Cottages on the Isle of Wight

Cottages on the Isle of Wight

From the short ferry crossing (guests can receive a discount up to 25% with us) that delivers you to the sun-soaked shores to the caught-in-time atmosphere of the seaside towns, setting off for a stay in a gorgeous self-catering holiday cottage on the Isle of Wight is a true adventure. Our collection of wholesome home-from-homes boasts something special for everyone, from fabulous dog-friendly cottages with sea views to magical shepherd’s huts and safari tents in a little pocket of Island paradise. Whether you’re dreaming of a short break in a cosy cottage with a hot tub or a family-friendly escape for a classic summer holiday by the sea, the Isle of Wight is the perfect holiday destination for all.  Read more

Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.

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Holidays on the Isle of Wight

Wind down and enjoy the relaxed pace of Island living with a holiday on the Isle of Wight. Golden beaches promise sun-soaked beach days, historic houses offer a fascinating glimpse into the Island’s past, and patchwork interior invites you to pull on your walking boots for long, leisurely walks - there’s even an annual festival! 

Beaches on the Isle of Wight

The beautiful beach at Freshwater Bay on the Isle of Wight

Settle into island life as you discover beaches around every salt-kissed corner of the Isle of Wight Coastal Path, from secret coves only accessible by boat to great sweeps of sand that call for long days lazing under the sun. With turquoise waters and breathtaking cliffs, Freshwater Bay is a popular choice for scenic sun worshipping (our webcam has gorgeous views across the beach), while Ventnor promises a wonderfully traditional day by the sea with ice creams, paddling pools, and your very own microclimate to enjoy.

Things to do on the Isle of Wight

The iconic chalk rock stacks The Needles from the water on the Isle of Wight

Packed with ancient forts, family-friendly attractions, and over 500 miles of designated footpaths, the Isle of Wight is a veritable playground with countless things to do during your stay. Walking from Freshwater Bay to The Needles is a fantastic way to explore one of the Island’s most iconic landmarks, with local boat trips offering the opportunity to see the stacks from the sea. Osbourne House is another favourite spot to explore, with royal rooms and sweeping grounds that make it easy to see why Queen Victoria relished her time here. The Isle of Wight is also home to some of the country’s biggest festivals, from music festivals and garlic celebrations to the famous sailing races during Cowes Week.

Places to eat on the Isle of Wight

The famous pink and thatched exterior of the Old Thatch Teashop on the Isle of Wight

Making the most of the Island’s microclimate, food producers have put the Isle of Wight firmly on the foodie map, with the Garlic Farm and Isle of Wight Tomatoes both providing world-class ingredients for the Island’s restaurants and cafés. In Seaview, you’ll find a wide range of fabulous eateries, from Michelin recommended restaurants to award-winning pubs full of traditional charm, while Yarmouth promises some of the best sea view restaurants and cafés on the Island.