The Best Airbnb Cabins in Wintergreen for Groups of Friends

The Best Airbnb Cabins in Wintergreen for Groups of Friends Wintergreen, Virginia
If you're planning your next ski trip with your friends, Wintergreen is a great place to visit. Not only is it fun and affordable, but it's also very convenient if you're coming from Washington D.C., Richmond, Charlottesville, or the Hampton Roads area. Many consider Wintergreen to be the best ski area in Virginia. If you want to find out, you'll just have to make the trip!

We've assembled the best and most affordable places to stay and vacation rentals around Wintergreen for your next ski trip with your friends.

Or maybe you're planning to visit in the summer or fall? That's a great time to visit, too, as the area has plenty of hiking trails, breweries and wineries, and nice restaurants. Why not make a weekend trip in the off season when prices are lower. Or just head up in the heart of winter to get your snowboarding fix.

All of the places listed below have plenty of space for everyone, plus a kitchen, washer/dryer, and other amenities that any group would need to be comfortable and have a good time. And they are affordable, too!

What are the best places to stay for groups in Wintergreen?

Wintergreen Resort, Virginia USA
From $305.00
After you walk into this place, you'll say Wow for sure. The large living room with a vaulted ceiling is the perfect backdrop for a group looking to have a great time relaxing in front of the fireplace, drinking wine from the nearby vineyards, and planning their next outing. No matter what time of year you visit, this house is close to everything and offers plenty of comfortable amenities. It's near the ski resort, near the hiking trails, and has easy access to the surrounding areas where you'll find the breweries and wineries.

The luxurious and fully-equipped open kitchen flows out into the dining and living room areas, making this a great party or kickback house for any group looking for a good time. The bedrooms are all nicely appointed, especially the master. You'll probably fight over who gets the big bed with it's massive ensuite bathroom. The large shower has 3 (yes, 3) showerheads! More sleeping space is found up in the loft, in the other bedrooms, and in the studio which has its own fireplace.

And did we mention the hot tub on the large deck?

Wi-Fi, laundry, a spacious deck, multiple TVs, a large gazebo (screened in), a 2-car garage, and more are included. This is the place to be, check out the photos!


Wintergreen Resort, Virginia USA
From $135.00
This is a terrific 4 bedroom house with room for up to 8 people. The comfortable amenities, and perfect location mean that this is an ideal spot for a group looking to have a great time. The large living room, dining room, and open kitchen area make for a great place for the whole group to hang out and have fun. With a nice fireplace you can stay warm after your days on the slopes or hiking trails while watching TV or kicking back with some beer or wine. The large deck has a grill, too, and plenty of space to enjoy the fresh mountain air. There's also laundry, wi-fi, free parking, and more.

Pool access is included along with access to the lake. Whether you visit in the winter ski season or the warmer months (perfect for hiking), this house has everything you need to plan a great getaway.


Wintergreen Resort, Virginia USA
From $300.00
If you're looking for the quintessential mountain cabin in Wintergreen for your next trip, this 3 bedroom house fits the bill. The spacious living room is nicely appointed and very relaxing as it centers around the nice fireplace, making it the ideal spot for a group of friends to unwind after a day on the slopes or hiking trails. The upper deck is a great spot to enjoy the weather, too. The open concept kitchen is fully equipped, modern, and elegant. It has everything you need for your meals, and then some. The bedrooms are also large and comfortable, with modern, clean bathrooms. In the basement, you'll find another living room area with a large TV, laundry, and a lower deck with a nice hot tub. You and your friends can enjoy the comforts of the hot tub in the screened porch while enjoying the mountain air.

The views from this vacation rental are amazing, as you'll be able to look out over the mountains that surround the valley. And you're not far from everything in the Wintergreen resort area, too. This location absolutely adds to the appeal of this vacation rental. Check out the photos!


Wintergreen Resort, Virginia USA
From $155.00
Here is a warm, comfortable, and affordable 3 bedroom house with enough space for a good sized group looking for a fun adventure. Why not relax on the deck, or inside in the open concept living room and kitchen area? The upper loft has another TV area, too, so your group doesn't have to fight over which game to watch! The rustic decor has a mountain vibe, but it's also elegant and luxurious, so anyone would be comfortable here. The bedrooms and bathrooms have every modern convenience and are kept very clean.

The location is terrific, as it's only 1 minute by car to the Mountain Inn as well as close to the ski slopes, hiking trails, tubing slopes, and more. And access to 2 nearby outdoor pools is also included if you're visiting in warmer weather. This house is a great value with plenty of terrific benefits.


Wintergreen Resort, Virginia USA
From $190.00
This 4 bedroom vacation rental cabin has the perfect mix of size and amenities to make everyone comfortable. It has room for up to 10 guests, so everyone will have plenty of space. The location is ideal, too, as it's close to the main resort area. Everything your group wants to get to is only a few minutes by car. It's also close to plenty of restaurants, bars, shops, hiking trails, and the ski slopes.

The cabin itself is tucked away in the woods, which makes it a great spot for your group to have a good time. The open kitchen area overlooks the lower level living room. The kitchen itself is nicely appointed and well equipped for everything your friends could want to cook. The owners and many guests say that the terraced layout of the house feels like a large treehouse with fantastic forest views. The bedrooms are well appointed and very comfortable, too. Two of the bedrooms are smaller, which are good for singles that want their own private space. With nice bathrooms, multiple TVs, Wi-Fi, laundry, streaming services, and more amenities, everyone can be comfortable here.


Wintergreen Resort, Virginia USA
From $250.00
With stunning views, this perfectly named condo rental has large windows overlooking the surrounding mountains. With 2 bedrooms and 2 bathrooms, a good-sized group of friends can hang out here because it can sleep up to 6 people. The fully-equipped kitchen is nicely appointed in this luxury condo which has obviously been renovated with top-notch fixtures. From the warm relaxing fireplace (great for after your days on the slopes) to the comfortable furniture, anyone would be very relaxed here after a busy day skiing or hiking. The outside deck is also nice, and makes for a great place to enjoy the winter or summer views with your morning coffee or evening dinner before heading out to the nearby bars and breweries.

The location is also in a great spot, as you're right in the middle of everything. The ski slopes, hiking trails, and other activities are just a short drive away. And for a small fee you can have access to the swimming pool and a few other nearby resort amenities, too.


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