Apartment vacation rentals in Wintergreen Resort

The living room features a spacious seating arrangement with two sofas, a cozy armchair, and a round coffee table. Large windows frame expansive views of the Blue Ridge Mountains, inviting natural light into the airy space. A dining table for six is visible in the background.

4.93 out of 5 average rating, 43 reviews

Big Condo*Luxe Baths*Sweeping Views*Walk2Chairlift

Step into our recently renovated sky-high condominium! Nestled on the Wintergreen ridge, we're a short distance from nature's wonders. Our unit strikes a balance between serenity and recreational opportunities. Whether you're skiing, hiking, or indulging in the local brew and wine scene, our place is the perfect hub. Cap off your adventures with the stunning 75-mile view from our balcony on clear days. Families with kids and couples seeking the best of Wintergreen's offerings are always welcome!

A balcony is featured, showcasing two Adirondack-style chairs positioned for optimal mountain views. Sunrise illuminates the expansive horizon, with soft light reflecting off the distant landscapes. The floor is made of wood, enhancing the outdoor ambiance.

5 out of 5 average rating, 94 reviews

Endless Mountain Top Views from All The Way Up!

Our warm and inviting condo combines amazing proximity to hiking with to-die-for views of the Blue Ridge Mountains and the horizon 75 MILES distant! Our condo sits a mere 400-yd walk from the closest hiking trail and also has direct access to the ridge line walking area - perfect place for a morning stroll! This updated and modern mountain themed space features: ✸ Newly renovated! ✸ Stocked modern kitchen! ✸ Two full bathrooms! ✸ Helix Hospitality Mattresses!! ✸ Cozy Fireplace w/ wood provided!

A cozy living area features a stone fireplace with a wooden mantle. Natural light enters through large windows framed by light curtains. Comfortable seating includes a brown sofa with decorative pillows and a stylish orange chair. An adjacent dining table offers space for meals.

5 out of 5 average rating, 12 reviews

3 Ridges 3 min walk to slopes,besides inn,King bed

Best of Wintergreen located in beautiful three ridges community, great location besides Wintergreen Inn, Parking in front of condo, short 3 min straight walk to the slopes , all in walking distance, enjoy garden ground level from your beautiful terrace, peacefull and private, Master bedroom with memory foam King Bed, Comfortable queen Sofa bed, granite kitchen, Central a/c cold and heat,hot water,wifi,TV with netflix,Keurig machine, regular coffee maker, Check in and out Time Flexible Please ask

4.89 out of 5 average rating, 141 reviews

A wooden deck is elevated and features a vibrant red umbrella. Surrounding the deck are leafy green plants and a small seating area with pink chairs. A lattice design is present under the deck, adding texture to the space.

Apartment in Lovingston

Lovingston Get-Away Lovingston, VA

Guesthouse for ADULTS ONLY and located in Lovingston, VA. There are wineries, breweries, and distilleries. We have the Wintergreen Ski Resort. The Lockn' Festival each August. Crabtree Falls and Humpback Rock for hiking. In Nelson Co., the Blue Ridge Parkway and Skyland Drive began. Nearby we have UVa's Rotunda, Montecillo, Appomattox, DC, Schuyler (the Waltons). Nelson hosts peach and apple festivals each year. The beautiful foliage to be seen in the fall and the snowy mountains in the winter.

Superhost

A spacious patio is enclosed by wooden railings, featuring several metal chairs with cushioned seats. The view beyond showcases lush greenery, trees, and a gently sloping hillside under a clear blue sky, creating a serene outdoor setting.

4.88 out of 5 average rating, 8 reviews

Eagles Court Ski In/Out Condo

Directly on the slope of Eagle's Swoop our condo is in a central location to everything in the Wintergreen Resort! Enjoy a true ski in/ski out experience with mountain views. Park your car in our designated parking spot and walk to The Market at Wintergreen, the Skyline Pavilion and The Edge & Coppermine restaurants that overlook the slopes. Enjoy 2 bedrooms with queen beds, 1 pullout sectional and 1 and 1/2 bathrooms. Get cozy in front of the wood burning fireplace & watch the skiers fly by.

