Places to stay in Wintergreen Resort

Home in Wintergreen Resort

5 out of 5 average rating, 110 reviews

Cozy Chalet | King Beds | Fireplace | Hot Tub

Welcome to Blackrock Escape! Dog friendly, 2BR/2.5BA mountain home in prime location at Wintergreen Resort. 3-min drive to the Mountain Inn. Walk to hiking trails–the Plunge Trail/Blackrock Park is only a 2-min walk. Two BRs on first floor - both with King-size Helix mattresses, smart TVs, and en suite bathrooms. Wood burning fireplace, games, puzzles, 65” smart TV in living room. Two decks w/gas grill and hot tub. Keurig K-Duo coffee maker and dishwasher in kitchen. Full-sized washer and dryer.

4.96 out of 5 average rating, 700 reviews

A group of ducks rests on the ground inside a fenced area, surrounded by a natural setting. Some ducks are white, while others display different colors and patterns. A small enclosure is visible in the background, housing a rabbit, with a wooden top providing shelter.

Cabin in Roseland

Cozy Mountain Cabin

Snuggled in the Blue Ridge. Secluded from the crowds. Experience your visit in an authentic log cabin. Spacious sleeping loft. Perfect romantic escape, friends getaway, or personal retreat. Workout area/sitting room. Fresh eggs (in season), wine, tea, coffee. 1G Internet, SMART TV. A/C. Less than 2 miles to Devil's Backbone and Bold Rock. Minutes from App. Trail, Wintergreen Resort, breweries, wineries, cideries, restaurants, horseback riding, hiking trails, outdoor concerts, & antique shopping.

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, 136 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

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, 142 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

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.

4.96 out of 5 average rating, 108 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, 236 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!

4.98 out of 5 average rating, 193 reviews

Apartment in Rockfish

Blue Ridge Bliss - For family & friends to enjoy!

Welcome to Blue Ridge Bliss! Come enjoy the mesmerizing mountain top views of this well-appointed condo in The Ledges of Wintergreen Resort. It’s the perfect place to unwind, unplug and recharge. Whether here to ski, hike, or visit Virginia wineries, cideries, or craft breweries you’re sure to enjoy the beautiful views from the living room and deck. A short walk to The Highlands lift and across the street from the dog park, and picnic area it’s an ideal location.

Two red adirondack chairs are positioned on a porch, facing a vibrant sunrise over the mountains. A small side table accompanies the chairs, with distant views of rolling hills and valleys visible under a colorful sky.

4.98 out of 5 average rating, 235 reviews

Best View in the Blue Ridge from Biscuit's Porch

One of the best sunrise views in the Blue Ridge Mountains! Spend your days hiking over 30+ miles of trails (including the Appalachian Trail), driving the Blue Ridge Parkway, kayaking in the lake in the summer, skiing one of the regions best mountains in the winter, or exploring Virginia's brewery and wine country. Whichever you chose, we're certain you'll enjoy your time at Biscuit's Porch. We're excited to help you have the best Blue Ridge Getaway!

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Popular amenities for Wintergreen Resort places to stay

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Other great vacation rentals in Wintergreen Resort

A wooden deck connects to a pathway lined with trees displaying vibrant autumn foliage. Natural light filters through the leaves, casting gentle shadows on the steps leading upwards, inviting exploration of the surrounding forest.

5 out of 5 average rating, 20 reviews

On the mountain, pet and child friendly

Mary KayRating, 5 stars3 weeks ago

Perfect cozy getaway with beautiful views. Great location within walking distance to golfing, Nature Center, pool, spa & food.

Superhost

A picnic table is positioned on a grassy area, offering expansive views of rolling mountains under a partly cloudy sky. Lush greenery surrounds the table, creating a serene outdoor setting for relaxation or enjoying a meal.

