Adventure awaits at The Sapphire Squirrel in Wintergreen Resort!
Located on Squirrel Tree Lane, our cozy 3-bedroom, 2-bath home is just steps from the slopes and offers space for up to 6 guests. Enjoy a fully equipped kitchen, dedicated workspace, gas grill, and deck for outdoor relaxation. Whether you’re here for skiing, hiking, golfing, or enjoying local craft beverages, adventure is right outside your door. Experience comfort, convenience, and stunning mountain views—book your stay today!
Our home offers accommodation for six guests with (2) King and (1) Queen beds. The kitchen has full-sized appliances and is fully furnished for brewing morning coffee and cooking for the whole family. Dirty Clothes? No problem, our home has a full-sized washer and dryer.
Our home offers a remote-work friendly environment with a small workspace in one of the bedrooms. The house is equipped with high-speed Wi-Fi and a Samsung smart TV in the living area and smart TVs in the bedrooms.
The property has a deck with table & chairs and a Weber gas grill for outdoor enjoyment. There is designated parking for two vehicles with additional street parking available.
The Sapphire Squirrel is in close proximity to the slopes (~3 min walk) with access to Lower Tyro when skiing and boarding is your focus.
Aside from the skiing, Wintergreen offers four seasons of adventure. There are plenty of options for outdoor activities such as hiking, skiing, tubing, swimming, golfing, tennis, and apple picking. Wintergreen has over 14 miles of hiking trails on the mountain including Shamokin Falls!
For those looking to chill and enjoy some entertainment, Wintergreen is convenient to the Route 151 scene. A quick google search for "Nelson County 151" will give you details for the craft beverage trail including numerous breweries, wineries, distilleries, and cideries along the famous 151.
Access to the Blue Ridge Parkway at MP 13.6 (Reids Gap) is a short drive (~10 min) from our home. Sherando Lake is a state park (~25 min) that offers a beautiful lake for swimming, fishing, and trails.
If you want to venture out to town, Waynesboro is nearby (~25 min) and offers all the restaurants, stores, and conveniences you might expect. Charlottesville is a bit further and of course home to the University of Virginia and many other attractions.
Forgot something? Blackrock Market is less than 1 mile away, also on the top of the mountain. It offers groceries, gas and beer/wine. They also have a deli serving breakfast, sandwiches, salads, and pizzas.
We can't wait for you to experience all that the area has to offer while staying with us at The Sapphire Squirrel!
Our prices include all fees. No hidden fees.
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Events allowed: family gatherings and birthday parties
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Pets
No pets allowed
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Smoking
Smoking is not permitted
Check-out instructions
The host requires you complete the following before checking out:
Load and start the dishwasher
Remove leftover food and drinks and take out the trash
Turn off the lights and lock the doors
Check Out Instructions: Dispose of trash in dumpster on Blackrock Dr. (2 minutes from property on your way out). Load and start dishwasher. Turn off all fans and lights. Thank you!
Failure to complete these may result in a negative review from the host.
Important information
You need to know
Property # 5435630
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
Parties and events (including family gatherings and birthday parties) are allowed on site; maximum attendees: 12
Host has indicated there are no carbon monoxide detectors or gas appliances 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 has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
About the neighborhood
Wintergreen
Treeloft, a neighborhood in Wintergreen, is home to this vacation home. Wintergreen Resort and Sherando Lake Recreation Area are worth checking out if an activity is on the agenda, while those looking for area attractions can visit Wildlife Center of Virginia and Shenandoah Valley Art Center.
Bold Rock Hard Cider Nellysford Cidery - 18 min drive - 19.7 km
Rockfish Gap Entrance Shenandoah - 37 min drive - 38.8 km
University of Virginia - 58 min drive - 80.8 km
Washington and Lee University - 59 min drive - 81.3 km
Getting around
Staunton Station - 42 min drive
Weyers Cave, VA (SHD-Shenandoah Valley Regional) - 70 min drive
Restaurants
Belties - 18 min drive
Devils Backbone Brewing Company - 14 min drive
Iron & Ale At Wintergreen Resort - 22 min drive
Margarita's The Flavor of Mexican - 18 min drive
Paulie's Pig Out - 25 min drive
Frequently asked questions
Does Ski in Style @ Sapphire Squirrel have a pool?
Yes, this property has a pool.
How much does it cost to stay at Ski in Style @ Sapphire Squirrel?
As of Sep 14, 2026, prices found for a 1-night stay for 2 adults at Ski in Style @ Sapphire Squirrel on Sep 21, 2026 start from $239, 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.
Is Ski in Style @ Sapphire Squirrel pet-friendly?
No, pets are not allowed at this property.
How much is parking?
Onsite parking is available at the property.
What time is check-in at Ski in Style @ Sapphire Squirrel?
Check-in begins at 3:00 PM.
What time is check-out at Ski in Style @ Sapphire Squirrel?
Check-out is at 11:00 AM.
Where is Ski in Style @ Sapphire Squirrel located?
Located in Treeloft, this vacation home is steps from Wintergreen Resort and George Washington National Forest. Reids Gap Trailhead and Raven's Roost Overlook are also within 9 mi (15 km).