Winter holidays on the Isle of Wight

Watch the low winter sun spread across the fields from your window. Cosy up in a comfy chair with a good book. Find wildlife on your door step. Enjoy getting away from it all this winter with a stay at one of our sixteen holiday cottages. Located at various points across the Island, from windswept downland to coastal retreats, we have accommodation to suit all, whether you are holidaying with family, friends or on a romantic break.

Romantic hideaways

During the winter months there is nothing better than escaping the cold and snuggling up with your loved one somewhere warm and inviting. Nestled under the downs in the heart of the valley, Longstone Cottage provides the perfect place to retreat. With no electricity and an isolated location, it is a true hideaway from the rest of the world.

For couples who prefer something a little quirkier, Little Chert, offers a little bit of brightness on a cold day. Ideally suited for two, it is cheerfully decorated with monochrome interiors and colours of the 1970s, and provides a sheltered environment from which you can explore the warm microclimate of the Undercliff together.

The bedroom of Little Chert, Isle of Wight
The interior of Little Chert holiday cottage, Isle of Wight

Striding out

For those who enjoy getting out and about regardless of the temperature, our properties are perfectly located for walking and wildlife spotting. Stay at Wydcombe Cottage and you may find a red squirrel when you pull back the curtains in the morning, or for a bracing walk across the downs before breakfast, try one of the former coastguard cottages atop the Needles Headland. Some of our cottages can accommodate groups and larger families, with Mottistone Manor Farmhouse providing space for up to fourteen people in a convenient location for exploring the surrounding footpaths.

The large sitting room at Mottistone Manor Farmhouse, Isle of Wight
The large sitting room at Mottistone Manor Farmhouse, Isle of Wight

Family memories

Even in the winter the coast is a great place for families and, being an island, many of our cottages are located near the sea. Watch the waves crash against the shore at Knowles Farm Cottage or the yachts sail by at Rosetta Cottage. With plenty of big hills to roll down or trees to climb, ticking off one of your '50 things to do before you're 11 3/4' is easy when both the coast and the countryside are just outside your front door.

So, whether you fancy sitting in front of a roaring log fire watching the waves crash against the shore or venturing out into the wonders of a frost covered landscape this winter, you can be certain to find the perfect cottage for your stay.