The 8 Best Wintergreen Ski Condos and Resort Cabins for Families

The 8 Best Wintergreen Ski Condos and Resort Cabins for Families Wintergreen, Virginia
Are you looking for a family getaway? In the mountains of central Virginia lies the perfect destination: Wintergreen. This winter ski resort area is open year-round with amazing activities for the entire family. But you probably already knew that, and that's why you're here.

Below we've assembled some of the most affordable and comfortable places to stay for a family looking to get away from home in a safe and private setting. Most of these vacation rentals are single family homes or cabins with all of the amenities a family would need such as a kitchen, washer/dryer, and multiple bedrooms.

If you're looking to get away for a week or a weekend from Washington D.C., Richmond, Charlottesville, or anywhere else on the east coast, then Wintergreen is an ideal and convenient destination.

First of all, hiking options are plentiful and not too challenging for children. From the Humpback Rocks to the awe-inspiring views of Ravens Roost Overlook, your family will love the opportunity to get out into nature. You can also check out the Shamokin Springs trails, Crabtree falls, or even the nearby Rockfish Valley Natural History Museum.

And Wintergreen itself has plenty of great activities. Of course, skiing and snowboarding are the main attraction in the winter, but don't forget about tubing. In fact, the tube runs are open in the summer, too!

Speaking of summer, Wintergreen has a fun area known as Discovery Ridge where you can go rock climbing, gem mining, learn archery, go zip lining, play mini-golf, and more. They also have an indoor Ninja Warrior course. Little kids will also love the activities found at the Treehouse play center.

Golf and tennis are also on the agenda. And a trip out to the Hill Top Berry Farm is also a fun trip for the kids. Get some home made jams after seeing everything grow on the farm.

But enough of that, let's get to the best places to stay and the vacation rentals at Wintergreen so that you can get this trip started!

What are the best family-friendly places to stay in Wintergreen?

Contents: Dobie Ski Condo at Wintergreen | Ski-In Ski-Out Wintergreen Condo | Wintergreen Dobie Ski In/Ski Out | Beautiful Mountain Views, Steps to Slopes | Wintergreen Resort Mountain Condo with Pool Access | Cozy Cabin Near Mountain Inn & Slopes | A-Frame Cabin | Updated Wintergreen Resort Cabin

Wintergreen , Nellysford, Virginia
From $195.00
This beautiful option makes a great base to enjoy your ski vacation. If you're looking for a mountain view vacation rental, this 2-bedroom, 2-bathroom condo is a great option. This one is a good find for anyone headed to Wintergreen. This is a family-friendly place with enough room for everyone. You'll find nice furnishings in both bedrooms. One bedroom has a king-sized bed, while the other has a queen. Cook all of your meals in the kitchen, as the microwave, dishwasher, stove, and oven are provided. With a living room and dining room, there is enough space for guests to relax and hang out.

This condo also has modern amenities such as parking, internet, and an indoor pool.


Wintergreen , Nellysford, Virginia
From $155.00
For skiing in the winter and hiking in the summer, this place is a good option. This is a 1-bedroom, 1-bathroom ski in/ski out condo that is spacious and delightful. It can accommodate 4 guests. This is an ideal spot for a small family headed to the mountains. With a nice bedroom, guests can unwind after a busy day. The queen-sized bed is a nice touch. The kitchen is convenient, well stocked, and of course has everything you need to cook all of your own meals.

The balcony offers a chance to spend time outdoors. Take in the nice weather while you stay here. Staying here will make your trip fun and convenient.


Wintergreen , Nellysford, Virginia
From $213.00
A popular vacation rental in Wintergreen is this spacious 2-bedroom, 2-bathroom condo that has room for up to 6 people. This condo is perfect for a large family or friends group. The kitchen in this condo is very nice, and with a microwave, oven, and refrigerator you'll be able to cook for everyone. Everyone can spread out in the dining area, too. The 2 bedrooms provide plenty of privacy. With a queen-sized bed, you'll sleep comfortably. Children enjoy the bunk beds found in one of the bedrooms. Included with this property is parking and internet. Enjoy the mountain atmosphere.


For more information on accommodation in Wintergreen, check out The Best Wintergreen Resort Rentals for Couples: Ski Condos & Romantic Places to Stay, The Best Mountain Cabins in Wintergreen, and Airbnbs in Wintergreen for a Girls Weekend Getaway.

Treeloft , Nellysford, Virginia
From $284.00
This ski in/ski out house is a great place to base yourself during your time at Wintergreen.

The balcony offers a chance to spend time outdoors. Featuring 2 bedrooms and 1 bathroom, there's plenty of room for up to 8 visitors here, so add it to your wish list. There's plenty of space here for the whole family or group to hang out. The kitchen is convenient, well stocked, and of course has everything you need to cook all of your own meals. And with the dining area, everyone will be able to spread out and relax. Both bedrooms are nicely furnished. The master has a king-sized bed, and the extra bedroom has a queen. Bunk beds are always great for kids, and one of the bedrooms here has them.

The house also includes games, a grill, parking, and internet. This is also a pet-friendly place to stay.


Wintergreen, Virginia
From $194.00
This vacation rental makes a great base to explore the nearby mountains. The list goes on and on with this amazing condo, so add this one to your must-see list. The location of this vacation rental is perfect.

The full kitchen is well stocked and convenient, and features a microwave, oven, refrigerator, and dishwasher. With space for the whole group, this is a great vacation rental for the entire family. Both bedrooms offer everything that guests could need. The queen-sized bed will offer a comfortable night's sleep. At this place, you'll also have internet and games.


Wintergreen , Nellysford, Virginia
From $232.00
This vacation rental is a great option if you want to make the most of your ski vacation. This one is a good find for anyone headed to Wintergreen for a ski trip or hiking adventure. This 3-bedroom, 2-bathroom mountain view cabin can fit up to 6 people. This is a family-friendly place with enough room for everyone. Or, it could be good for a group of friends.

You'll find nice furnishings in the bedrooms. With two bedrooms having queen-sized beds, everyone will be able to sleep comfortably. The kitchen comes equipped with a microwave, oven, refrigerator, and dishwasher so you can cook all of your meals. The cabin also includes internet and a grill.

Located less than three miles away you'll find Wintergreen Resort and Devil's Backbone Basecamp Brewpub. Add this one to your bucket list!


Wintergreen , Nellysford, Virginia
From $333.00
Enjoy skiing in the winter or hiking in the summer at this cabin. Visitors love this great cabin and it makes a nice place to stay for your vacation at Wintergreen. The 4-bedroom, 1-bathroom vacation rental has room for 8 people. This is a great option for a family as there's room for everyone. All of the bedrooms offer everything that guests could need. The master has a king-sized bed, and the extra bedrooms have queens. Guests appreciate the convenience of this property's full kitchen.

Also on the list for this cabin is internet, games, and a grill.


Wintergreen, Virginia
From $326.00
To make the most of your ski trip, check out this beautiful property. With room for up to 7 people, this is a 3-bedroom mountain view house that makes for a perfect vacation rental.

As for the interior, this house has all of the comforts you need. The kitchen is convenient, well stocked, and of course has everything you need to cook all of your own meals. The 3 bedrooms are nicely laid out so everyone can sleep comfortably. With two bedrooms having queen-sized beds, everyone will be able to sleep comfortably. There's plenty of space here for the whole family or group to hang out. And more amenities are found here such as internet, games, and a grill.

Places like this get booked up quickly.


Some photos are courtesy of VRBO.com.
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