly! We allow up to 2 dogs (under 50 pounds) with a $150 pet fee. ✔ 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.
Availability
What this place offers
Common
- Air conditioning
- Cooking basics Pots and pans, oil, salt and pepper
- Dishes and silverware
- Hair dryer
- Heating Central heating or a heater in the listing
- Hot tub
- Kitchen Space where guests can cook their own meals
- Dedicated workspace
- TV
- Washing Machine In the building, free or for a fee
- Wifi
Bathroom
- Bathtub
- Body soap
- Conditioner
- Hot Water
- Shampoo
- Shower gel
Bedroom and laundry
- Bed linens
- Extra pillows and blankets
- Hangers
- Iron
- Room-darkening shades
- Clothing storage
What this place offers
Common
- Air conditioning
- Cooking basics Pots and pans, oil, salt and pepper
- Dishes and silverware
- Hair dryer
- Heating Central heating or a heater in the listing
- Hot tub
- Kitchen Space where guests can cook their own meals
- Dedicated workspace
- TV
- Washing Machine In the building, free or for a fee
- Wifi
Bathroom
- Bathtub
- Body soap
- Conditioner
- Hot Water
- Shampoo
- Shower gel
Bedroom and laundry
- Bed linens
- Extra pillows and blankets
- Hangers
- Iron
- Room-darkening shades
- Clothing storage
Entertainment
- Game console
- Record player
- Sound system
Family
- Board games
- Crib
Heating and cooling
- Ceiling fan
- Indoor fireplace
Home safety
- Carbon monoxide detector
- Fire extinguisher
- First aid kit
- Smoke detector
Kitchen and dining
- Baking sheet
- Barbecue utensils
- Blender
- Coffee
- Coffee maker
- Dining table
- Dishwasher
- Freezer
- Hot water kettle
- Microwave
- Oven
- Refrigerator
- Stove
- Toaster
- Wine glasses
Outdoors
- BBQ grill
- Fire pit
- Outdoor seating
Parking and facilities
- EV charger
- Free parking on premises
- Sauna
Accessibility
Neighborhood
Guest Access
Guests have access to the entire home.
Reviews
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