Apartment holiday rentals in Wintergreen Resort

Find and book unique apartments on Airbnb

Top-rated apartment rentals in Wintergreen Resort

Guests agree: These apartments are highly rated for location, cleanliness and more.

0 of 0 items showing

1 of 3 pages

Guest favourite

Apartment in Wintergreen Resort

4.93 out of 5 average rating, 40 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!

Top Guest favourite

Apartment in Wintergreen Resort

5 out of 5 average rating, 8 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

Guest favourite

Apartment in Lovingston

4.89 out of 5 average rating, 136 reviews

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.

Top Guest favourite

Apartment in Afton

4.99 out of 5 average rating, 159 reviews

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.

Guest favourite

Apartment in Wintergreen Resort

4.93 out of 5 average rating, 135 reviews

Stone Ridge at Wintergreen

Get away to our cozy condo in the treetops. All of the comforts and conveniences of home. Enjoy our complimentary coffee, tea and hot chocolate bar. Snuggle up with a blanket on the large outdoor sofa or crank up the fireplace and play a board game. Challenge someone to a game of foosball or watch a movie with the kids. Treat yourself to a day at the spa or take the kids to the outdoor pool. Our place is within walking distance to the dog park. Great breweries, wineries and hiking nearby.

Top Guest favourite

Apartment in Tyro

4.97 out of 5 average rating, 36 reviews

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.

Superhost

Apartment in Afton

4.87 out of 5 average rating, 333 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.

Top Guest favourite

Apartment in Rockfish

4.98 out of 5 average rating, 190 reviews

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.

Top Guest favourite

Apartment in Crozet

5 out of 5 average rating, 485 reviews

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.

Top Guest favourite

Apartment in Lovingston

5 out of 5 average rating, 41 reviews

Loft on the Knoll -Private pool now open

Keep it simple at this peaceful and centrally-located place. You will find it easy to access all of the local Nelson Co. attractions being right off rt. 29. Close to Oak Ridge, Brew Ridge Trail, AT, Wintergreen and Charlottesville. Very clean and comfortable, private apartment with all the amenities needed for a home-away experience in the mountains and heart of Va’s wine and beer country. Private pool shared by you and cottage (up to 8 max)

Guest favourite

Apartment in Waynesboro

4.97 out of 5 average rating, 38 reviews

Shenandoah Valley Atelier: NEW Waynesboro Loft

Shenandoah Valley Atelier is downtown Waynesboro's newest short-term rental. Located on the top floor of the Shenandoah Valley Art Center, the apartment was recently renovated into the hip artist loft you see today. Come explore all that the booming town has to offer, plus gaze at the stunning Blue Ridge Mountains in the distance.

Guest favourite

Apartment in Crozet

4.9 out of 5 average rating, 30 reviews

Piedmont Place 401| Lux Vineyard & Brewery Getaway

Upscale Vineyard & Brewery Getaway in the Heart of Crozet - Piedmont Place Suites is the closest accommodation to a hotel in all of Crozet; with several dining options (including 4 bars; one being a rooftop bar) all in the same building of Piedmont Place. Escape to Virginia Wine Country in Style