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VRBO is part of the HomeAway family, the world leader in vacation rentals with over 1 million listings. We offer the largest selection of properties for any travel occasion and every budget. We’re committed to helping families and friends find a perfect vacation rental to create unforgettable travel experiences together. Learn More

This property allows you to book online with a credit card. After submitting a reservation request, the owner or manager has 24 hours to accept, at which time your card will be charged and you will receive an email confirmation

Recent Wintergreen reviews

  • Perfect Getaway For Four Families!!!

    "With 8 adults, 6 young children, and very high standards, we were thrilled to find such a wonderful getaway spot! There was more than enough room for our four families - we easily could have invited another family with children. The furniture and design was very comfortable and modern, and everything was extremely clean. The kitchen was well stocked with pots, pans, plates, glasses, and everything else we needed. The nearby views were stunning, the pool was easy to access, and restaurants were reasonably close. The owner was very accommodating, organized, and quick to respond. This rental is very versatile...great for families with kids of all ages, perfect for a group of ladies looking for a retreat spot, great for people looking for nearby trails/activities...you won't regret it!"
    Guest: Jen C. Date of Stay: July 2014 Review Submitted: July 16, 2014
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  • Wedding weekend

    "My family stayed here for a wedding weekend at wintergreen in sept. I was expecting a so so experience ....Wow was I surprised...this condo was beautifully maintained. Comfortable, and in an ideal location ..near amenities of the mountain , right on the golf course and accessible to beautiful walking trails. The owner went out of his way to accommodate an early arrival, had wonderful suggestions and made us feel like friends... I hope to rent from him again"
    Guest: Di Date of Stay: September 2014 Review Submitted: September 8, 2014
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  • Nice place, even nicer owner

    "The house has great views even during the summertime. The owner was a real pleasure to deal with. We hope we will go back again."
    Guest: Peter Date of Stay: June 2014 Review Submitted: July 17, 2014
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  • Great for a large group

    "I am the captain of a group of 12 tennis ladies that stayed at the house while taking tennis clinics with the Wintergreen Resort tennis pros. This house was absolutely perfect for our group. There were lots of bedrooms, and more importantly BATHROOMS, so that 12 ladies could all get ready in a reasonable time. The dining area and living area were huge; while there are not formal seats for 12 people in both areas, we had no problems and no complaints making do. Everything in the kitchen and bathrooms was in working order and clean. We did "cook in" for breakfasts and lunches, and had enough refrigerator space for our needs. The WiFi worked properly for all of our devices. Because it rained, we didn't get to take advantage of the large decks like we might have liked to. The only glitch in our plans was that the rental agreement seemed to imply that I needed to stop by the property manager's office to pick up keys for the house. However, when we arrived we learned that this was not the case. I should have received a combination code for the house's front door lock, but I had not. We contacted the property manager by phone after some driving around the mountain and got things figured out. We were overall very pleased with the house and plan to rent again for future tennis trips."
    Guest: Melissa Date of Stay: October 2014 Review Submitted: October 13, 2014
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Wintergreen Travel Tips

Wintergreen Vacation Rentals in the Heart of the Blue Ridge Mountains

A skier’s delight can be found at Wintergreen vacation rentals that feature ski in and ski out properties so that no time is wasted in traffic. You can choose from condos or homes that are filled with amenities you will not find in a hotel even if you have a suite. Your fully equipped kitchen, spacious living areas, and inviting fireplace plus outstanding views of the surrounding mountainside are great any time of the year. You will not even have to leave the family pet at home when you rent from VRBO as many of the owners allow your four-legged friends. You will not even have to store your skis or snowboards in your vehicle as the Wintergreen condos or homes have a cabinet for them.

Four-Season Attractions Near Wintergreen Lodging

We know that skiing is a big draw in this area yet it is not the only fun you can have when you stay in Wintergreen lodging. Summers are pleasant because you are at an elevation of 4,000 feet which makes great golfing or tennis games available. There are miles of hiking trails along the Blur Ridge Parkway and Appalachian Trail or you could take a mountain bike to explore the mountains and valleys. After a day of outdoor activity, you can relax with your favorite beverage on the deck of your condo or private home. Your host can often give you ideas for day trips in the area that enhance your vacation.

If you like history then staying in the Wintergreen area will give you and your family a chance to visit Monticello, the estate of President Thomas Jefferson. He remained at the estate until his death in 1826. The residence shows evidence of his innovative side with the time-saving inventions that he designed as well as items from Lewis and Clark’s expedition. Visitors to Monticello will find his grave in the family cemetery, as well as an eight-acre fruit orchard, garden, and slave quarters. The University of Virginia that Jefferson founded is in Charlottesville, Virginia and guided tours are available when there are no exams going on. You can bring a lunch with you on your day trips from your Wintergreen lodgings or find restaurant meals along the way.

Include Wine in Your Shopping Trip from Wintergreen Condos

Shopping is a great pastime while on vacation and you never have to worry about storing your purchases when you have a roomy Wintergreen condo or mountain home to return to. There are several wineries in the immediate area off Interstate 64 where you can purchase local wines and see how the wine is made. The Wintergreen shopping district is only minutes away from your door or you can travel to Charlottesville or surrounding towns for more shopping alternatives. Charlottesville has the Historic Downtown Pedestrian Mall that features art galleries, specialty shops and restaurants.

The General Store at Wintergreen Resort offers you a place to purchase wine, cheese, snack food and other necessities as well as clothing, children’s toys and sundry items. Gifts to take back home are prevalent in Wintergreen as well as the specialty stores you will find as you traverse the Blue Ridge Parkway. You will be able to find ski-related items at Wintergreen in case you forgot to bring your gear with you.

When Should I Book our Wintergreen Vacation Home?

Although you can visit the Wintergreen area of Virginia any time, the peak season is in the winter. With many of the Wintergreen vacation homes so close to the ski resort, they are in greater demand. The good news is that if you choose to visit this area of Virginia at any other time of the year, you are likely to find some great specials. Imagine staying at a private home or condo with more than enough room for your family and friends at a price that fits perfectly into your budget. As soon as you decide you are going to visit Wintergreen, you should book your favorite home or condo. The Blue Ridge Mountains are waiting to impress you with their beauty and serenity and we know that you can find your ideal accommodations.

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