Almost Heaven — Wintergreen Resort, VA — vacation rental

Almost Heaven

Nightly
📍 Wintergreen Resort, VA, US
GGuesty~$327
Per night · ~ estimatesHow we estimate

Welcome to 'Almost Heaven"! A cozy, A-frame in the heart of Wintergreen Resort. This 3-bedroom, 3-bath retreat sleeps 7 and offers the perfect base for skiing, hiking, and year-round fun. After a day of adventure in the Blue Ridge Mountains: relax in the hot tub, warm up by the fireplace, or enjoy the open layout with two living areas. This home is designed for comfort and connection, it’s a place to unwind, recharge, and make lasting memories.

About the Home

Guests will have full private access to our inviting mountain retreat 'Almost Heaven' at Wintergreen Resort. This spacious home offers three comfortable bedrooms, three full bathrooms, and two family rooms on separate levels, giving your group plenty of space to relax or gather together. The main living area features a warm gas fireplace, perfect for cozy evenings after a day of adventure. Step outside to a large deck with dining space, a crackling fire for stargazing nights, and a private hot tub where you can soak your cares away. Inside, unwind in the private sauna or challenge friends to a little friendly competition on the two arcade games. Fun for both kids and adults alike! Located within the beautiful four‑season Wintergreen Resort, you’re just a five‑minute drive to skiing and snowboarding in winter, and close to hiking trails, scenic overlooks, and mountain biking in warmer months. Whether you’re sipping morning coffee on the deck, relaxing in the sauna, or laughing over arcade games, our home is the perfect blend of comfort, fun, and mountain charm. 'Almost Heaven' is ideal for families, couples, and friends looking to make unforgettable memories. ***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, log roller, gem mining, disc golf, 18‑hole mini golf, ninja course, archery, and mechanical bull rides. Wintergreen Activities (On‑Site & Nearby) Wintergreen Ski Resort Base Lodge – 5 min The Plunge Snow Tubing Park – 5 min Discovery Ridge Adventure Center – 5 min Wintergreen Adaptive Sports – 5 min Shamokin Springs Nature Preserve – 4 min Stoney Creek Golf Course – 25 min Nearby Attractions Appalachian Trail Head – 15 min Blue Ridge Parkway – 8 min Three Ridges Overlook – 10 min Shenandoah National Park (Swift Run Gap Entrance) – 35 min Appomattox Court House National Historical Park – 1 hr 10 min Wine & Beer Devil’s Backbone Basecamp 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 pools, or Devils Knob golf course. Damage & Rule Violation Policy Guests are responsible for any damages or parties that occur inside or outside the property during their stay. If damages are found or if house rules are violated, you will be charged accordingly.

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, 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. Families love Wintergreen’s Treehouse Children’s Programs, seasonal packages, and year‑round calendar of events designed to delight all ages. 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 full access on our property.

House Rules and Terms

- Quiet hours: 10:00 PM – 7:00 AM - No pets - No smoking or vaping - No parties or events - Maximum occupancy: 7 guests We appreciate your cooperation in helping us maintain a comfortable and enjoyable space for everyone.

What this place offers

Safety & cleaning 11Family, pets & fun 8Parking & access 2Views & setting 5Nearby & activities 9Tech & work 4Pool & outdoors 12Kitchen & dining 19Comfort & essentials 21
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 console
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
Resort
Resort access
Town
Village
Cycling
Fishing
Golf - Optional
Horseback Riding
Mountain Climbing
Museums
Rock Climbing
Shopping
Water Sports
Internet
Sound system
TV
Wireless Internet
BBQ grill
Barbeque utensils
Communal pool
Fire Pit
Garden or backyard
Hot tub
Outdoor pool
Outdoor seating (furniture)
Patio or balcony
Sauna
Spa
Swimming pool
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
Extra pillows and blankets
Hair dryer
Hangers
Heating
Hot water
Indoor fireplace
Iron
Shampoo
Shower gel
Towels provided
Washer
Washer in common space

Booking and price

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

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Property sourced from Guesty • Listing stale? Update it!

$314/ night
GuestsUp to 7
Bedrooms3
Bathrooms3
Guests2
Pets · not listed as allowed0
📅 No current calendar from the host's site
GGuesty~$327
Per night · ~ estimatesHow we estimate