Condo vacation rentals in Wintergreen Resort

A snow-covered slope stretches into the distance, featuring parallel ski tracks carved into the pristine white surface. Soft morning light illuminates the fog that blankets the valley, and trees are visible along the horizon, enhancing the serene winter landscape.

4.97 out of 5 average rating, 119 reviews

2 bdrm/2 full bath Best Views of Blue Ridge Mtns.

Best View of the Blue Ridge Mountains! Panoramic window views from the great room, dining area and kitchen. If you want to get a closer look step out on the observation deck to see the beautiful mountains and ski slopes (seasonal). Patio furniture is on the deck to enjoy morning sunrises and evening sunsets. All new stainless steel appliances in kitchen, Freshly painted throughout. 2 bedroom 2 bath Lots of activities to do at the Wintergreen Resort all year long. Year round resort activities.

A community pool is surrounded by lush greenery and well-maintained landscaping. Sun loungers are arranged alongside the pool, inviting relaxation. The area is serene, with a backdrop of trees, providing a quiet setting for guests to unwind.

4.93 out of 5 average rating, 222 reviews

The Modern Mountain Condo

Conveniently located within the 4-season Wintergreen Resort, this recently renovated condo offers a quiet and cozy stay while you take in the mountain views and enjoy endless outdoor activities, wineries, breweries, restaurants, and antique shops. Rest and recharge while you enjoy the light-filled, open floor plan with a wood-burning fireplace, a kitchen with plenty of cabinet space, and full-sized appliances for cooking. Private patio and community pool access are located outside the unit.

4.98 out of 5 average rating, 137 reviews

2-min drive from hiking/resort, seasonal HOA pool

Peaceful, newly renovated mountain-top retreat. Relax or work from home. End your day with a hike or personal spa treatment before you linger with a glass of wine over an amazing view at sunset. It’s only a 2 minute walk from the front door. Welcome to our mountain home! 2-3 min drive from ski lifts/resort, hiking Free firewood (seasonal) Family games & smart TVs (no cable) for movie night (must sign into your own subscriptions) Smartlock entry Stair-free entry *outdoor pools CLOSED

Superhost

A forested pathway features wooden steps leading through lush greenery and large rocks. Sunlight filters through the trees, illuminating the rich textures of the foliage and the moss-covered stones lining the path. A gentle stream can be seen flowing among the rocks.

4.84 out of 5 average rating, 109 reviews

Wintergreen Cozy Mountain Getaway!

Take advantage of the best snow conditions this area has seen in years! Come stay in our cozy mountain condo and experience the skiing and snowboarding you’ve been looking for! Enjoy the crisp mountain air while relaxing on the patio, treat yourself at the Spa at Wintergreen that is within walking distance, or explore nature’s winter beauty by hiking (carefully!) through nearly 30 miles of trails winding throughout the resort. Our condo is located less than a mile from the main resort.

A person is seen walking towards a scenic view where mountains rise above a sea of clouds. Lush green foliage frames the foreground, adding to the tranquil atmosphere of the landscape under a clear blue sky.

4.94 out of 5 average rating, 229 reviews

Eight Minute Walk to Everything

This one-bedroom, one-bath condo is centrally located. Ski check-in, restaurants, the mountaintop provisions market, and the Mountain Inn and conference center are all within an 8 minute walk. It's a one-story, downstairs unit that includes a back porch with just a few steps down to the ground. Perfect for taking the dog outside in the pet-friendly space. Full kitchen and dishes, wood-burning fireplace, balcony, and all towels and linens are provided for your convenience. Sleeps 3.

A sign marking the entrance to Laurelwood is framed by tall trees and lush greenery. Colorful flowers are arranged around the base of the sign, adding a touch of nature to the setting. The area appears well-maintained, indicating a welcoming environment for guests.

