499+ Rental Villas and Private Getaways in Wintergreen |
  1. USA
  2. Virginia
  3. Charlottesville
  4. Wintergreen

Wintergreen Villa Rentals

About Wintergreen Vacation Rentals

There are more than 499 incredible getaway rentals that are available in Wintergreen. These choices include villas, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Relax with BedroomVillas and uncover great stays in Wintergreen.

BedroomVillas features numerous last-minute deals on villas, hotels, and rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With BedroomVillas in Wintergreen, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the BedroomVillas vacation rentals, resorts, and Airbnb-style properties in Wintergreen. Places to stay near Wintergreen are 926.84 ftยฒ on average, with prices averaging ยฃ210 a night.

BedroomVillas helps you find the ideal holiday rental to create lifetime travel memories in Wintergreen. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect place to stay today.

Show more
Show less

Top Private Villas, Resorts, and Rentals in Wintergreen

Type Count
Vacation Homes 186
Holiday Apartments 57
Cabin Rentals 14
Ski Chalet Rentals 8
Cottages 5

Use these Quick Filters to Find a Vacation Rental in Wintergreen

โ˜… Pro Tip: BedroomVillas is a luxury vacation rental website, pulling some of the top private villas and exclusive holiday stays from sources across the web. We supply you with a huge list of incredible beach houses and holiday rentals from trusted, reliable suppliers, helping you to compare prices and locations to find the best fit for your getaway. Create lifelong memories in Wintergreen with BedroomVillas.

Weather in Wintergreen, VA

View the weather forecast for Wintergreen before booking your Wintergreen Vacation Rentals to confirm your best time to go.

December - February
High 57ยฐF       Low 27ยฐF
March - May
High 72ยฐF       Low 32ยฐF
June - August
High 86ยฐF       Low 59ยฐF
September - November
High 76ยฐF       Low 34ยฐF

Stay Near Wintergreen's Top Attractions

A Large Selection of Villas and Vacation Rentals from Around the World Wintergreen's Research Top Attractions For Your Vacation


Wintergreen Resort
Blue Ridge Parkway North Entrance
George Washington National Forest
Bold Rock Hard Cider Nellysford Cidery
Walton's Mountain Museum
Mary Baldwin College
Pippin Hill Farm & Vineyards
Rockfish Gap Entrance SheNonedoah
Afton Mountain Vineyards
Crabtree Falls
Sherando Lake Recreation Area
Frontier Culture Museum
Veritas Vineyard and Winery
The Woodrow Wilson Presidential Library
Starr Hill Brewery
Zeus Digital Theater
Cardinal Point Vineyard and Winery
Staunton Public Library
Wayne Theatre
American Shakespeare Center

Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods


Pedlars Edge 1,040 Properties
Wintergreen Resort 48 Properties
Treeloft 26 Properties

Complexes around Wintergreen, VA


Mountain Inn Wintergreen Resort 12 Properties

Frequently Asked Questions About Wintergreen?

What are the top hotels or resorts in Wintergreen?

We provide an array of great vacation destinations in Wintergreen. If you are looking to stay in or around the Wintergreen area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Wintergreen:

How many vacation rentals have private pools in Wintergreen?

We have 5 luxury villas and vacation rentals featuriung a private pool in and near Wintergreen. Some of the best destinations to stay that feature or have access to a swimming pool are:

Which hotel or resort in Wintergreen is best for families?

Searching for a family-friendly getaway in Wintergreen? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

How many hotels, resorts, or rentals are available in Wintergreen?

BedroomVillas offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by BedroomVillas in 2025 is over 499 in the Wintergreen area, and that number rises every day. By combining listings from multiple websites and travel providers, BedroomVillas can provide you with a diverse amount of choices of the best luxury stays in Wintergreen.โ€ฏ

Nearby Neighborhood (2)โ€ฏ
Neighborhood Property Count
Treeloft Rental Villas and Private Getaways in Charlottesville, Virginia 26
Pedlars Edge Rental Villas and Private Getaways in Charlottesville, Virginia 1040

People Also Ask

Hotels in Wintergreen and 257 rentals

Recently Booked Hotels, Resorts, or Rentals in Wintergreen