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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

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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

  • All the Comforts of Home!

    "The owners of this cabin have truely provided all the comforts of home. We just got back from spending a week there and had a wonderful time. Wintergreen is a great place to be in the summer! We had beautiful weather and cool nights. No need for air conditioning which is so refreshing! We spent a lot of time hiking which can be done right from the house. We also drove to hike Crabtree Falls, Spy Rock, and trails off the Blue Ridge Parkway. There are numerous wineries, breweries and even a hard cidery and a distillery. We spent one afternoon picking our own blackberries at Hilltop Winery. We enjoyed working one of the several puzzles at the house and my daughter and I were lucky to see a bear pass through the property. We enjoyed several restaurants in nearby Nellysford but the kitchen is well equipped so we had most meals at the cabin. There is even a crockpot so we could have dinner cooking while we were out hiking. We highly recommend spending time here!"
    Guest: Sara T. Date of Stay: July 2014 Review Submitted: August 3, 2014
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  • Phenomenal

    "We had a phenomenal time this past weekend. The view was breath taking and he chalet was a home away from home. I world recommend this place to everyone!!!"
    Guest: Eady Date of Stay: May 2014 Review Submitted: May 15, 2014
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  • July 2014

    "very cozy and comfortable..."
    Guest: Leeloo Date of Stay: July 2014 Review Submitted: August 1, 2014
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  • Excellent choice for a weekend away

    "Great cabin, beautiful inside with plenty of room for all 5 of us! A 10 minute hike/walk to the AT, plus several gorgeous Falls and the old AT. Minor Cons: no clear flat areas to set up yard games, pool table was decidedly warped, not much in the way of spices in the kitchen. Overall, a great time and I would rent it again."
    Guest: TD Date of Stay: July 2014 Review Submitted: August 2, 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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