Apartment vacation rentals in Wintergreen Resort

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!

Spacious lower level Airbnb! READ SUMMARY!

Hello everyone! I’m not going to try to convince you to stay at this Airbnb but instead address the issues that guests have complained about in reviews. This listing is priced accurately and cheap because there isn’t much besides 2 king beds, bathroom, washer/dryer. There is a bit of noise from upstairs when people walk around but usually no later than 11 PM. Please keep in mind when reviewing that you’re not paying very much to stay here. If you’re going to complain, please stay elsewhere.

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.

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!

Crabtree Falls Mountain Hollow Guesthouse

Get back to nature in a river front apartment nestled in the Blue Ridge Mountains. Adjacent to the owner's home, above a rarely used garage, the 70-acre well-maintained property offers mountain forests and a pond view with outdoor experiences for star gazing, and campfires. Escape electronic devices to explore area attractions, waterfalls, hiking trails, scenic drives, and fishing. This new rental is craftsman built with wood interior. We also love hosting our other cabin, Parr's Camp.

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.

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 Fire & Frost eatery and the Wintergreen Spa, this is an ideal location.

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.

The Meadows of White Mountain

A newly finished space with all of the amenities and stylish attributes to have a peaceful and comfortable home away from home. The Meadows of White Mountain sit nestled into the hillside and is central to the areas many attractions. A quiet and private property. The Meadows is comfy and secluded, and in the winter months when the trees are bare the view opens up to the beautiful western mountain range. We look forward to sharing this wonderful space with you!

Mimosa Farm *no cleaning fee for 2+ day stays*

Little country inn the city on Mimosa Farm is in the middle of the city on 9 acres with goats, a mini donkey, dogs and THE BEST mountain views. Nestled at the base of Afton mountain, you are just minutes from the 151 brewery trail. Host offers the option of adding transportation for a safe, worry free day. The Inn will accommodate up to 7-8 people! Pets are accepted with $25 fee. We will WAIVE the cleaning fee for stays that are 2 days or greater!

Loft w/ Seasonal Private Covered Heated Pool

Sneak away to this cozy mountain loft—your perfect couples’ retreat in Virginia’s wine and beer country. Just off Route 29, you’re minutes from vineyards, trails, and local brews. The space is clean, comfy, and made for easy, no-stress stays. Cool off in the private pool (shared with one cottage), then sip something local as the sun sets. Quiet, cute, and calling your name. Need more room? Check out our cottage for up to 6: airbnb.com/l/i33AHeKs

Earth Room Suite | Quiet Blue Ridge Retreat

Find peace at Galleywinter Farm’s cozy farmhouse retreat in the Blue Ridge Mountains. Enjoy the entire private ground floor with its own entrance, rustic bathroom with Jacuzzi tub, and patio overlooking the woods. Guests love the calm, cozy energy—many say it’s the best sleep they’ve ever had. Relax in the sauna, forest bathing tub, or yoga studio and reconnect with nature in this healing, restorative space.