Welcome
Airbnb Rentals
Plan the Perfect Family Vacation to Wintergreen Resort
kickback condo
Welcome
Airbnb Rentals
Plan the Perfect Family Vacation to Wintergreen Resort
kickback condo

Wintergreen Resort Luxury Airbnb Rentals

Are you planning a getaway to Wintergreen Resort in Virginia for you and your family? While vacation rentals within the resort may initially seem attractive, other options provide a bigger bang for your buck. Instead of staying at the resort, stay at an Airbnb within walking distance of all the ski resort amenities.

Make memories for yourself and your family during the day while enjoying the privacy and quiet of one of our beautiful short-term rental property options at night. Read about our two and three-bedroom vacation rentals to learn which is perfect for your family’s Wintergreen retreat.

Find tranquility at Chalet on the Green

wintergreen condo living room

Cabin rentals like our Chalet on the Green can be some of the best Airbnb options for your mountain getaway. In this resort cabin, you’ll be just minutes away from snowboarding, biking, hiking, and mountain views at the ski resort along the Blue Ridge Mountains.

When you check in at the Chalet on the Green, you’re also within an easy drive along the Blue Ridge Parkway to check out breweries, wineries, shopping, dining, and other attractions in Nellysford, Roseland, Charlottesville, and across Nelson County and the Shenandoah Valley.

Master bedroom with a dedicated workspace

The chalet boasts three bedrooms, with the master bedroom having its own dedicated workspace with free WiFi so you can get the job done between trips to the ski slopes. The master bedroom also has its own private bathroom, so there’s no worry about competing with the kids to get ready for your adventures.

A second bedroom boasts a large, comfy queen bed that’s perfect for a second couple or someone who needs their privacy. Finally, the kids’ bedroom boasts two bunk beds, complete with a hallway bathroom.

Plenty of comfort for everyone

Wintergreen condo bedroom

Spacious bedrooms are only the beginning of this luxurious short-term rental property. You’ll enjoy vaulted ceilings with plenty of windows for tons of natural light. In the colder months, you can take advantage of a wood-burning fireplace. Outside, a patio overlooks the 18th hole of the Devil’s Knob Golf Course, so you can take in the views while enjoying a glass of wine at dusk or your morning coffee.

Luxurious amenities

A flat-screen smart TV ensures you can access all your favorite streaming services. If you’re a reader, you can enjoy a stocked library, while a board game library offers hours of family fun. After a tiring ski trip day on the slopes, your feet will appreciate the heated floors in the bathrooms.

All the comforts of home

In addition to the luxury amenities, you’ll find all the comforts of home here, including a private entrance, an in-unit washer and dryer, and a fully stocked kitchen with a fridge, a microwave, cooking utensils, an oven and stove, a coffee maker, a blender, and even wine glasses. You’ll also get central heating and air, free parking on the premises, and even security cameras on the property for your peace of mind. Self check-in ensures the ultimate convenience the whole time.

Kick your feet up at the Kickback Condo

Exterior wintergreen condo stairs

Our beautiful two-bedroom Wintergreen condo offers a stunning, fully renovated getaway to Devil’s Knob. It’s the ideal spot to relax just steps away from fine dining, golf and tennis, ski slopes, snowboarding, swimming, and the Wintergreen Nature Foundation. This is the ideal spot for your small family vacation.

Two-bedroom, two-bathroom condo

This two-bedroom condo features four beds and two bathrooms. It’s a great retreat from the hustle and bustle of the resort at the end of each day’s adventures. You can relax on a quiet porch with a cup of coffee in the morning or a glass of wine in the evening as you take in beautiful natural views and overlook the 12th fairway of the golf course. You can even catch a shuttle right in front of Tanners Ridge that takes you straight to the ski slopes on weekends during ski season.

All the entertainment and amenities you need

Wintergreen condo interior

Each bedroom has its own smart TV so you can watch all your favorite streaming services and stay connected with free WiFi. The living room also has a 56-inch smart TV with streaming apps for family movie nights or catching the big game. It’s plenty of entertainment to allow you to unwind and recharge for tomorrow’s excursions throughout Nelson County.

This condo also offers all the comforts of home. You’ll enjoy a free washer and dryer in the unit, all the essentials in your bathroom and bedrooms, and a kitchen with a refrigerator, a microwave, a coffee maker, and an oven, fully stocked with pots, pans, and utensils. A dining room table offers the chance for sit-down family meals. For the colder months, you have a wood-burning fireplace in the living room, and in the hot months, you can get relief from the heat in the air conditioning.

Everything in this condo is designed for your comfort and convenience. It’s the perfect place to relax and recharge during the downtime of your ski vacation.

