An Isle-of-Wight pier strtches across a sandy beach towards the sea. Discover Isle of Wight Holiday Cottages

Find My Favourite Holiday Cottages on the Isle of Wight

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 occur 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. The most popular locations for Isle of Wight holiday cottages tend to be the quaint Victorian resorts - now much restored - such as YarmouthVentnor and Freshwater.

A wide 2-storey gable end of an Isle-of-Wight holiday cottage with floor-to-ceiling windows.
Sleeps
2
Bedrooms
1

Starboard is a beautiful Isle of Wight coastal retreat located on a shingle beach in charming Yarmouth. Starboard is a dog-friendly, small and romantic open-plan studio apartment sleeping 2.

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A modern cottage with floor-to-ceiling windows and a Juliet balcony.
Sleeps
4
Bedrooms
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.

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A lighthouse and cottages stand on a clifftop against an ocean background.
Sleeps
5
Bedrooms
3

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.

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A ground-floor countryside cottage with a central gable extension overlooks a large courtyard.
Sleeps
4
Bedrooms
2

6 Yarmouth Cottages is a sophisticated coastal cottage on the Isle of Wight set on vast grounds in Norton Green. The pet-friendly cottage sleeps 4, enjoys fresh air and expansive views, and boasts abundant natural light, contemporary chic, open-plan design, and a sun-drenched, furnished patio.

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A paved path leads to the side entrance of a brick built, Isle-of-Wight holiday cottage
Sleeps
2
Bedrooms
1

A romantic holiday retreat for two awaits visitors to the Isle of Wight at The Sail Loft Annexe. Just west of the historic harbour town of Yarmouth, guests can easily access a private beach from this delightful ground-floor beach apartment.

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Exterior of a large Mock Gothic brick house bordered by a stone wall.
Sleeps
5
Bedrooms
3

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.

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A lighthouse with a sweeping clifftop lawn and sea views.
Sleeps
4
Bedrooms
2

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. Near Ventnor, a few minutes walk from the beach, this attractive cliff-top rural holiday cottage sleeps 4. Pets welcome.

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Large 3-storey contemporary holiday home with well-kept gardens.
Sleeps
10
Bedrooms
5

Three Gables is a five-bedroom house in a small rural village at the western end of the Isle of Wight. If you stay with us, you'll wake up to stunning country views accompanied by birdsong. And if you're lucky, you might even glimpse a red squirrel.

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Exterior view of St Anne's Lighthouse complex on the Isle of Wight.
Sleeps
5
Bedrooms
3

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 right above the waves.

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The Isle of Wight has an ongoing programme of events and is home to some of the biggest festivals in England. The music festivals, including The Isle of Wight Festival and Bestival, draw in huge crowds and famous artists year after year during the summer period. However, if music isn’t your thing, the Isle of Wight Walking Festival (currently the biggest walking fest in the UK) occurs at 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 holiday cottage and luxuriate in a hot bath or shower? 

Two major English historical characters made their homes 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, subsequently earning 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 to discover your fossils, which is ideal for a family day out.

If you’re looking for something more adventurous for self-catering holidays on the Isle of Wight, you can paraglide, race land yachts along the golden sands or go-kart across the all-weather track at Wight Karting. 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. Surrounded by the English Channel, the Isle of Wight has lots of beautiful beaches across its 57 miles of coastline. More than any other destination in England, over 17 have blue-flag and seaside awards.

Water sports are also particularly popular, and there are countless places to hire surfing equipment or kayaks. In addition, 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.