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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173 cottages

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Arrival Date
People
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Location
  • Central Wight
  • Island Harbour
  • Merstone
  • Newport
  • East Wight
  • Bembridge
  • Fishbourne
  • Ryde
  • Sandown
  • Seaview
  • St Helens
  • Wootton
  • North Wight
  • Cowes
  • East Cowes
  • Gurnard
  • Whippingham
  • South Wight
  • Godshill
  • Shanklin
  • Ventnor
  • West Wight
  • Brighstone
  • Brook
  • Freshwater
  • Freshwater Bay
  • Totland
  • Yarmouth
  • Sleeps 2 dogs allowed

    Grace Cottage

    4.8 miles W of Ventnor

    From £350 a week

    This gorgeous barn conversion is set within the grounds of the stunning North Grounds Farm, just outside the village of Chale Green on the southern side of the Island. For the environmentally consciou...

  • Sleeps 4 dogs allowed

    1 Bagwich Barn

    Godshill

    From £388 a week

    A barn conversion, in a rural setting, with a welcoming, rustic feel to it, 1 Bagwich Barn offers an ideal base in the middle of the The Isle of Wight, from which to explore north to south, and east t...

  • Sleeps 4 dogs allowed

    2 Bagwich Barn

    Godshill

    From £388 a week

    A barn conversion in a rural setting, you'll enjoy a feeling of peace from the moment you step inside this lovely retreat, with its exposed beams and rustic decor. Sitting within the grounds of th...

  • Sleeps 6

    Sunset Cottage

    5.5 miles W of Ventnor

    From £800 a week

    Set in the grounds of the impressive Pyle Manor, this newly refurbished cottage offers a wonderful base on the Isle of Wight with the shared use of an outdoor unheated swimming pool (available between...

  • Sleeps 4 dogs allowed

    Smugglers’ Run

    East Cowes

    From £334 a week

    Smugglers' Run is a waterside property overlooking the River Medina and across to the sailing town of Cowes. It would suit a family or a couple in need of a little extra space. The balcony is what...

  • Sleeps 10 dogs allowed

    Solent Heights

    Cowes

    From £1643 a week

    A truly amazing, contemporary home with views directly out to sea in the popular sailing town of Cowes. Offering exceptional quality throughout the whole home, this is a superb base for your friends a...

  • Sleeps 4

    Winkle Cottage

    Cowes

    From £395 a week

    This gorgeous terraced cottage new to our portfolio for 2020 is situated in the Conservation Area of the old town of Cowes, is just a few minutes walk from the centre of town. Offering the perfect fam...

  • Sleeps 6 dogs allowed

    Haslemere

    Yarmouth

    From £625 a week

    A classic red brick Victorian home, Haslemere is just a short walk from Yarmouth village. It would suit a family nicely but could be equally enjoyed by several friends travelling together. Once thr...

  • Sleeps 7

    Keepers Cottage

    1.3 miles S of Wootton

    From £696 a week

    This gorgeous stone cottage is tucked away in the most idyllic and tranquil location; surrounded by fields and woodland, this is the perfect holiday setting to truly escape from it all. Part original ...

  • Sleeps 6 dogs allowed

    Rose Villa

    Yarmouth

    From £543 a week

    Rose Villa is a beautifully appointed home in the heart of the village of Yarmouth. It would ideally suit a family or a group of friends traveling together. This spacious property offers a family-...