Isle of Wight Cottages

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All cottages available for only £20 Deposit!*

For a limited time only, all our cottages can be reserved for only £20 Deposit. Don't miss out!

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All cottages available for only £20 Deposit!*

For a limited time only, all our cottages can be reserved for only £20 Deposit. Don't miss out!

*Applicable to holidays commencing at least 6 weeks in the future. Full balance due 6 weeks prior to departure. Please refer to £20 deposit offer terms & conditions for further information.

Just show me Isle of Wight Cottages

Looking for an alternative holiday destination on the South Coast? Take a look at our self catering holiday cottages to rent in the Isle of Wight, the little island with lots to shout about. Located just three miles off the Hampshire coast, the Isle of Wight's easy-going pace of life feels a world away from the bustle of the mainland, making it ideal for romantic getaways or a far-flung family holiday.

Isle of Wight Cottage Holidays

We've a great range of Isle of Wight cottages to rent, from luxury cottages in the town of Cowes, to coastal cottages near Shanklin Beach. Enjoy an active break in one of our Isle of Wight country cottages, where walking and cycling trails meander through the quaint countryside. Or, spend some time with your beloved pooch in one of our dog friendly Isle of Wight cottages- we've plenty to choose from at affordable prices.

Where will you choose to stay during your trip to the Isle of Wight? If you can't decide, read our visitor guide to the Isle of Wight below. We've provided a wealth of information to help make choosing your Isle of Wight holiday cottage a whole lot easier, including information on the best attractions and beaches, when's the best time to plan your visit and how to get there. We want to make your trip to the Isle of Wight as fun and hassle-free as possible, so read our Isle of Wight visitor guide below, or scroll down to choose your favourite Isle of Wight holiday cottage now!

Don't forget to check out our Inspire Me pages, filled with information about things to do, where to stay, attractions to visit, walks to embark upon and other fantastic ways to make the most out of your next Isle of Wight holiday.

Read our Isle of Wight Visitor Guide

Planning your visit to the Isle of Wight


With its fine and sunny climate, the Isle of Wight is one of the UK's most highly regarded summer holiday destinations. Choose to stay in an Isle of Wight self-catering cottage during the months of May, June, July or August, and you're virtually guaranteed wall to wall sunshine and above average temperatures. The summer also sees the arrival of some of the island's top attractions, including Cowes Week, the largest sailing regatta in the world, as well as the Isle of Wight Festival, an annual music event boasting an award winning line-up.

But that's not to say that the Isle of Wight is strictly a summer destination! Between the bracing coastal walks, warming grub in the local pub and of course the countless cosy cottages, a winter break on the Isle of Wight is well worth it too! What's more you won't have to contend with the crowds of holidaymakers who flock to the island in the warmer months, and the seasonal dog bans on some of the prettier beaches are lifted meaning you can soak up the scenery whilst Fido frolics in the sands!

Where to stay

With our Isle of Wight cottages, you'll have a great range of stunning destinations to choose from. We have Isle of Wight holiday rentals dotted from coast to country across the island, providing the ideal base for exploration and discovery. On the West side of the island, peaceful valleys make for some of the best walking and cycling on offer in the Isle of Wight. To the East, award winning blue flag beaches abound. In the North, the town of Cowes is sure to delight with its annual sailing regatta, whilst the south provides picturesque scenery, welcoming hamlets and an abundance of rare wildlife- let a holiday rental on the Isle of Wight and the choice is yours!

How to get there

Getting to your Isle of Wight holiday let couldn't be easier thanks to the array of Isle of Wight ferry services that are available. Departing regularly from Lymington, Southampton and Portsmouth, ferry services to the Isle of Wight take approximately one hour and an array of vehicles are permitted on board. Ferries sail to East Cowes, Fishbourne and Yarmouth, so do your research before booking to ensure that the arrival port is within close proximity to your Isle of Wight holiday accommodation.

Things to do on the Isle of Wight

When you book an Isle of Wight holiday rental, one thing's for certain: there'll never be a shortage of exciting and diverse attractions to discover. The Isle of Wight is home to a plethora of award-winning visitor attractions that will quickly fill your holiday itinerary- here's a taster of what you can look forward to during your self-catering break on the Isle of Wight.

Best beaches to visit on the Isle of Wight

For family holidays on the beach, a holiday rental on the Isle of Wight is ideal. Boasting 17 award winning beaches, including four prestigious blue flag beaches, the Isle of Wight's coastline is thought to be one of the best in Europe- impressive, considering it's a mere 57 miles in length. Family friendly beaches on the Isle of Wight include the popular Shanklin and Sandown, whose soft sands and colourful beach huts provide a picturesque setting for family fun, whilst the wide expanses of sand at Compton Bay and Bembridge are ideal for dog walkers.

Away from the popular tourist beaches, couples will revel in the hidden coves of Totland, Colwell Bay, Steephill Cove and Freshwater, whose secluded sands are ideal for romantic breaks. If you prefer surfing to smooching, choose an Isle of Wight holiday let near Brighstone beach, where splendid scenery and big swells make for an excellent place to hit the waves.

Discover history & heritage

If you're out to discover more about the Isle of Wight's rich history and heritage during your trip, the perfect place to start is with a visit to the palatial Osborne House near Cowes. Built as a holiday retreat for the late Queen Victoria and Prince Albert, Osborne House is open to the public 7 days a week and features regal architecture and peaceful parterre gardens that prove perfect for picnicking. Elsewhere, the imposing ramparts of Carisbrooke Castle hark back to the Isle of Wight's somewhat grizzly past, whilst the 16th century keep of Yarmouth castle offers striking views across the Solent.

Child Friendly activities on the Isle of Wight

Taking a break on the Isle of Wight with your kids? Must-see attractions include Blackgang Chine near Ventnor, an award winning amusement park dating back to 1843. Opening times for Blackgang Chine vary throughout the year, but the park is usually open to the public between 10am and 6pm daily, giving you plenty of opportunity to plan your visit. Other child friendly attractions on the Isle of Wight include Dinosaur Isle, an interactive museum dedicated to the island's geological heritage, as well as the Isle of White Donkey Sanctuary, a scenic home for needy mules that offers a great day out for the little ones.

Other attractions near your Isle of Wight cottage...

Other Isle of Wight attractions to look out for during your self-catering holiday include the Isle of Wight Steam Railway at Ryde, Coleman's Animal Farm in Newport and Nunwell House and Gardens in Brading, whose country park is a great place for a brisk walk. Other areas of the island that are ideal for walking include the Tennyson Down on the West Coast, which connects to over 500 miles of well-maintained footpaths that wind through the Isle of Wight's spectacular landscape.

Whether your Isle of Wight holiday itinerary comprises lazing on the beach or hiking through the countryside, our Isle of Wight self-catering cottages are perfect for any type of holiday. Discover the delights of England's favourite island today, with a holiday cottage on the Isle of Wight from Sykes Cottages!