Home in Wintergreen Resort

5 out of 5 average rating, 3 reviews

Casa Perfecta

JosephRating, 5 stars2 weeks ago

We had an amazing stay at this beautiful condo in the mountains! The location is perfect for anyone looking to hit the slopes or tour the grounds – making it great destination year round. The condo itself is cozy, clean, and has everything you need for a comfortable stay. The kitchen was well-equipped, which made it easy to cook meals before heading out for the day. The beds were super comfortable, and we slept like babies every night! The host was incredibly helpful, providing us with all the information we needed for the resort, and even sent us local recommendations for dining and things to do in the area. Check-in and check-out were a breeze. Would definitely recommend this place to anyone looking for a relaxing, convenient, and picturesque retreat. We’ll be back next year for sure!

A built-in storage closet is visible, featuring open shelves with white bins and books. The exterior is framed by a stone wall, complementing the neutral tone of the nearby couch. The setting showcases a blend of functionality and modern design.

4.92 out of 5 average rating, 25 reviews

Wintergreen Mountain Views - Diamond in the Slopes

KateRating, 5 stars2 weeks ago

We loved our stay. It was exactly what we were looking for. The house is wonderful and very comfortable. Our kids loved the house, the area around it, and the hiking.

5 out of 5 average rating, 31 reviews

Buena Vista Panoramic Retreat: Million Dollar View

NicoleRating, 5 stars1 month ago

Our stay was fantastic! Absolutely beautiful place and location - as stated by others the views are spectacular. Super clean, very well appointed and comfortable. We will absolutely be back and are looking forward to it. The hosts were wonderful to work with!

Cabin in Wintergreen Resort

The great room features warm wooden walls and a high vaulted ceiling. Large windows invite natural light and provide views of surrounding trees. A cozy seating arrangement includes an armchair and a green sofa, alongside a small table. Stylish decor elements enhance the inviting ambiance.

4.92 out of 5 average rating, 39 reviews

Serenity Cabin: Woodland Retreat

DonRating, 5 stars1 week ago

We used to spend a decent amount of time at Wintergreen but hadn’t in several years. This beautiful home was a wonderful welcome back. The location is quiet and surrounded by beautiful ferns and woods. The home is comfortably furnished and well equipped. There’s a large deck to help you enjoy the surroundings. The location is right off the Blue Ridge Parkway and the resort itself has several hiking trails. We had originally planned to stay elsewhere but that fell through. Andrew and Allison responded quickly and allowed us to book at the last minute. We are very glad it worked out the way it did!

Cabin in Wintergreen Resort

An inviting screened-in porch features a modern gas fire pit surrounded by a sleek glass enclosure. Two comfortable chairs with decorative cushions are positioned nearby, offering a peaceful view of the lush greenery outside through large glass windows.

5 out of 5 average rating, 41 reviews

Your Favorite Getaway. EV charger- Walk to trails

MaryRating, 5 stars2 days ago

We loved everything about our stay! Sarah and Doug have a beautiful home, in a beautiful setting. They are very responsive and helpful. We honestly lacked for nothing, the home is beautifully, comfortably, and fully appointed. We enjoyed the beautiful and peaceful surroundings sitting on the deck and especially enjoyed the fire pit in a screened porch. I would love to go back and I highly recommend staying at Sarah and Doug’s place! A+++

Villa in Wintergreen Resort

An open living space features large floor-to-ceiling windows that provide ample natural light. Two comfortable sofas and a patterned armchair surround a glass coffee table, while a dining area with a wooden table is visible in the background. A flat-screen TV is mounted above a modern fireplace.

4.97 out of 5 average rating, 86 reviews

NO STEP ENTRY Wintergreen Mtn Home,HotTub,Sleeps10

RoseRating, 5 stars1 week ago

We loved staying at Ben's beautiful house in Wintergreen. It was very private, clean and comfortable. When sitting on the deck it was like staying up in a canape of trees. We had a wonderful and relaxing few days and Ben is very easy to contact and gets right back to you should you need anything.