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.

42 cottages found 42 match all criteria.

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.

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.

Families are spoilt with elegance at Hampton House, a luxury cottage with views of picturesque Freshwater beach on the Isle of Wight. The pet-friendly property offers contemporary chic and natural light throughout its five bedrooms and its extensive living space, which includes a log burning fire.

Waterfront Retreat in the Isle of Wight sailing resort of Yarmouth is a 2-bedroom holiday cottage. It is stylish decorated and furnished to create a sense of relaxation using driftwood ornaments and calming seaside colours for 2-4 guests (snd red squirrels living at the bottom of the garden).

An Isle of Wight rural retreat in the little hamlet of Wooton Bridge, Shiloh Cottage offers self-catering holidays in a farm cottage with panoramic countryside views. With walks from the door and the coast at Ryde within a 10-minute drive it’s a peaceful location from which to explore the Island.

The seven double bedroom Gladices Barn is a large Isle of Wight holiday cottage with a hot tub and fine rural views on a farm above Clyffe Pypard. The use of a very efficient Geo-thermal heating system heats the floors, to create a warm and cosy holiday cosy holiday cottage at any time of the year.

Northcourt House is a large Isle of Wight holiday home on the edge of the picturesque village of Shorwell. This pet friendly Grade II-listed Jacobean Manor House set in 15-acres of rural splendour offers sublime group accommodation for 36 guests in 2 wings of the Manor.

Nutcroft is a graceful period Isle of White holiday home in Cowes within a short walk of the town’s marinas, bars, bistros and restaurants. The family friendly house sleeps 4 in two stylishly decorated bedrooms and is thoughtfully equipped from Bluetooth music systems to the Tassimo coffee machine.

Fancy a lighthouse holiday? Book Gunard, a Ventnor holiday cottage, part of St Catherine's Lighthouse on the Isle of Wight. With superb sea views, this pet-friendly waterside cottage sleeps 5 in a secluded rural location.

Olive is an open plan luxury eco-hut for couples in a peaceful rural location in the Isle of Wight near Wootton. Nestling within a private gated residence, it is guaranteed to fulfil any couple’s desires for peace and quiet away from the commotion of day to day life.

A few miles inland from the coast at Cowes, Hill Top Cottage is a beautiful barn conversion in quiet rural surroundings on the Isle of Wight. The pet friendly Island holiday cottage offers self-catering holidays for families and friends. It sleeps 6 guests in two bedrooms.

Take a scenic ferry ride to the breathtaking Isle of Wight, where Pilot House will be your well-maintained and large home for your holiday from which you will explore the many sights and activities the Isle of Wight has to offer, including the spectacle of Cowes Week.

Situated in an Area of Outstanding Natural Beauty near Freshwater on the Isle of Wight, The Barn House is a charming cottage offering the best of the country and the coast. The thatched roof exposed beams and stone walls transport guests to a bygone era, and complete a wonderful holiday cottage.

Relax in style at Oak Cliff Villa, a luxury Victorian house with a pool on the Isle of Wight in Wootton offers uninterrupted sea views over the Solent to Portsmouth. This large, light and spacious, holiday cottage is set in five acres of grounds and sleeps 16.

With fourteen bedrooms and ten baths, Shalfleet is a large Isle of Wight holiday home comprising a breathtakingly restored manor house, a cottage, a farmhouse, a barn and swimming pool near the coastal resort of Newport. Pets welcome.

Downs View is a modern and spacious coastal cottage in Sandown, just moments from Yaverland Beach on the Isle of Wight. The pet-friendly cottage offers sun-trap gardens which catch the sea breeze as well as an interior filled with contemporary comforts and open-plan spaces which assure relaxation.

Woodyear House is a unique restoration of a haberdashery in the sailing resort of Cowes on the Isle of Wight blending ornate tradition with contemporary style. The large waterfront property is a family-friendly 4-bedroom coastal cottage with beautiful coastal views. Pets welcome.

North House is a magnificent Grade II listed waterside holiday cottage in Yarmouth on the Isle of Wight, ideal for special occasions. The large, 7-bedroom seaside house includes antique furnishings, stunning views, a spacious garden with room for pets and modern comforts as well as two open fires.

The Hermitage is a grand country house set among 11 acres of woodland near Ventnor on the Isle of Wight. The opulent rural manor boasts extensive, manicured grounds and outdoor entertaining spaces with lovely views, as well as a distinguished interior with spacious, modern rooms and true style.

West Winnowing is a holiday cottage near Ventnor on the Isle of Wight in the peaceful coastal village of Niton with spectacular sea views over the island's coastline. Set within an Area of Outstanding Natural Beauty, this luxury coastal cottage sleeps 5. Pets welcome.

Mill Reach is a stylish 2-bedroom holiday let a short stroll from the River Yar in Yarmouth, a picturesque seaisde town on the Isle of Wight with views across the Solent. Perfect for 2-4 guests seeking a long holiday or short break by the sea in an Area of Outstanding Natural Beauty.

This welcoming holiday home for couples nestles in a secluded rural location down a country lane on the east coast of the Isle of Wight. between the resorts of Cowes and Ryde. The Cabin is a delightful romantic escape for walking cycling watching sunsets. Pets welcome

Enjoy relaxing coastal holidays in this stylish, contemporary terraced property set near the village of Wootton Bridge on the Isle of Wight. Marina House sleeps six people in three bedrooms.

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.