4.98 out of 5 average rating, 169 reviews

Rolling green fields are framed by colorful trees in autumn hues, creating a serene landscape. Horses are seen grazing near a small shelter, with distant hills providing a picturesque backdrop under a soft sky.

Apartment in Afton

Cozy stay with scenic views on a horse farmette

Cozy apartment with beautiful views on a horse farmette on the most scenic road in the county. Located within 15 miles from Charlottesville and only 6 miles from Shenandoah National Park and the Blue Ridge Parkway, this vacation rental is the perfect spot if you are looking for places to hike, scenic drives or visit the many wineries, breweries or cideries located in close proximity. The apartment is situated over the garage and has its own separate entrance offering guests plenty of privacy.

The living area features a comfortable sectional sofa and a wooden coffee table, with a visible fireplace centrally located. Large windows provide natural light and views of the outdoor space. A mounted television is positioned above the fireplace, complementing the cozy ambiance.

4.9 out of 5 average rating, 63 reviews

Wintergreen Getaway

Relax with the whole family at this peaceful place to stay. Enjoy morning coffee and evening cocktails on the deck fronting the golf course. You will love the location and features! Walking distance to spa, The Wintergreen Nature Foundation, and Fire & Frost. Convenient to slopes, Chestnut Springs pool and Upper Shamokin Falls. A great place to relax after a full day of hitting nearby slopes or hiking trails, and exploring Nelson 151's winery and brewery attractions. Stairs to access. WiFi!

Superhost

A bright efficiency apartment is showcased, featuring a spacious bed with soft linens and decorative pillows. A small dining table with four chairs is positioned nearby, and a kitchenette with a microwave and coffee maker is visible. Light enters through two windows, enhancing the airy feel.

Apartment in Afton

4.87 out of 5 average rating, 352 reviews

Best Spot on the Wine/Brew Trail!

Charming, private, efficiency apartment located in the center of winery/brewery country! This efficiency offers fiber internet (super fast)! Less than a minute to Blue Mountain Brewery, Flying Fox Vineyard, and Valley Road Vineyard. Less than 5 minutes to Veritas Vineyard, Cardinal Point Vineyard, Silver Back Distillery, Afton Mountain Vineyards. 5-10 minutes to Bold Rock Cidery, Devils Backbone Brewery, Brewing Tree Brewery, Mountain Meadery, Hill Top Berry Farm, and so many more.

A table set for two features a bottle of sparkling beverage and two glasses, accompanied by an elegant plate of appetizers. The backdrop showcases expansive mountain views under a bright sky, enhancing the serene atmosphere of the outdoor dining area.

4.97 out of 5 average rating, 93 reviews

Mountain View Nest

From the moment you walk in, this condo offers endless opportunities to relax and retreat. The sweeping mountain views over the back deck provide the ideal setting for a romantic getaway, a girls weekend, or much needed time to recharge. This one bedroom/bathroom unit with a king sized bed, fully stocked kitchen, and artistic decor is located on the third floor of the Ledges. It is the perfect location for those who ski, hike, golf, or taste the flavors from local wineries.

4.98 out of 5 average rating, 198 reviews

A bright and airy living area is highlighted by large windows offering mountain views. A casual seating arrangement features a light-colored sofa and a wooden dining table surrounded by black chairs. Sliding glass doors provide access to an outdoor deck.

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.

4.99 out of 5 average rating, 500 reviews

An open entryway leads into a cozy dining area, featuring a wooden table and a bench, with metal chairs nearby. The space is illuminated by a decorative chandelier. A rustic bed with soft linens is visible in the adjoining room, complemented by wooden paneling on the wall.

Apartment in Crozet

The Barn at Haden near Wineries and C'ville

The Barn at Haden is a custom well appointed finished 2 bedroom, 1 full bath space elevated above a detached 3 car garage with a large outdoor private deck. It features a fully equipped gourmet kitchen with high end finishes. Whether staying for a night or for the weekend, it is an experience to enjoy the easy living Crozet has to offer. Walkable/bikeable to downtown Crozet, 2 miles to King Family Vineyard & Chiles Peach Orchard and 15 minutes from Charlottesville.