4.96 out of 5 average rating, 145 reviews

1 bedroom condo, hiking, breweries, wineries

Enjoy the mountains in the spring & summer enjoy hiking or a swim in the heapool! 1BR 1BA centrally located in Wintergreen 5 minute walk to Wintergreen resort Close to many hiking trails Enjoy the many breweries & wineries in the area Mountaintop Market is across the street 1 Bedroom 1 Bath & New queen sleeper sofa Stocked kitchen, cookware, spices & cooking oils Premium coffee & assorted tea Private furnished patio Wood burning fireplace, all you need for a quiet getaway

A scenic waterfall cascades down a rocky hillside, surrounded by trees that stretch upward toward the sky. Moss-covered stones are visible in the foreground, adding to the natural setting. Sunlight filters through the branches, illuminating the waterfall's flowing movement.

4.9 out of 5 average rating, 144 reviews

Cozy Comfort with a View - Wintergreen Resort

Our private, spacious, dog friendly condo is just a 5 minute walk to the main lodge with shops, restaurants, and of course the slopes! Shuttles run during ski season as well. Beautiful hiking trails are just outside the door, and a short drive will get you to the Blue Ridge Parkway, Crabtree Falls, Stoney Creek Golf Course, and the famous Route 151 with Virginia's finest breweries and wineries. There is a community pool available in Wintergreen Resort during the summer months.

The image showcases a panoramic view of rolling hills and mountains in the background, covered in lush green foliage. A rustic wooden fence is positioned in the foreground, complementing the natural landscape bathed in bright sunlight, creating a serene outdoor environment.

4.94 out of 5 average rating, 250 reviews

Cozy, clean, quiet mountain condo- King bed

Everything you need to make your getaway relaxing and convenient has been thought out in this tastefully decorated condo including new King Bed, Queen sofa pullout bed, plush linens, new spacious couch, 55" & 28" Smart TVs, Roku, WiFi, DVD player & movies, fully equipped kitchen, dining area for 4, wood burning fireplace, and private patio. Non-smoking condo. Please provide all guest names and dog info if applicable upon inquiry or booking. No cats or other animals accepted.

A serene outdoor view features rolling hills in the distance under a vibrant sunset sky, blending warm hues of orange and pink. Green grass covers the foreground, accented by a small flower bed with rocks, enhancing the natural beauty of the landscape.

4.96 out of 5 average rating, 109 reviews

Panoramic Mountain View~ Summer Pool~ First Floor

The Mountain Top Overlook @ Wintergreen Resort is a recently renovated two bedroom(king size beds), two full bathroom condo with a new sleeper sofa. This condo accommodates 6 guests. It boasts panoramic window views of the Blue Ridge Mountain, while being located in sought after Wintergreen Resort. Ground level with easy access off the deck to a grassy area overlooking the valley. This is the perfect location to view the Fourth of July Fireworks display (Saturday, July 5th).

5 out of 5 average rating, 237 reviews

Sunset Vista Mountain Views “Skies for Miles”

Welcome to Sunset Vista Villa, where you enjoy, “Skies for Miles.” This beautiful, 2 bedroom, 2 bath, first-floor-unit with second story views, is near all amenities the Wintergreen Resort has to offer. It comfortably sleeps five and with its western vistas, sunsets are a thing to behold! Whether you spend your days hiking, skiing or enjoying the wineries and breweries, SVV will enhance your stay. Book today & come enjoy the Wintergreen Resort and Blue Ridge Mountains!

4.96 out of 5 average rating, 134 reviews

Mtn/Firework Views from Private Deck ~ King Suite

Just steps from Wintergreen Resort’s slopes, Slope Side Gem offers the perfect mountain escape! Located in the heart of Mountain Village next to the Mountain Inn, you’re just a short walk to Starbucks, The Market, shops, and three restaurants and bars. Whether you’re skiing, hiking, golfing, or enjoying a local brewery or winery, adventure is at your doorstep. After an exciting day, unwind on the private balcony and take in the breathtaking mountain views!