The Isle of Wight, England’s largest Island, is a top-rated self-catering holiday destination for those looking to stay in the UK. This is due to its warmer climate, golden sand beaches, superb sailing and notable events such as Cowes Week and the Isle of Wight Festival in Newport. Food festivals, jazz festivals and outdoor concerts also regularly take place on the Island. Travel to the Island by car or passenger ferry from Lymington, Portsmouth or Southampton on companies such as Wight Link. For a more peaceful experience, experience, pedal the many idyllic cycle paths that have recently given the Isle of Wight the status as one of the top cycling destinations in the world, with over 500 miles of cycle tracks. Relax in quaint Victorian resorts - now much restored, such as YarmouthVentnor and Freshwater.

60 cottages found 60 match all criteria.

Tian Tang is a beautiful Isle of Wight holiday home with communal use of an indoor heated swimming pool, summerhouse and large garden that runs down to the Solent. This mdoern and comfortably furnished annexe in Yarmouth sleeps 4 in 2 bedrooms and has 2 bathrooms.

Book an Isle of Wight holiday cottage with superb sea views at Landward, a beautifully renovated ex-Lighthouse keeper's cottage at St Margaret's Lighthouse. This attractive cliff-top rural holiday cottage near Ventnor, a few minutes-walk from the beach, sleeps 4. Pets welcome.

Sunnyside Cottage offers large families the chance to experience two holidays at once – a countryside cottage on a working farm near the coastal town of Ventnor, Isle of Wight, this pet-friendly escape features a spacious open-plan living area, private courtyard, and nearby seaside attractions.

2 Steyne Cottages is a delightful seaside cottage boasting a sun-drenched deck area with gorgeous views and a modern interior with neutral tones which create the perfect atmosphere for a coastal family holiday. The light and airy property in Seaview on the Isle of Wight promises relaxation.

Spinnaker House is a modern, spacious and contemporary holiday home in Cowes on the Isle of Wight. The child-friendly house sleeps 6 in 3 bedrooms a few minutes walk from the yacht-filled harbour front in Cowes.

If you're looking for an inclusive English resort with eye-catching surroundings and activities galore, going with Palm Harbour in Cowes should be a foregone conclusion. Bring your whole family for a jolly good Isle of Wight seaside holiday. Pets welcome.

  • Sleeps 6
  • Bedrooms 3
  • Bathrooms 3

Ideal for little family getaways, Shalfleet Barn is located in 50 acres of grounds on the Shalfleet Manor estate. Guests this tastefully restored barn enjoy use of an outdoor pool and tennis courts. This dog-friendly countryside cottage lies close to the Isle of Wight coast at Bouldnor.

Stacked away in the beautiful Isle of Wight, in Ventnor, Southgrove View is a cosy seaside holiday home, that speaks calmness and oozes comfort. It is a home away from home; a great place to spend some time quality time with your family and friends.

  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 1

A romantic, rural escape on the Isle of Wight in the countryside near Wootton Bridge, Bay, at Buttercup Retreats, is a pet friendly 1-bedroom holiday home - a yurt-like open-plan circular lodge with rural views in all directions. It lies a 15-minute drive from the resorts of Ryde and Cowes.

Set in a quiet rural location within easy reach of the coast, Sunnyside Dairy is a quaint 2-bedroom countryside cottage on a working farm in Godshill on the Isle of Wight. This dog-friendly holiday cottage sleeps 4 in 2 bedrooms.

  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 2

Windward is a charming 2-bedroom Isle of Wight holiday cottage in the picturesque Victorian seaside resort of Yarmouth within easy reach of golden sandy beaches. Windward sleeps 4 in a stylish and very well equipped holiday home-from-home.

Charleston House on the Isle of Wight wins hearts with its unforgettable, graceful charm and Art Deco style. From the elegant, oak-panelled banquet room to the spacious bedrooms, all furnished in Art Deco style, enjoy your unforgettable holiday in this large holiday home on the Isle of Wight.

Nimrod is a deceptively large Victorian cliff-top holiday villa with sea views. It has been beautifully restored and furnished for large family holidays. Just steps from the beach and overlooking the English Channel, in Ventnor for an Isle of Wight family holiday in style. Pets welcome.

  • Sleeps 8
  • Bedrooms 4
  • Bathrooms 3

This detached luxury holiday cottage in Ventnor lies in the south of the Isle of Wight a short stroll from the beach at \Steephill Cove. The beach at Steephill Cove is a short stroll away and Ventnor Botanical Gardens are just a two minute walk.

