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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  • 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 4 dogs allowed

    Dairy Cottage

    2.1 miles SE of Yarmouth

    From £379 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 has pleasant views across the farm to the paddocks an...

  • Sleeps 4 dogs allowed

    Orchard Cottage

    2.1 miles SE of Yarmouth

    From £379 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 Ma...

  • Sleeps 4 dogs allowed

    Blakes Barn

    2.1 miles SE of Yarmouth

    From £398 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 £611 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 3 dogs allowed

    The Cattle Byre

    3.5 miles E of Brighstone

    From £479 a week

    The Cattle Byre has accommodation for three guests across two bedrooms, a double and a single. It has two private outdoor seating areas, the rear enclosed garden can only be accessed from the front do...

  • Sleeps 4 dogs allowed

    The Stables

    3.5 miles E of Brighstone

    From £540 a week

    The Stables is light and airy throughout with two bedrooms, a king-size double and a twin. The open plan living-room with kitchen and dining areas is warm and inviting, with doors to the front and rea...

  • Sleeps 4 dogs allowed

    The Pigsty

    3.5 miles E of Brighstone

    From £540 a week

    The Pigsty is a detached barn with parking for two cars and two private seating areas alongwith a spacious communal area. There are two bedrooms, a double and a twin, each beautifully decorated. T...

  • Sleeps 4 dogs allowed

    The Dairy

    3.5 miles E of Brighstone

    From £595 a week

    The Dairy is the largest of all four barns and is closest to The Cattle Byre. It has a spacious kitchen and dining area making it a social space for the family to gather and make plans. There is a sep...

  • Sleeps 2

    Little Barn Retreat

    1.2 miles E of Newport

    From £320 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

    Brook

    From £432 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...