Plenty of privacy

One of the greatest things about an Airbnb rental is that you get absolute privacy. While staying at the resort is fun, you’re constantly surrounded by other people. The crowds can get overwhelming, and it can sometimes feel like there is nowhere to get away for alone time. You’ll have all the space you need at a short-stay rental like the Kickback Condo. Not only can you get away from the resort at the end of the day, but with the porch, two bedrooms, and the living room, you can get quiet time away from everyone else.

Pet-friendly home

Nobody likes to leave their four-legged family members at home, or even worse, at a kennel where they will be cooped up while you enjoy everything a ski resort vacation has to offer. If you stay at the resort, you have little other choice. If you choose an Airbnb rental, on the other hand, you can bring Fido along with you. This vacation rental is pet-friendly, so you can bring your furry friends along on your local adventures.

Steps from hiking trails and Wintergreen Resort amenities

Devil's Knob golf course 12th hole

The back steps from the condo connect directly to the Highlands Leisure Trail. This half-mile trail leads through Wintergreen Resort right to the golf course. That means you can take a quick walk into the resort or explore further to see the old-growth forests and enjoy stunning mountain views. If you do bring your pup along, this is an ideal trail for walking the dog.

Benefits of an Airbnb over a resort

Choosing an Airbnb vacation rental over a room at the resort can bring a wide range of benefits, from cost savings to privacy and amenities. If you’re unsure whether to book one of our rentals, here are a few reasons to consider.

Cost

With an Airbnb, you only pay for the property you’re renting. When you stay at the resort, you may have to pay for multiple rooms to fit everyone. The costs of these rooms can add up quickly. Often, an Airbnb rental will be less expensive overall than renting several  rooms at the resort. This frees up money for other adventures in the region.

Privacy

When you stay at the resort, you are constantly in the middle of other people. As we said, this can be overwhelming. It also means people are constantly moving up and down the halls. In the busiest seasons, the celebratory atmosphere can even make getting a good night’s sleep difficult. 

When you rent an Airbnb, you’ll get all the privacy you and your family need between excursions, and you’ll be right next to the golf course.

Amenities

Your vacation rental also includes all the amenities and luxuries you’ll need, plus the comforts of home. You’ll enjoy a full kitchen so you can stock up on groceries to cook your own meals. You can hang out with your family in front of the fireplace or on the private porch. The in-unit laundry facilities mean you can start fresh each day. Free WiFi and smart TVs let you watch all your favorite streaming services and even play games. A Wintergreen condo is also within walking distance of the resort, so you can enjoy everything available there.

Plan your getaway today!

A comfortable, luxurious, and updated Airbnb rental gives you access to all the comforts of the Wintergreen Resort, plus the freedom to explore elsewhere. If you have any questions, feel free to contact the Luxury Chalet or Kickback Condo hosts through Airbnb, or email us at info@devilsknob.com. Book your luxury rental today!

Customer Reviews

What guests say

  • Quenzelle
    October 13, 2023
    Erik and Lisa are awesome host! No issues what so ever! Great place!! Great location! Great views!!! Definitely would stay again!!!!
  • Nick
    August 13, 2023
    Was looking for somewhere to bring our kids to so we could enjoy some time away from work. We found a good deal with this chalet and decided to try it out. Was pleasantly surprised to find this beautiful place….
  • Michael
    August 12, 2023
    Our family loved staying here. It is a lovely home in a very peaceful setting. The host was super responsive and helpful. Would love to stay here again.
  • Megan
    July 13, 2023
    Erik and Lia’s place was lovely! Very friendly and communicative hosts. The condo was clearly well taken care of and located a walk away from a restaurant and some nice trails. Would highly recommend!
  • Michael
    July 11, 2023
    Owners were very accommodating. The property was very comfortable and provided a great getaway opportunity for me and my family. Would definitely book again!!
  • Amy
    July 11, 2023
    Chalet on the Green was the perfect place for our weekend away! Beautifully renovated, great location, hosts quick to communicate. We would definitely stay there again!
  • Keith
    June 13, 2023
    Still feeling refreshed. We booked last minute for a weekend getaway and our hosts were amazing. 5 stars!!!
  • Mike
    June 12, 2023
    Nice place! We loved opening up all the windows and feeling the cool mountain air. It was 10° cooler at the top of the mountain than it was in the valley.
  • Kristen
    May 13, 2023
    We enjoyed our stay! There is a great trail from the condo that follows along the road. It was so nice to be able to go for a run in nature right outside of Erik and Lia’s place.
  • Brett
    April 13, 2023
    First of all, our previous reservation fell through literally when we arrived at Wintergreen, but we were able to find this beautiful place and book it via phone phone. Within a half an hour, Eric and Lia had c…