Isle of Wight Cottages for February Half-Term
An island paradise for February half term, how does that sound? Escape to the Isle of Wight and stay in a holiday cottage for a week or a long weekend, or even a fortnight! You might as well make the most of the ferry trip and stay for as long as work/school allows. There's plenty to explore on this seaside holiday destination mecca, while breathing in the sea air and taking in the views, all a million miles away from the everyday on the mainland. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.64 handpicked cottages available for February half-term on the Isle of Wight
7 nights from £788
Wickings
61013 bedroom, dog friendly holiday cottage near the beach in Ventnor.
Nestled in the sheltered seaside town of Ventnor, blessed with its own gentle microclimate, this wonderfully welcoming and peaceful retreat is perfect for relaxing, unwinding and s...
7 nights from £788
7 nights from £888
Little Field
61233 bedroom, dog friendly holiday cottage near the beach near Ryde.
Tucked away on a quiet road, Little Field has been lovingly built by the owners and offers guests a peaceful and tranquil retreat with oodles of space for modern living. Situated o...
7 nights from £888
7 nights from £898
Fenders
59873 bedroom, dog friendly cottage near the beach in Totland.
Your memorable Isle of Wight coastal escape awaits at Fenders, a beautifully appointed single-storey retreat, situated just moments from the picturesque beach at Totland Bay. Tucke...
7 nights from £898
7 nights from £1035
Sun Lodge
58534 bedroom, dog friendly holiday cottage with sea views in Ventnor.
Step back in time and immerse yourself in the historic charm of Ventnor at this elegant Isle of Wight retreat with mesmerising sea views and generous spaces for a truly relaxing fa...
7 nights from £1035
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7 nights from £1088
Pucks Oak
56984 bedroom, dog friendly holiday cottage with sea views in Seaview.
Within moments of the seafront at Seaview, with off-street parking and a lovely garden, semi-detached Pucks Oak is a great home-from-home to enjoy with friends and family. With the...
7 nights from £1088
7 nights from £1508 *
Pepita
57195 bedroom, dog friendly holiday cottage with sea views in Seaview.
With breathtaking sea views and the beach only a few steps from the front door, two former coastguard cottages and the adjoining boathouse have been transformed into an island gem,...
7 nights from £1508 *
7 nights from £1001
The Dairy
56313 bedroom self catering cottage near the beach in Seaview.
Set in the pretty village of Seaview, moments from the seafront, this delightful home-from-home is waiting to welcome you. The village centre is a short stroll away, here you will ...
7 nights from £1001
7 nights from £728 *
Tangle Cottage
56694 bedroom self catering cottage near the beach in Seaview.
Nestled at the end of Ryde Road, just a short walk from the beach and Seaview village, with off-street parking and a lovely large garden to the rear, semi-detached Tangle Cottage i...
7 nights from £728 *
7 nights from £908
Inglefield
56374 bedroom, dog friendly holiday cottage near the beach in St Helens.
This beautiful home close to Bembridge Harbour is a space to enjoy with family and friends. From exploring the bays and beaches to the rolling countryside and historic castles, Ing...
7 nights from £908
7 nights from £714 *
Escape Away
56122 bedroom, dog friendly self catering cottage near the beach in Freshwater.
Close to the beach, a short drive from pretty Yarmouth and not far from the iconic Needles, Escape Away is the perfect luxury retreat to base yourself for a peaceful and relaxing h...
7 nights from £714 *
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10% off
3 Jul 2026 - 6 Jul 2026
From £817.60 £735.84
Choose from our exclusive collection at the best prices with real time availability.
Exclusive cottage collections
Our calendars show live availability, so if your pick of dates are available, you can reserve them safe in the knowledge that they won’t get sold anywhere else.
It can be unpredictable using aggregator websites that collect up information from across multiple websites. Our website stands alone, so you know what to expect and what you will get, for the best price. You won’t find this collection of cottages anywhere else, so pick your perfect place to stay from our exclusive portfolio.
Traditional seaside holiday dreams will come true on an Isle of Wight half term holiday. It's a beautiful island, where people would come to convalesce, and you can see why; the views, the atmosphere, the pace of life. It's truly relaxing. But don't be fooled there's plenty of entertainment and things to do on the Isle of Wight during Feb half term.
Little ones (and not-so-little ones) will delight in the variety of attractions available, from Blackgang Chine to Osborne House, to a simple walk to take in the landscape, coupled with your perfect place to stay - you'll have a great time. Many of our cottages include games rooms, swimming pools, enclosed gardens and great locations near to coastal paths and beaches - great news for your four-legged friend, if you pick a dog-friendly cottage on the island.
February Half-Term Cottages on the Isle of Wight
Treat yourselves to the holiday of a lifetime and book a break in a self-catering cottage. We've handpicked cottages we want to stay in ourselves, so you'll want for nothing when you stay. All of our cottages have been personally inspected and totally equipped with everything you could need and more - even down to checking the teaspoons so as soon as you arrive at your Isle of Wight holiday cottage, you can pop the kettle on, your feet up and relax.
