Winter Retreat: 10 Ski Chalets to Book for a Weekend Getaway

ski house
Image courtesy of VRBO

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* These chalets are sure to inspire your ski-season getaways
* Includes properties for couples, families and large groups
* VRBO features winter cabins from across North America and Europe

It may feel like the incoming weather brings nothing but cold nights and shorter days, but it’s not all negatives. The impending winter brings with it the promise of the white powder, which means only one thing… skiing. If you’re a lover of the white stuff, it’s a great time to start contacting your ski buddies to plan this year’s getaway.

Below, we’ve compiled a list of gorgeous, ski-break accommodations from all over North America and Europe (if you’re ready for a longer vacation). Each property is perfectly located for enjoying a mix of skiing and cozy relaxation during your winter vacation.

1. Cabin Over a Waterfall – Montgomery, VT

It’s all about location, location, location. This three-person cabin sits atop its very own waterfall in a forested area of northern Vermont. Inside the wooden structure, you’ll enjoy a full kitchen, beautiful forest views and a hot tub. The nearest ski resort is only six miles away, which is ideal for apres-ski entertainment.

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Book Cabin Over a Waterfall, $179 avg/night


2. Upper Village Townhouse – Whistler, BC

This modern townhouse is the ideal getaway for a ski-loving party of six. The sizable property is located among the picturesque trees and mountains of Whistler. It offers convenience and tranquility for your getaway. During your downtime, you’ll be able to enjoy sitting in front of the cozy gas fire or relaxing in the hot tub. You’ll also find a free shuttle nearby to take you to the main Whistler village and other nearby locations.

ski in ski out vrbo winter chalets whistler bc Image courtesy of VRBO

Book Upper Village Townhouse, $256 avg/night


3. Luxurious New Mountain Home – Mont-Tremblant, QC

Located in the heart of the Old Village of Mont-Tremblant, this luxury home can hold up to 12 guests. Inside, you’ll find a large family room with a fireplace, pool table and plasma TV for your evening enjoyment. Each of the four bedrooms also features its very own ensuite bathroom. The house is a five minute drive from the ski hills and only a few minutes walk from the nearby shops, stores, pubs and restaurants.

ski in ski out vrbo winter chalets mont tremblant quebec Image courtesy of VRBO

Book Luxurious New Mountain Home, $408 avg/night


4. Pioneer Trail House – South Lake Tahoe, CA

Sporting its very own heated, indoor swimming pool with a waterfall and fireplace, the Pioneer Trail House has everything you need for an unforgettable ski getaway. The numerous amenities also include a steam room, sauna room and large loft area with a pool table and table football. The large house can host up to 12 guests, and the nearest ski resort is just five miles away.

ski in ski out vrbo winter chalets lake tahoe Image courtesy of VRBO

Book Pioneer Trail House, $450 avg/night


5. Wilson House Mountain Lodge – Wilson, WY

Offering room for up to 16 occupants, the Wilson House Lodge is ideal for large groups or several families who are looking to getaway together. The stunning, wooden interiors are accompanied by an extensive kitchen with a wet bar. You’ll also find two living areas sporting 42” LCD TVs and an outside deck with a private hot tub.

ski in ski out vrbo winter chalets wilson wyoming jackson hole Image courtesy of VRBO

Book Wilson House Mountain Lodge, $716 avg/night


6. Aspen Riverhouse – Aspen, CO

Just three miles from Aspen Airport and minutes away from your choice of ski resorts, the Aspen Riverhouse is ideal for a seasonal getaway. The family-orientated home features two private riverfront acres. Inside, you’ll enjoy a beautiful stone fireplace and sunken conversation area.

ski in ski out vrbo winter chalets aspen Image courtesy of VRBO

Book Aspen Riverhouse, $717 avg/night


7. Boulder Ridge House – Breckenridge, CO

Within walking distance of the ski slopes, the Boulder Ridge House is a monster residence that can house up to 18 guests. There’s also a shuttle to the nearby town. The custom full log house spans three floors and features stone fireplaces, a private hot tub and a wrap-around deck with ski hill views.

ski in ski out vrbo winter chalets breckenridge Image courtesy of VRBO

Book Boulder Ridge House, $895 avg/night


8. Old Town House – Park City, UT

The “Little Red House” is conveniently located on the route to Deer Valley and features two luxurious bedrooms. Each room sports a queen-size bed and access to a full bathroom. The property can host up to seven people with the benefit of an additional queen bed in the loft. You’ll also get to enjoy the spacious feel of the property with its vaulted ceilings and bright interiors.

ski in ski out vrbo winter chalets park city Image courtesy of VRBO

Book Old Town House, $942 avg/night


9. Luxury Ski Chalet – Mürren, Switzerland

A beautiful apartment in the mountains of Mürren in Switzerland, this traditional chalet features five individual bedrooms and can host up to 10 people. In the communal areas, you’ll find a fully equipped kitchen and a 10-person dining table, which is perfect for families and groups who love to dine together. In addition, each room sports its own balcony accompanied by mountain views.

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Book Luxury Ski Chalet, $963 avg/night


10. Ski-In Ski-Out Chalet – Big Sky, MT

The ultimate in getaway luxury, the Ski-In Ski-Out Chalet features a wealth of amenities. You can chill out in the large living room and enjoy the stunning mountain views from the comfort of the sofas. There are six bedrooms, which can host up to 22 people. This VRBO rental is great for large families and groups of friends. You’ll also have access to the Big Sky Resort, which offers optional membership to enjoy pool access and a range of facilities.

ski in ski out vrbo winter chalets big sky Image courtesy of VRBO

Ski-In Ski-Out Chalet, $3,003 avg/night