Top-rated for comfort — guests feel right at home here.
Pickleball on-site
A rare find — enjoy pickleball without leaving the property.
Centrally-located
You're never far from where you need to be with this convenient location.
Discover nearby landmarks
Close to Wintergreen Resort
2 bedrooms2 bathroomsSleeps 4
Popular amenities
Outdoor pool
Onsite parking available
Kitchen
Washing machine
Air-conditioning
Barbecue grill
Explore the area
Wintergreen Resort, VA
Wintergreen Resort
Place, Wintergreen Resort
3 min walk
University of Virginia
Place, University of Virginia
54 min drive
John Paul Jones Arena
Place, John Paul Jones Arena
58 min drive
Charlottesville, VA (CHO-Charlottesville-Albemarle)
Airport, Charlottesville, VA (CHO-Charlottesville-Albemarle)
73 min drive
Rooms & beds
2 bedrooms (sleeps 4)
Bedroom 1
1 King Bed
Bedroom 2
2 Single Beds
2 bathrooms
Bathroom 1
Toilet · Shower only
Bathroom 1
Toilet · Shower only
Spaces
Deck or patio
Kitchen
Kitchenette
Balcony
Dining area
About this property
You deserve it all! Awesome Views, Comfy Condo & Elevator!
Looking for an all inclusive family vacation? Look no further! We have your total four seasons get away solution with our comfortably furnished and fully equipped 1226 sq. ft. two-bedroom condo with stunning mountain top views from our third floor unit situated at 4000' in the Wintergreen Resort. Summer comfort with temperatures averaging 10 degrees cooler and minimal humidity. Stay busy while you enjoy hiking, golfing, tennis, skiing, swimming and so much more! Or, relax in comfortable surroundings while you view the Rockfish & Shenandoah Valleys. Weekly & monthly rates available!
Plenty to do at Wintergreen Resort! - Winter Activities: Skiing, Snowboarding, Tubing - Summer Activities: Hiking, Tennis, Biking, Zip Line, Archery, Outdoor Pools - Lake Monocan: Beach, Boating, Fishing (Available most days to the public.) - Stoney Creek Golf Facilities - Summer Music Festival - Restaurants and convenience stores on site
Many Nearby Attractions within an hour of the Resort! - Historical Sites: Monticello, Woodrow Wilson Visitor Center - Cultural Events: Shakespeare Theater, Polo Matches, Summer Music Festival - Wineries (50+), Cideries, Breweries, & Distilleries - Kids' Fun: Fastrax Bumper Cars - Farm Fresh Produce & Orchards - Ample Choices of Family Owned Restaurants
Your Vacation Home Includes: - Easy access to 3rd floor unit by elevator or stairs - Fully equipped kitchen, complete with Keurig (first 6 pods on us!) - Master en suite with king bed & large Jacuzzi - Second bedroom with 2 twin beds - Two full sized bathrooms - Porta crib - Brand new washer/dryer - Outside ski locker - 3 TV's for your viewing pleasure - Cable & WI-FI - And, our favorite, a wood burning fireplace with firewood provided!
Our guests have access to the Stoney Creek Golf Course, Chestnut Springs Pool area and Rodes Farm Park (pool & tennis court). The Wintergarden Spa is open to the public for spa treatments. FYI, some years ago, the Resort eliminated access to the Devils Knob area amenities and the aquatics center for guests staying at non-Resort-managed properties.
Recent Guest Reviews:
"The kids especially loved all the fluffy blankets to cuddle in. The shuttle to the ski slopes made getting around really easy."
"This is the nicest condo we've ever rented at Wintergreen and we've been coming for years."
"Great location on top of the mountain had a million dollar view."
Our prices include all fees. No hidden fees.
Add dates for prices
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Wintergreen Resort
Walk to Slopes, Village & Market. Pool, Dog-Friendly, Bonus Kids Room, Fireplace
This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Wintergreen
Located in Chestnut Springs, a neighbourhood in Wintergreen, this condo is in the mountains. Swannanoa Palace and Crozet Tunnel are local landmarks, and the area's natural beauty can be seen at Shenandoah National Park and Rockfish Gap Entrance Shenandoah. Wildlife Center of Virginia and Shenandoah Valley Art Center are also worth visiting. Take in the nearby slopes with cross-country skiing, snowboarding and skiing, or try out other outdoor activities such as sledging.
Wintergreen Resort, VA
What's nearby
Wintergreen Resort - 3 min walk - 0.3 km
Rockfish Gap Entrance Shenandoah - 30 min drive - 37.0 km
University of Virginia - 54 min drive - 75.9 km
John Paul Jones Arena - 58 min drive - 77.6 km
Scott Stadium - 60 min drive - 76.9 km
Getting around
Staunton Station - 42 min drive
Weyers Cave, VA (SHD-Shenandoah Valley Regional) - 57 min drive
Restaurants
Belties - 19 min drive
Devils Backbone Brewing Company - 14 min drive
Trager Bros Coffee Shop - 23 min drive
Paulie's Pig Out - 25 min drive
Blue Ridge Pig - 17 min drive
Frequently asked questions
Does You deserve it all! Awesome Views, Comfy Condo & Elevator! have a pool?
Yes, this property has an outdoor pool.
How much does it cost to stay at You deserve it all! Awesome Views, Comfy Condo & Elevator!?
As of 24 Aug 2026, prices found for a 1-night stay for 2 adults at You deserve it all! Awesome Views, Comfy Condo & Elevator! on 26 Oct 2026 start from £410, 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 You deserve it all! Awesome Views, Comfy Condo & Elevator! pet-friendly?
No, pets are not allowed at this property.
How much is parking at You deserve it all! Awesome Views, Comfy Condo & Elevator!?
On-site parking is available at the property.
What time is check-in at You deserve it all! Awesome Views, Comfy Condo & Elevator!?
Check-in begins at 4:00 PM.
What time is check-out at You deserve it all! Awesome Views, Comfy Condo & Elevator!?
Checkout is at 11:00 AM.
Where is You deserve it all! Awesome Views, Comfy Condo & Elevator! located?
Located in Chestnut Springs, this condo building is within a 10-minute walk of George Washington National Forest and Wintergreen Resort. Reids Gap Trailhead and Raven's Roost Overlook are also within 9 miles (15 km).
About the host
Hosted by Ed & Melinda Gilbert
We hope you will enjoy our home away from home as much as we do. We are a Coast Guard family that retired in Arlington, VA after a thirty-five-year career. We own a consulting company, principally serving clients in maritime telecommunications and electronic systems. Lucky for us our two daughters and most of our grandchildren are near.
In seeking a second home for work and play, we wanted a peaceful place in rural VA with great scenery and much to do for us and our families. With Wintergreen, we found it all. The Wintergreen web site and other parts of this will show lots of year-round activities, and it’s especially kid friendly. Our grandkids visit “Grammy’s Mountain” frequently and love every minute with activities on and off the mountain; the go-cart track in Waynesboro is a special favorite of kids for all ages.
Why they chose this property
Our guests consistently mention the wonderful views of the valley, and we agree! Our building is very quiet. Once you close the door, you can leave the world behind!
What makes this property unique
Ours is one of the few condo buildings with an elevator.
Languages:
English
Premier Host
They consistently provide great experiences for their guests