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.

21 cottages found 21 match all criteria.

This superb chocolate box holiday cottage near Ventnor in the heart of the Isle of Wight countryside sleeps up to 6 guests (and welcomes their pets). Perfect for beach or walking holidays at any time of year.

  • Sleeps 6
  • Bedrooms 3
  • Bathrooms 2

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).

  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 1

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.

  • Sleeps 5
  • Bedrooms 3
  • Bathrooms 2

If you are planning an extended-family self-catering holiday or house-party on the Isle of Wight or a large gathering with friends, where better could there possibly be than Gladices Barn, a family friendly, 7-bedroom luxury coastal holiday home with a hot tub within a tranquil 250-acre country esta...

  • Sleeps 14
  • Bedrooms 7
  • Bathrooms 8

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

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

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

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

    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.

    • Sleeps 2
    • Bedrooms 1
    • Bathrooms 1

    Whether you are looking for a romantic bolthole, a rural escape - or both, then Rosemary at Buttercup Barn near Wootton Bridge on the Isle of Wight will tick the box. This pet friendly holiday home in a tranquil rural setting sleeps 2 guests in quiet comfort.

    • Sleeps 2
    • Bedrooms 1
    • Bathrooms 1

    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.

    • Sleeps 4
    • Bedrooms 2
    • Bathrooms 1

    Step back into the 1920s at Charleston House an impressive Art Deco Villa full of classic period furniture, light fittings and stained glass with all the added comforts of modern living.

    • Sleeps 19
    • Bedrooms 7
    • Bathrooms 5

    Rosemary offers you and your partner a luxury romantic retreat with a hot tub on an Isle of Wight farm amidst beautiful countryside. Unwind and get lazy together and enjoy total peace of mind. Pets welcome.

    • Sleeps 2
    • Bedrooms 1
    • 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.