Rosemary offers you and your partner a unique holiday where you can unwind and get lazy together, enjoying a peace of mind. Buttercup Barn Retreats. Rosemary is a unique retreat hut within a small Isle of Wight Glamp site. It sleeps two and is a perfect romantic retreat for couples. Pets welcome.

Clarendon House in the idyllic seaside town of Shanklin, Isle of Wight, is a pet-friendly coastal cottage offering comfortable accommodation for large groups, featuring five spacious bedrooms, living room with Victorian ornamental fireplace, and easy access to the town’s esplanade and beaches.

Unwind at Solent Lawns in Cowes, Isle of Wight, and find the perfect getaway for sailing fans and weekenders alike. Take in the picturesque sea views of the Solent and holiday in style at Solent Lawns, a highly desirable 3-bedroom seaside holiday cottage ideally situated above the Gurnard seafront.

Pinkmead is a waterfront cottage in Cowes, on the Isle of Wight, which boasts its own private jetty and boat shed as well as beautiful water views, 24 acres of gardens, a sauna, an open fire and pizza oven. The pet-friendly cottage also boasts a separate studio, plus rare seclusion and tranquillity.

This Grade II listed, child-friendly holiday cottage with games room and treehouse is located in the rural village of Shorwell, just inland from the coast between Ventnor and Freshwater on the Isle of Wight. It sleeps 7 people in 3 bedrooms.

  • Sleeps 7
  • Bedrooms 3
  • Bathrooms 2

Explore the picturesque Isle of Wight and The Solent from the perfect holiday home base of Sail Loft, a family-sized seaside 2-bedroom apartment just west of the historic harbour town of Yarmouth.

Penda is a beautifully restored ex-lighthouse keeper's cottage at St Catherine's Lighthouse on the Isle of Wight. Its rural cliff top location with superb sea views makes it a most appealing Ventnor holiday cottage. Sleeps 2-5. Pets welcome.

For a couple of families or a gathering of friends, Lifebuoys is a large and luxurious coastal cottage in Cowes with five-bedrooms, and three-baths, a magical portal to all the wonderful holiday attractions on the Isle of Wight. Sleeps 14.

Palmerston House at Golden Hill Fort is an totally unique coastal cottage located inside a Grade I listed Victorian fort. The pet-friendly cottage in Freshwater, Isle of Wight, features brick barrel-vaulted ceilings blended with modern luxury. Outdoor spaces include a rooftop garden with sea views.

Bright, modern, and offering plenty of space for the whole family, Dandelion is a large coastal cottage situated perfectly in Cowes Village on the Isle of Wight, offering a relaxing escape that’s still ‘close to it all’. Pets welcome.

  • Sleeps 9
  • Bedrooms 4
  • Bathrooms 1

The Isle of Wight has a constant programme of events and is home to some of the biggest festivals in England. The music festivals; The Isle of Wight Festival and Bestival, draw in huge crowds and famous artists year after year during the summer period. If music isn’t your thing, the Isle of Wight Walking Festival, (currently the biggest in the UK), takes place in Easter. Here, you will find some incredible hidden-away walking routes. After a hard day’s walk, what can be better than to return to the comfort of a well equipped self-catering cottage and luxuriate in a hot bath or shower?

Two major English historical characters made their home here - the Poet Laureate, Alfred Lord Tennyson and Queen Victoria. Victoria’s final home was Osborne House at East Cowes where the house and gardens have been beautifully preserved and are open to viewers daily.

The Isle of Wight is also renowned as one of the richest areas for Dinosaur discovery in Europe, which has subsequently earned it the title “Dinosaur Island”. This history has meant that some of the best Dinosaur museums are on the Isle of Wight, including the award-winning Dinosaur Isle. You can even get involved with fossil hunts where you can discover your own fossils, ideal for a family day out. If you’re looking for something more adventurous for your holiday, you can paraglide, race land yachts along the golden sands or go-kart across the all-weather track at Wight Karting.

Surrounded by the English Channel, the Isle of Wight has lots of beautiful beaches across the 57 miles of coastline. Over 17 of them have blue-flag and seaside awards in 2013 – more than any other destination in England. With miles of award-winning sand and shingle beaches, rugged cliffs, hidden coves and clear waters, a trip to the beach is an essential part of any visit to the Island. Water sports are also particularly popular, and there are countless places to hire surfing equipment or kayaks. The first hovercraft was developed on the Island, so for a truly unique experience hop on the Hovertravel, Isle of Wight’s Hovercraft service between the Island and Portsmouth.