Classic Cottages

Classic Cottages have a collection of over 100 holiday cottages scattered across the Isle of Wight, so you’re bound to find the perfect fit for you and your family.

From romantic boltholes for two to large, family homes with sea views, they have a property to suit everyone’s needs.

Including some unique stays such as a houseboats, luxury yurts and shepherds huts.

They offer some dog friendly accommodations so no family member is left behind. You can even ‘splash’ out in one of their hot tub cottages with that home away from home feeling.

Their Island team ensure every property is handpicked and exclusive, ready and waiting for your arrival.

Classic Cottages has been awarded the status of Which? Recommended Provider for UK Holiday Cottages in 2024, 2023, 2022 and 2021, commended for excellent customer service, accuracy of cottage descriptions, website quality and reasonable prices.