Trail Magic- Sk-in & Ski-out — Wintergreen Resort, VA — vacation rental

Trail Magic- Sk-in & Ski-out

Nightly
📍 Wintergreen Resort, VA, US
GGuesty~$493
Per night · ~ estimatesHow we estimate

Trail Magic | Ski-In/Ski-Out Lodge at Wintergreen Resort with Hot Tub Experience the magic of the mountains at Trail Magic, a true ski-in/ski-out retreat located in the heart of Wintergreen Resort. This full lodge-style home is designed with comfort, convenience, and year-round adventure in mind. Bring the whole family to this great place with lots of room for fun.

About the Home

Welcome to Trail Magic – Your Ski-In/Ski-Out Mountain Escape at Wintergreen Resort Named after the Appalachian Trail tradition of “trail magic.” Those unexpected moments of kindness and comfort hikers experience along their journey. This luxury retreat is designed to offer the same surprise-and-delight feeling. Whether you're skiing straight onto the slopes or soaking in the hot tub with a glass of wine, you'll find your own version of trail magic here. Located directly on Tyro, this ski-in/ski-out home sits in the heart of Wintergreen Resort with adventure at your doorstep all year long. In winter, step outside and hit the slopes; in warmer months, explore nearby hiking trails, scenic overlooks, and the natural beauty of the Blue Ridge Mountains. Property Highlights: - 4 spacious bedrooms, each with connecting en-suite bathrooms - Private hot tub with winter mountain views - Outdoor fire pit, perfect for post-adventure gatherings - Bright, open living spaces with floor-to-ceiling windows - Direct access to Tyro ski trail - Lower level includes a boot warmer and ski lounge area, perfect for drying off and stashing your gear in comfort. - Close to hiking, dining, wineries, and resort amenities Whether you’re coming for a ski weekend, a mountain getaway, or a peaceful escape, Trail Magic invites you to relax, recharge, and experience a little unexpected magic. ***Same-Day Bookings: Please contact the host prior to booking to confirm the home has been cleaned and is available.*** ***Minimum Booking Age: 24+ We kindly request that no parties take place, and guests must be 24 years of age or older to book the home. Thank you for your cooperation!

Good to know

Wintergreen Ski Resort offers 26 runs across 129 skiable acres, vibrant après‑ski dining, night skiing on 45 acres, and Virginia’s largest snow tubing hill—The Plunge Discovery Ridge Adventure Center features rock climbing, bungee trampolines, a 25‑ft climbing tower, gem mining, disc golf, 18‑hole mini golf, ninja course, archery, and mechanical bull rides. - Wintergreen Activities (On‑Site & Nearby) Eagles Edge Ski Slope - Just a couple steps away! Wintergreen Ski Resort Base Lodge – 3 min The Plunge Snow Tubing Park – 3 min Discovery Ridge Adventure Center – 3 min Wintergreen Resort Tennis and Pickleball Courts - 6 min Shamokin Springs Nature Preserve – 8 min Stoney Creek Golf Course – 21 min - Nearby Attractions Appalachian Trail Head – 15 min Blue Ridge Parkway – 8 min Three Ridges Overlook – 10 min 🍷 Wine & Beer Devil’s Backbone Brewpub – 15 min Three Notch’d Brewing - 20 min Hill Top Berry Farm & Winery – 20 min Bold Rock Nellysford Cidery - 20 min Wood Ridge Farm Brewery – 35 min Seven Arrows Brewing Company – 35 min Blue Mountain Brewery – 40 min Veritas Vineyards & Winery – 40 min Afton Mountain Vineyards – 40 min 🥾 Hiking Highlights Highlands Leisure Trail – 4 min Upper Shamokin Falls Trail – 5 min Appalachian Trail – Three Ridges Hike – 10 min Crabtree Falls – 35 min ✈️ Airport Charlottesville–Albemarle Airport – 1 hr 💧 Water & Pool Access Chestnut Springs Pool (on‑mountain) – 5 min Rodes Farm Pool (valley) – 25 min Lake Monocan (Stoney Creek) – 25 min Sherando Lake Recreation Area – 30 min Water Activities & Pool Access Guests may use the HOA pools at Chestnut Springs (on‑mountain) and Rodes Farm (valley) from Memorial Day weekend through Labor Day. Lake Monocan (20-acre resort lake at 239 Camping Ridge Lane, Stoney Creek) offers swimming, aqua cycles, paddleboards, kayaks, snack bar, and grills; day-use fees please check on Wintergreen Resort Website. Sherando Lake Recreation Area features a scenic 25-acre spring-fed lake with sandy beaches, shaded picnic areas, rustic architecture, and adjacent trailheads. Day-use is $8 per vehicle (up to eight passengers). Important Resort Policy Update: As of newly enacted Wintergreen Resort policy: unaccompanied guests (renters) cannot access the gym, indoor pool, or Devils Knob golf course.

