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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210 cottages

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  • Central Wight
  • Island Harbour
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  • Bembridge
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  • North Wight
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  • West Wight
  • Brighstone
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  • Freshwater Bay
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  • Yarmouth
  • Sleeps 5

    Chillerton Farm Barn

    3.9 miles S of Newport

    From £505 a week

    This stunning barn conversion is located just outside the picturesque village of Chillerton, in the heart of the Island’s farming community between Newport and Chale. The outlook over Chillerton Down ...

  • Sleeps 4

    The Stables


    From £357 a week

    Nestled in the stunning countryside on the south west coast of the Island with far reaching sea views over the Military Road, this gorgeously converted barn is the perfect holiday destination. One of ...

  • Sleeps 4

    The Coach House


    From £357 a week

    One of two beautifully converted barns right in the heart of the Island's Area of Outstanding Natural Beauty. Equipped and decorated to a high standard mixing the charming features of the barn with mo...

  • Sleeps 4 dogs allowed

    Dairy Cottage

    2.1 miles SE of Yarmouth

    From £364 a week

    Originally the farm's milking parlour, Dairy Cottage is a light and airy single-storey cottage with plenty of charm throughout. The double bedroom with pleasant views across the farm to the paddocks a...

  • Sleeps 4 dogs allowed

    Orchard Cottage

    2.1 miles SE of Yarmouth

    From £364 a week

    Originally the farm's milking parlour, this delightful semi-detached cottage sleeping four is the perfect cottage to spend quality time together as a family in a stunning rural location. Located at M...

  • Sleeps 4 dogs allowed

    Blakes Barn

    2.1 miles SE of Yarmouth

    From £388 a week

    If you are looking for a traditional cottage, look no further than Blakes Barn. Constructed from Island stone, the charm starts outside Blakes Barn with the beautiful brick work, the name derived from...

  • Sleeps 6

    Greenacres Farm House

    1.4 miles SE of Newport

    From £600 a week

    This property is a truly idyllic cottage situated in the grounds of a farm, with stunning countryside views and a lovely garden. This is what you would describe as holiday heaven. The grounds surround...

  • Sleeps 2

    Little Barn Retreat

    1.2 miles E of Newport

    From £300 a week

    This absolutely gorgeous barn conversion is the perfect place for a couple's holiday, located on the Durton Farm Estate in the centre of the Island. Lovingly refurbished by the owner, Little Barn Retr...

  • Sleeps 5

    September Cottage


    From £421 a week

    September Cottage is an excellent, family-friendly holiday home with an attractive kitchen and cosy sitting-room. It's easy to imagine curling up on the sofa in front of the wood-burner, or in the sum...

  • Sleeps 8



    From £545 a week

    This pretty detached cottage can be found on a quiet lane in Brook on the south west coast. With its large, mature garden overlooking adjacent farmland, and close proximity to miles of footpaths and c...