Classic Cottages have the perfect holiday home waiting for you on the Isle of Wight. From family holiday homes near the beach to romantic boltholes for two, we have something for every holiday.
For over 40 years we have been the independent holiday cottage specialists. Still run by the founding family, we pride ourselves on our local expertise and we personally inspect all our properties to make sure they are exactly right for you. Our Island team are always on hand to assist and can even help with your ferry booking.
We cater for all types of break. Your four-legged friends are very welcome in our dog friendly properties and you’ll find some fabulous coastal walks around the Island. Our baby friendly properties come with those extra things to make your holiday a little bit easier like a high-chair and stair gate and some properties include a cot.
For some extra luxury take a look at our properties with a swimming pool. Weekend warriors might want to look at our properties for a short break to squeeze in some time away, perfect when the Island is only a short ferry journey away from the mainland.
Classic Cottages are a leading holiday cottage letting agent in the South and West with over 1000 properties across Cornwall, Devon, Dorset, Somerset, Hampshire, Sussex, the Isle of Wight and most recently Pembrokeshire. We have so much choice when it comes to your holiday.