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.

43 cottages found 43 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.

  • 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

    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

    Rose Cottage is a large, stunningly converted granary, set in the quiet hamlet of Atherfield Green, an area of outstanding natural beauty near Ventnor on the south-west coast of the Isle of Wight. Ground floor disabled-accessible, the cottage really is home from home! Pets welcome.

    • Sleeps 8
    • Bedrooms 3
    • Bathrooms 3

    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.

    • Sleeps 4
    • Bedrooms 2
    • Bathrooms 1

    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.

    • Sleeps 19
    • Bedrooms 7
    • Bathrooms 5

    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

    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.

    • Sleeps 2
    • Bedrooms 1
    • Bathrooms 1

    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.

    • Sleeps 6
    • Bedrooms 3
    • Bathrooms 2

    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.

    • Sleeps 4
    • Bedrooms 2
    • Bathrooms 1

    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.

    • Sleeps 10
    • Bedrooms 5
    • Bathrooms 3

    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

    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

    Rush House is a large, luxurious and pet friendly Isle of Wight holiday cottage with a hot tub sleeping 20 guests in 8 bedrooms near the seaside resort of Shanklin. It welcomes large families or groups of friends for traditional holidays, anniversaries and reunions.

    • Sleeps 20
    • Bedrooms 8
    • Bathrooms 6

    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.

    • Sleeps 14
    • Bedrooms 7
    • Bathrooms 8

    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.

    • Sleeps 36
    • Bedrooms 16
    • Bathrooms 15

    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.