Winter Stays

Find Your Extraordinary

Winter Stay

Everyone unwinds differently. Whether you’re invigorated by crisp mountain air or rejuvenated by lounging poolside with the sun on your skin, your perfect winter escape is waiting at Oliver’s Travels.

Whether you’re dreaming of a snowy ski chalet, a city break, some much-needed sun or a Lapland adventure, our homes offer the perfect setting for your winter escape.

However you holiday, embrace the magic of winter with our handpicked collection of villa holidays and recharge your way.

 

 

Why stay with us?

Oliver’s Travels’ handpicked luxury villas exude style and character, perfect for your winter stay.

Our destination experts know the ins and outs of all our regions, handpicking the very best of unique homes in extraordinary locations.

And once you’ve booked, our concierge is here to help with all things planning and recommendations for a truly extraordinary escape.

Our Favourite Winter Holiday Collections

Rejuvenate with Ski Holidays

There’s nothing like the mountains for a proper reset. Our collection of luxury ski chalets and alpine villas places you in Europe’s most sought-after resorts, where days are spent carving fresh pistes and evenings unfold by roaring fires. The rhythm of skiing, snowshoeing and crisp mountain walks brings a natural sense of clarity, while the alpine air and open landscapes leave you feeling lighter, calmer and quietly energised. It’s winter wellbeing, the Oliver’s Travels way.

Unwind with Winter Sun

If your idea of restoration involves warmth rather than more layers, our winter sun villas offer an irresistible alternative. From balmy coastlines to sun-soaked islands, these destinations trade frost for blue skies and long, languid days outdoors. Mornings on the terrace, afternoons by the pool and evenings that drift by unhurriedly. A generous dose of sunshine, fresh air and space to slow down does wonders for both body and soul.

Finnish Lapland

For something truly magical, Finnish Lapland delivers experiences found nowhere else. Stay in a cosy cabin surrounded by forests and snow-dusted landscapes, where reindeer roam and the Northern Lights dance overhead. Days involve meeting Santa, gliding across frozen lakes, or simply embracing the stillness. Immersed in nature, time stretches, stresses fade and a childlike sense of wonder quietly returns.

Explore Top Regions for Winter Getaways

Travel Inspiration & Tips

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The Top 2% of Holiday Homes – No Compromises.

Meticulously selected. Rigorously approved. Our experts have reviewed over 100,000 holiday homes; only the very best make it into our collection.

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4.7/5 Rated Excellent

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Voted one of the Best Villa Rental Companies in the World by Condé Nast Traveller readers for nine years running. 

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