15 of The Best Winter Getaway Airbnbs to Book Right Now
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Winter has arrived, inspiring us to get out of the city, go somewhere quiet, and cozy up to a fire. To help make any such winter getaways the best they can be, we’ve scoured Airbnb for the best stays in dozens of top winter destinations. Below are some of our favorites, including the best winter getaways on Airbnb for couples retreats, ski trips, and family adventures.
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Best Winter Getaway Airbnbs in the U.S. & Canada
Shooting Star Cabin in Jackson Hole, Wyoming
Accommodates: Up to 12 guests
Starting at: $1,313/night
Imagine a ski trip to Wyoming and you’re probably picturing something like Shooting Star Cabin. Located in Jackson Hole Ski Resort right next to Grand Teton National Park, the expansive cabin nails the rustic-high-end charm that Jackson Hole has become so famous for. Grab up to 12 people total and enjoy it.
Modern Ski Lodge in Big Sky, Montana
Accommodates: Up to 8 guests
Starting at: $913/night
This highly-rated home in Big Sky, Montana delivers both privacy and .3-mile proximity to Big Sky Resort ski lifts. You’ll need to walk uphill to get back to the house from the lift, so it can’t technically be called ski-in, ski-out (even though it is). Inside you get a big kitchen, five beds (for up to eight guests), and plenty of room for a large group to hang out after a day on the mountain.
Mid-Century Treehaus Chalet in Big Bear, California
Accommodates: Up to 5 guests
Starting at: $360/night
Just a couple hours outside Los Angeles is this stylish and relatively affordable getaway for up to five guests. Boasting views of Bear Mountain and Snow Summit, proximity to town, and a wood-burning fireplace, this 1960s chalet is a great way to enjoy the winter in comfort.
Oceanfront Home in Malibu, California
Accommodates: Up to 8 guests
Starting at: $1,082/night
If you’re looking to get out of the snow, instead of into it, consider looking for some sun in Malibu. Located between downtown Malibu and Santa Monica, this beachfront pad comes decked out (literally) with tons of patio space that holds a hot tub, a grill, and plenty of seating. Inside, you’ll still see the Pacific Ocean from almost every room, and you’ll be able to fit up to eight guests in total.
Chalet Near Aspen, Colorado
Accommodates: Up to 8 guests
Starting at: $250/night
Another fantastic stay for big groups looking to enjoy skiing and the great outdoors is this chalet outside Aspen, Colorado. It sits on “dozens of acres” and boasts multiple structures, including the large main house, an Airstream, and a Tipi (contact the host about securing all of the property’s spaces for your stay).
Taghkanic House in Hudson, New York
Accommodates: Up to 16 guests
Starting at: $3,500/night
This sprawling compound, designed by Thomas Phifer, is ideal for any New Yorkers looking to escape the city — no matter what time of year. It encompasses a 16-person main house and a six-person guest house (the guest house is booked separately), offering enough space for a huge group of friends and/or family. All the space and the design prestige come at a high price, but it quickly becomes more tenable if you split the cost with a big group.
Urban Cottage in Fort Washington, Maryland
Accommodates: Up to 4 guests
Starting at: $190/night
For something easy that’s not too far from civilization, check out this adorable little cottage in Fort Washington, Maryland. It’s right near the National Harbor, MGM Resort & Casino, and other attractions, but guests say the place is very tranquil — especially when covered in snow.
Wedge Mountain Cabin in Whistler, Canada
Accommodates: Up to 2 guests
Starting at: $146/night
If you can get up to Whistler, this Wedge Mountain Cabin is a gem of a winter getaway. The two-person cabin sits on an acre of land, right up against the Garibaldi National Park. There’s plenty to see and do all around, and it’s extremely affordable at just $115 a night.
MICA House in Lac-Beauport, Canada
Accommodates: Up to 4 guests
Starting at: $303/night
Another unique stay in Canada is this remote MICA house. The residence features huge windows in every room, exhibiting the stunning valley and foliage that surrounds the house. When you’re done taking in the view, you’ll find snowshoeing, skiing, Quebec City, and other attractions all within an easy drive.
Dreamy Alaska Log Home in Fairbanks, Alaska
Accommodates: Up to 6 guests
Starting at: $288/night
Way up north in Fairbanks, Alaska is this storybook-worthy log cabin. According to the host (and their photos), the cabin is regularly bathed in the aurora borealis and, of course, a breathtaking sky of stars. When you get too cold outside, step inside to find a wood-burning stove, a projector, and a cozy vibe overall.
Best Winter Getaway Airbnbs in Europe
Central Apartment in Gstaad, Switzerland
Accommodates: Up to 5
Starting at: $207/night
Although it’s famously ritzy, the Swiss skiing town of Gstaad actually has some great prices on Airbnbs. This five-guest apartment, for example, is going for just over $200 a night, but offers enough space to unwind after a day of world-class skiing.
Romantic Chalet in La Villa, Italy
Accommodates: Up to 2 guests
Starting at: $1,049/night
Another amazing winter getaway in the Alps is this incredible chalet in the valley of Alta Badia, Italy (a UNESCO World Heritage Landmark). The home is almost as marvelous as the landscape, complete with amenities like an indoor gym and a hot tub and plenty of design flair.
Chalet Gemini in Zermatt, Switzerland
Accommodates: Up to 10 guests
Starting at: $2,611/night
Zermatt is one of the most picturesque winter destinations in the world, and this lavish chalet is one of the best ways to experience the scenery. Sleeping up to 10 guests, the five-bed, seven-bath chalet uses a tunnel as an entrance. This tunnel’s entrance is right next to the Matterhorn Express lift station and within a short walk to the village center.
Floating Glass Room in Jokkmokk, Sweden
Accommodates: Up to 2 guests
Starting at: $535/night
Looking to truly immerse yourself in a winter wonderland? Head to this novel “Floating Glass Room” in Jokkmokk, Sweden. The tiny glass structure sits on a lake that freezes over in the cold months, and you’ll get a healthy dose of wildlife — and probably even some northern lights.
Best Winter Getaway Airbnb in Japan
Modern Chalet in Abuta District, Hokkaido
Accommodates: Up to 6 guests
Starting at: $743/night
Many Americans — especially West Coasters — have realized that ski trips to Japan are sometimes the same price, if not cheaper than domestic ones. If you’re looking to check out skiing in Japan, book this modern six-guest chalet in Hokkaido that breaks down to a little over $100 a person per night.
How We Chose The Best Winter Getaway Airbnbs
To create this roundup, we scoured Airbnb offerings in dozens of top winter destinations, including warm weather getaways and famous snowy spots. After finding our favorite stays, we either stayed in the Airbnb ourselves or made sure that the place had at least a 4/5-star rating with at least 20 reviews (most have 100+ user reviews). We also made sure to include stays at a variety of price points and sizes.
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