Cowes holiday cottages

The bustling town of Cowes, perched on the edge of its own small harbour, is the sailing capital of the world and provides boutique shop together with an excellent selection of great bars & restaurants. You can also walk along the seafront to Gurnard & it's sandy beaches.


The island has long had a reputation for sailing and over the years Cowes has become a mecca for sailors of all types. Whether it be in a dinghy, a rib or a super yacht, sailors from all over the world make the pilgrimage here to compete, compare and generally make a splash.

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  • Sleeps 8 dogs allowed

    Leeway House


    From £1458 a week

    Renowned as home to the largest sailing regatta in the world, Cowes is a pretty seaport town on the north side of the Isle of Wight, with fabulous views over the Solent and a great selection of quirky...

  • Sleeps 4

    Winkle Cottage


    From £628 a week

    This gorgeous terraced cottage, situated in the Conservation Area of the old town of Cowes, is just a few minutes walk from the centre of town, offering the perfect family holiday destination for thos...

  • Sleeps 10 dogs allowed

    Solent Heights


    From £2006 a week

    A beautifully designed, contemporary home in the popular sailing town of Cowes, Solent Heights boasts sea views and quality finishes throughout. Set over four floors - including balconies, gardens and...

  • Sleeps 4

    Solent View Cottage

    1.1 miles W of Cowes

    From £556 a week

    This charming two bedroom cottage is situated in the pretty coastal village of Gurnard just outside Cowes, home to some spectacular Solent views and a prime location to watch the many sailing events t...

  • Sleeps 4 dogs allowed

    Starboard Side

    1.1 miles W of Cowes

    From £994 a week

    This gorgeous and beautifully presented cottage is within walking distance of lovely Gurnard beach and has wonderful sea views from the first floor main bedroom. The owner of Starboard Side is an inte...