San Martino di Castrozza 651

In addition to being close to all of the winter sports that you could hope to enjoy – from the classics such as skiing and snowboarding to the more adventurous options like paragliding and ice-wall climbing – choosing a vacation rental in Italy’s ski region means that you will also get to enjoy the unique charms and traditions of these gorgeous resort towns and villages. You’ll be able to enjoy hearty cuisines that have influences from all across the Alps, you’ll be able to attend amazing traditional Christmas markets in and around the holidays, you’ll get to enjoy the Italian take on the après-ski lifestyle, and you’ll do all of this in scenic and charming surroundings. The alpine towns of Italy boast those famous peaks and crags, snow-capped or covered, blanketed by firs, and dotted by other resorts as a backdrop and centres that feature pretty cabins plucked from the front of postcards and travel guides. Our holiday rentals in this part of the world are usually this very sort of picturesque and charming cabin, the perfect sort of place to really soak up the atmosphere of this magical part of the world. So, if you’re interested in a holiday in which you enjoy the outdoor pursuits of the winter wonderland outside and then have a warm and cosy and incredibly lovely cabin to return to each evening, if you want to sip on something warm and delicious as you gaze out at those picture-perfect landscapes, and if you want to make memories that will last a lifetime, then check out our guide to some of our prettiest cabins in Italy’s ski region...

With major winter sport events scheduled to take place in Italy in February 2026, there has never been a better time to plan a ski break in Italy! With lots of incredible options when it comes to destinations from buzzy resorts with a big après ski culture, to scenic Alpine villages that look like gingerbread villages, to major winter sports destinations, as well as destinations with slopes for those at all experience levels, there truly is something for everyone. So, whether you’re a regular when it comes to ski breaks or you’ve always wanted to try one out for yourself, allow us to help you plan the perfect ski holiday in Italy. Have specific requirements or need some extra help to find the rental and destination that is exactly the right fit? Then just contact us and our team of seasoned villa experts will be more than happy to help you out. Or, simply, read on to our guide to skiing in Italy in 2025 and 2026...

Those considering a ski break in Italy this winter will likely come across the ski resort of Cortina d'Ampezzo. Considered one of the most fashionable ski resorts in the country, the so-called, “Queen of the Dolomites,” has been a popular winter sports destination since the 1930s and was put on the map internationally when it hosted the first Winter Olympic Games in Italy in 1956. Gorgeous, chic, and just a two hour drive from Venice, a vacation rental in Cortina d’Ampezzo is the ideal option for those looking to enjoy a perfect ski break in style in Italy.