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Wintergreen vacation rentals

We found 837 vacation rentals — enter your dates for availability

your current months are May, 2024 and June, 2024.
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Select from 51 houses, 162 condos, and other vacation rentals to find the perfect place for your stay in Wintergreen. Vacation homes offer the amenities you expect for your family, friends, or furry companion, such as a garden and pool. At the end of the day, you're sure to find a rental that has what everyone needs, including a place that is accessible or non-smoking.

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Alpine fun at Wintergreen vacation home rentals

An idyllic haven on the eastern slopes of the Blue Ridge Mountains, Wintergreen offers one-of-a-kind serenity and relaxation. Travelers are promised sweeping views of rippling streams, lush forests, and snow-tipped peaks from the doorstep of their Wintergreen vacation rental, but there’s more than just views on the itinerary. The 4-season Wintergreen Resort offers an unparalleled range of amenities to help you make the most of your peaceful retreat. You can chill out at the full-service spa, hit the links on one of 2 championship golf courses, or head for the great outdoors with winter snowboarding or summer hikes.

Tourist attractions near Wintergreen vacation rentals

The Rockfish Valley’s diverse ecosystem is proudly showcased at the Rockfish Valley Foundation Natural History Center, which is located within walking distance of most central Wintergreen vacation rentals. Open weekends between April and December, this center works to educate visitors on the historical and ecological features of the area. Their displays include a number of preserved native specimens, including black bears and wild turkeys, as well as collections of pelts, rocks, and other artifacts. Some of its most striking exhibits are on loan from the Virginia Museum of Natural History.

Things to do near Wintergreen vacation homes

The Wintergreen Resort is a major draw for winter sports enthusiasts, who flock here during the colder months to partake in snow tubing, skiing, and snowboarding. The Plunge is a 900 ft snow-tubing hill with 10 lanes and a 100 ft vertical drop. You can reach speeds of up to 40 mph as you whizz past some of the area’s most gorgeous scenery. Twenty-six slopes and 5 lifts making skiing another must in Wintergreen; the 129 acres of skiable terrain cater to all experience levels and 14 slopes are even lit up for night skiing, offering a new perspective on the landscape.

Best excursions near Wintergreen vacation homes

Wintergreen is the ideal base camp to explore the sights of Charlottesville. Vacation homes are available near places like the Virginia Discovery Museum, a children’s museum with interactive exhibits on history and science, and the Rotunda, an iconic university building with notable architecture. You could also visit the Fralin Museum of Art at the University of Virginia, a large museum housing an extensive collection of artwork from different cultures and time periods, and McIntire Park, a city park with woods, streams, and recreational areas.

Climate during your stay in Wintergreen vacation homes

The resort’s popularity as a snow-sports destination means that Wintergreen vacation rentals are in high demand throughout the winter months. Temperatures are low, with averages falling to 34°F in January, while natural snowfall is bolstered by state-of-the-art snow-making machines. The mercury rises when summer rolls around, with July temperatures hovering around 75°F. Mountain breezes keep things cool, however, and artificial snow is in constant supply, so you'll still be able to hit the slopes. Due to this unique 4-season appeal, vacation rentals in Wintergreen are perennially in vogue.

Blaze the Wintergreen trails

Part of the Virginia Birding and Wildlife Trail, the Rockfish River Loop Trail spans 6 miles and is a perfect spot for nature enthusiasts and bird-watchers to discover Virginia’s picturesque beauty. These trails also allow leashed dogs, so if you’re staying in a pet-friendly Wintergreen vacation rental, why not treat man’s best friend to a day out of their own? The Nelson Scenic Loop, meanwhile, is a 50-mile drive around Rockfish Valley that offers awe-inspiring views of the Blue Ridge Mountains, Crab Tree Falls, and the Appalachian Trail. Farmers markets, breweries, and wineries line the circular route, while spurs lead to hiking, biking, and birding trails.

Traveling to and around Wintergreen

The nearest airport is in Charlottesville-Albemarle Airport (CHO), located 30.3 mi (48.8 km) from the city center. If you can't find a flight that works for your travel itinerary, you can also fly into Weyers Cave, VA (SHD-Shenandoah Valley Regional), which is 26.2 mi (42.1 km) away.

Frequently asked questions

What is the best area to stay in Wintergreen when booking a vacation rental?

Pedlars Edge is one of the more desired locations to book a vacation home in Wintergreen. Settle in here and enjoy all the privacy and convenience that comes with having a place all to yourself.

What is the most popular type of vacation rental accommodation in Wintergreen?

Condos are the most popular type of vacation rental in Wintergreen, according to our data. Even if you've got a different vision in mind, Vrbo has vacation homes in a variety of shapes and sizes. Explore our options to find your ideal match.

How much does it cost to rent a vacation rental in Wintergreen?

Different factors affect how much you'll pay for a vacation rental in Wintergreen, like the time of year, property type and length of stay. However, all of our vacation homes have one thing in common — exceptional value. Just enter your travel dates to find your ideal fit.

How much does it cost to rent a beach house in Wintergreen?

The average price for a vacation rental by the beach in Wintergreen depends on when you're traveling and the size and style of property you're looking for. Find prices easily on Vrbo by entering your travel dates. Then use the handy filters to choose the number of bedrooms and amenities important to you, like air conditioning, WiFi and a pool.

Are there pet-friendly vacation rentals in Wintergreen?

Pack a travel bag and a bone for the pup in your life because Wintergreen has 378 properties that open their doors to pets. Let your furriest pal enjoy the family fun at one of our pet-friendly vacation rentals on Vrbo. Simply enter your travel dates and destination, then check the "Pets allowed" filter box.

Can I rent a house with a pool in Wintergreen?

Tick the "pool" box in our handy filter tool and choose from 236 houses with private pools in Wintergreen on Vrbo. Morning dip, sunset soak or midnight swim? Leisure time is up to you when your Vrbo vacation home has its own swimming pool.

What are popular rental amenities in Wintergreen?

Some of the most popular rental amenities people look for in Wintergreen include tennis, a swimming pool and a garden. Whether you're vacationing with your besties, family or even pets, Vrbo vacation properties have the best amenities for beginning new traditions with the people you cherish the most.

Are there large group vacation rentals in Wintergreen?

Wintergreen has 102 vacation homes that can accommodate 10 or more guests. These properties come with all the space you need to enjoy good times with friends and family.

Are there vacation rentals in Wintergreen that welcome kids?

Gather your whole family for an epic adventure in Wintergreen at one of our 378 family-friendly vacation homes. Many of these stays come with conveniences that are great for getaways with the little ones, including kitchens, living rooms and swimming pools. Just click on the "Properties good for families" filter and choose your favorite option.

What are the top attractions for families in Wintergreen?

If you're craving some family-friendly entertainment close to the center of Wintergreen, head over to Stoney Creek Golf Course.

Are there one-bedroom vacation rentals in Wintergreen?

Wintergreen has 65 one-bedroom rentals on offer. Usually situated in desirable areas thanks to their compact size, a one-bedroom property is great if you're traveling with a friend or your partner. And with plenty of home comforts like full kitchens and more privacy than a standard hotel, you'll be able to kick back while exploring this fabulous destination.

Can I find two-bedroom vacation rentals in Wintergreen?

Pick from 82 two-bedroom vacation rentals in Wintergreen. Put your little ones in the second room or fill it with a couple of your favorite people. There's ample space for whoever's fortunate enough to be coming along for the ride.

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