The Isle of Wight, England’s largest island, is an extremely popular 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 of 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 Yarmouth, Ventnor and Freshwater.

42 cottages found 42 match all criteria.

Standing in a rural village location on the Isle of Wight near the beaches at Sandown, Esher is a large, spacious holiday cottage with a swimming pool that sleeps 8 in 4 bedrooms. This child friendly country house with panoramic views, has woodland and riverside walks from the front door.

  • Sleeps 8
  • Bedrooms 4
  • Bathrooms 3

A family- and pet-friendly country getaway filled with rustic charm and modern amenities. Convenient to the coastline and many popular Isle of Wight resort of Ryde, Little Duxmore Barn has everything for a luxury self-catering holiday in a detached cosy, private package.

  • Sleeps 8
  • Bedrooms 4
  • Bathrooms 2

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.

  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 1

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.

  • Sleeps 2
  • Bedrooms 1
  • Bathrooms 1

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.

  • Sleeps 6
  • Bedrooms 2
  • Bathrooms 1

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.

  • Sleeps 8
  • Bedrooms 3
  • Bathrooms 3

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.

  • Sleeps 30
  • Bedrooms 14
  • Bathrooms 10

Fitzroy, an Isle of Wight holiday cottage in the sailing resort of Cowes, is a very popular location, that attracts regular returning guests. Fitzroy, is very spacious and comfortable, enough to house a whole family easily. Pets welcome.

  • Sleeps 6
  • Bedrooms 3
  • Bathrooms 2

The Bouldner is a large Isle of Wight Holiday Cottage in Yarmouth with beautiful sea views across the Solent. This pet-friendly, 5-bedroom cottage, sleeps 10 in 5 bedrooms and welcomes large or extended families or friends for summer holidays on the Island or short breaks at other times.

  • Sleeps 10
  • Bedrooms 5
  • Bathrooms 3

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.

  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 1

La Belle Vie is a large country house with a hot tub and games room offering luxury self-catering holidays for up to 12 guests in Godshall on the Isle of Wight. Standing near Ventnor and Shanklin in 3-acres of grounds, this pet friendly house is furnished to a satisfyingly high standard.

  • Sleeps 12
  • Bedrooms 6
  • Bathrooms 5

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

  • Sleeps 2
  • Bedrooms 1
  • Bathrooms 1

This large and comfortable Isle of Wight holiday cottage with 4-bedrooms and use of a pool and gym is located within The West Bay Club near Yarmouth. Perfect for a healthy and active family holiday close to the coast.

  • Sleeps 9
  • Bedrooms 4
  • Bathrooms 2

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 affords guests easy access to a private beach from this delightful ground-floor beach apartment.

  • Sleeps 2
  • Bedrooms 1
  • Bathrooms 1

Converted from a school, Old School Mews this Isle of Wight dog-friendly coastal cottage is modelled to offer maximum relaxation in a charming historical district of Shanklin just minutes from the beach. Perfect for a family seaside holiday.

  • Sleeps 6
  • Bedrooms 3
  • Bathrooms 3

A charming, traditional, and family-friendly home from home close to Ventnor’s seafront and beaches, the Hollies has room for seven guests. The many great features include a fully enclosed rear garden with patio, equipped open kitchen and dining areas, and four bedrooms.

  • Sleeps 7
  • Bedrooms 4
  • Bathrooms 2

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

  • Sleeps 2
  • Bedrooms 1
  • Bathrooms 1

The Well House is a large Grade 1 listed luxury holiday home with sea views in a converted Victorian Fort on the coast near Freshwater on the Isle of Wight. The house sleeps 8 in 4 bedrooms - all ensuite and has communal rooftop gardens offering 360-degree sea and countryside views.

  • Sleeps 8
  • Bedrooms 4
  • Bathrooms 4

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.

  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 1

For a peaceful getaway in blissful, natural surroundings, Sunnyside Cottage is the perfect spot.

    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.

    • Sleeps 6
    • Bedrooms 3
    • Bathrooms 2

    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.

    • Sleeps 6
    • Bedrooms 3
    • Bathrooms 2

    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

    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 where you might just find some incredible walking routes that are hidden away from society. 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 whose final home was Osborne House at East Cowes. 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 around in land yachts along the golden sands or go-kart across the all-weather track at Wight Karting.

    Being surrounded by the English Channel and separated from the mainland by the Solent means that there is a great opportunity for some incredible 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 endless 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.