The Neighborhood

Wintergreen Resort: Perched on 11,000 breathtaking acres along the eastern slopes of the Blue Ridge Mountains, Wintergreen Resort is a true four‑season playground. Surrounded by winding trails, cascading streams, and lush forests, it’s the perfect place to unwind, explore, and reconnect with nature. Here you’ll find endless possibilities—whether you’re chasing outdoor adventure, indulging in relaxation, or gathering with family and friends. In winter, carve through fresh powder with skiing (steps away from the house), snowboarding, and snow tubing. When the weather warms, tee off on 27 holes of championship golf at the Stoney Creek Course, play on award‑winning tennis courts, hike scenic mountain trails, cast a line fly fishing, or cool off with a refreshing swim. Pamper yourself at the full‑service mountaintop spa, then enjoy a variety of delicious dining options. Whether you come for the crisp mountain air, the sweeping views, or the countless activities, Wintergreen Resort offers a refreshing escape and unforgettable memories in every season.

Guest Access

Guest has access to whole property

What this place offers

Safety & cleaning 11Family, pets & fun 7Parking & access 2Views & setting 7Nearby & activities 9Tech & work 7Pool & outdoors 9Kitchen & dining 19Comfort & essentials 22Rules & details 1Other 3
Carbon monoxide detector
Cleaning Disinfection
Cleaning before checkout
Cleaning products
Emergency exit
Enhanced cleaning practices
Fire extinguisher
Fireplace guards
First aid kit
High touch surfaces disinfected
Smoke detector
Board games
Children’s books and toys
Family/kid friendly
Game room
Pack ’n Play/travel crib
Suitable for children (2-12 years)
Suitable for infants (under 2 years)
Free parking on premises
Private entrance
Mountain
Mountain view
Resort
Resort access
River
Town
Village
Cycling
Fishing
Golf - Optional
Horseback Riding
Mountain Climbing
Museums
Rock Climbing
Shopping
Water Sports
Desk
Internet
Laptop friendly workspace
Sound system
Stereo system
TV
Wireless Internet
BBQ grill
Barbeque utensils
Fire Pit
Garden or backyard
Hot tub
Outdoor pool
Outdoor seating (furniture)
Patio or balcony
Spa
Baking sheet
Blender
Coffee
Coffee maker
Cookware
Dining table
Dishes and silverware
Dishwasher
Freezer
Ice maker
Kettle
Kitchen
Microwave
Mini fridge
Oven
Refrigerator
Stove
Toaster
Wine glasses
Air conditioning
Bathtub
Bed linens
Body soap
Ceiling fan
Clothing storage
Conditioner
Dryer
Dryer in common space
Essentials
Extra pillows and blankets
Hair dryer
Hangers
Heating
Hot water
Indoor fireplace
Iron
Shampoo
Shower gel
Towels provided
Washer
Washer in common space
Long term stays allowed
Ski In
Ski Out
Ski in/Ski out

Booking and price

Book on
the host's own site (pathwayproperties.guestybookings.com). CielStay links you there and charges no fee.
Nightly rate
Above the typical rate for the 24 homes we list in Wintergreen Resort

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Property sourced from Guesty • Listing stale? Update it!

$474/ night
GuestsUp to 12
Bedrooms4
Bathrooms4.5
Guests2
Pets · not listed as allowed0
📅 No current calendar from the host's site
GGuesty~$493
Per night · ~ estimatesHow we estimate