Isle of Wight Short Breaks

Located on the English Channel, between two and five miles off the coast of Hampshire, is the Isle of Wight. It’s been a firm favourite for holiday seekers since Victorian times and is known for its mild climate, beautiful coastal scenery and verdant landscape. There are plenty of things to see and do, from taking a leisurely walk along the beach, exploring Carisbrooke Castle to taking a look at dinosaur fossils at the Dinosaur Isle.

At Cottage Weekend, our properties boast glorious sea views, private hot tubs and enclosed gardens so you can even bring your four-legged family members with you. Whether you’re looking for a holiday cottage in Shanklin or the seaside resort town of Newport, we’ll have something in our inventory that will suit your every need. Stretching from the South Coast to the North Coast, we have a range of holiday homes within walking distance of sandy beaches, local shops, and a wealth of tourist attractions. Choose from modern barn conversions with hot tubs, top floor flats with harbourside views or even log cabins tucked away in the woods as well as so much more.

If you’re looking for a UK holiday we have you covered. Our customer service team are on hand to make sure your booking goes as smoothly as possible so you can enjoy your holiday without any hassle. Our company is registered in England and Wales and offers you financial protection should anything go awry. So what are you waiting for? Your next short break is only a few clicks away.

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Isle of Wight Weekend Breaks

  • Brambles Cottage - Two-Bedroom Holiday Home

    Isle of Wight

    From: £299

    For a 3 night stay
    Sleeps: 2VIEW PROPERTY
  • 2 Hope Cottages

    Isle of Wight

    From: £388

    For a 3 night stay
    Sleeps: 4VIEW PROPERTY
  • Solent View - Two-Bedroom Holiday Home

    Isle of Wight

    From: £355

    For a 3 night stay
    Sleeps: 4VIEW PROPERTY
  • The Coach House

    Isle of Wight

    From: £1346

    For a 3 night stay
    Sleeps: 5VIEW PROPERTY
  • Landward Cottage (Isle of Wight), St Catherines Lighthouse, Niton, Ventnor

    Isle of Wight

    From: £987

    For a 3 night stay
    Sleeps: 4VIEW PROPERTY
  • Sandy Shores Cottage

    Isle of Wight

    From: £786

    For a 3 night stay
    Sleeps: 4VIEW PROPERTY
  • Rose Cottage

    Isle of Wight

    From: £592

    For a 3 night stay
    Sleeps: 6VIEW PROPERTY
  • 4 The Old Smithy

    Isle of Wight

    From: £630

    For a 3 night stay
    Sleeps: 5VIEW PROPERTY
  • Swifts

    Isle of Wight

    From: £509

    For a 3 night stay
    Sleeps: 6VIEW PROPERTY

Best locations in the Isle of Wight

Different parts of the Isle of Wight are known for different things. Some are great for history buffs, whilst others are great for beach lovers. No matter the type of holidayer you are, we’ll help you find find the perfect location.

  • Shanklin
  • Cowes
  • Sandown
  • Ryde
  • Newport

Things to do on the Isle of Wight

Carisbrooke Castle

Immerse yourself in history at Carisbrooke Castle. Explore its ancient walls, climb the tower for panoramic views, and witness the famous donkeys at work. Walk in the footsteps of kings and queens, discover fascinating stories, and enjoy breathtaking scenery.

Address: Castle Hill, Newport, Isle of Wight, PO30 1XY. Postcode: PO30 1XY

Dinosaur Isle

Embark on a prehistoric adventure at Dinosaur Isle. Uncover the secrets of the dinosaurs that once roamed the Isle of Wight through interactive exhibits and lifelike displays. Discover fossil treasures, join guided tours, and learn from knowledgeable experts.

Address: Culver Parade, Sandown, Isle of Wight, PO36 8QA. Postcode: PO36 8QA