Isle of Wight holiday cottages

Our exclusive collection of cottages on the Isle of Wight have been handpicked and inspected by our team of island experts. Home to some of the best coast and countryside in Britain, the Isle of Wight is perfect for a romantic break for two or a family gathering with dogs and all. For a sneak peek of what awaits you on the island, check out our new <webcams in Ryde and Freshwater.

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98 cottages

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  • Central Wight
  • Island Harbour
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  • West Wight
  • Brighstone
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  • Freshwater Bay
  • Totland
  • Yarmouth
  • Sleeps 4

    10 Bayclose

    Freshwater

    From £547 a week

    Overlooking the gorgeous coastline at Freshwater Bay sits 10 Bayclose, a wonderfully homely apartment perfect for a family getaway to the seaside. With light and airy interiors, snug bedrooms and a fa...

  • Sleeps 12 dogs allowed

    St Andrews

    1.1 miles SW of Yarmouth

    From £2727 a week

    Looking for a truly unique getaway? This beautiful, converted church offers an unforgettable Isle of Wight escape, blending historic charm with modern convenience. Perched in an elevated position, you...

  • Sleeps 4 dogs allowed

    Driftwood

    Freshwater

    From £714 a week

    Whisk yourself away to this pretty retreat on the glorious Isle of Wight, perfect for couples and families and your four-legged companions who love to explore as much as you do. There is so much to se...

  • Sleeps 4 dogs allowed

    Escape Away

    Freshwater

    From £714 a week

    Close to the beach, a short drive from pretty Yarmouth and not far from the iconic Needles, Escape Away is the perfect luxury retreat to base yourself for a peaceful and relaxing holiday. Near Colwell...

  • Sleeps 6 dogs allowed

    Fenders

    Totland

    From £788 a week

    Your memorable Isle of Wight coastal escape awaits at Fenders, a beautifully appointed single-storey retreat, situated just moments from the picturesque beach at Totland Bay. Tucked away in a peaceful...

  • Sleeps 8 dogs allowed

    House of Logs

    Totland

    From £673 a week

    House of Logs is a unique and stunning property located on the west coast of the Island, just a short walk from Widdick Chine and Totland Bay. Perfect for a peaceful holiday and dog-friendly, the hous...

  • Sleeps 5

    Stargazers' Retreat

    3.6 miles W of Ventnor

    From £223 a week

    Welcome to Stargazers' Retreat, a heavenly glamping yurt nestled in rural splendour on the southerly tip of the Isle of Wight with blissful views of Reeth Bay and beyond. Situated just outside the pre...

  • Sleeps 4

    Lazydays Hideaway

    3.6 miles W of Ventnor

    From £145 a week

    Welcome to Lazydays Hideaway, enjoying far reaching sea views across Reeth Bay and beyond and nestled on a hillside at the southerly point of the Isle of Wight. Whether you want to escape from a b...

  • Sleeps 5

    10 Shanklin Manor

    Shanklin

    From £861 a week

    This superb two-storey, first floor apartment dating back to 1863 is located on the outskirts of Shanklin. 10 Shanklin Manor has an elegant, monochrome interior and the use of a large private roof ter...

  • Sleeps 8

    St Albans House

    Ventnor

    From £755 a week

    This large detached house is situated in an elevated position as you enter the town of Ventnor, with the most breathtaking views from virtually every room. The beautiful tiered gardens, with large...