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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117 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 6 dogs allowed

    Underwood Cabin

    5.3 miles E of Yarmouth

    From £763 a week

    Nestled in the beautiful grounds of St Hubert's Lodge and surrounded by tranquil woodlands and green pastures, Underwood Cabin is a delightful island retreat, perfectly situated between Gurnard and Ya...

  • Sleeps 3 dogs allowed

    The Cattle Byre

    3.5 miles E of Brighstone

    From £588 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 Dairy

    3.5 miles E of Brighstone

    From £600 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 4 dogs allowed

    The Stables

    3.5 miles E of Brighstone

    From £603 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 £603 a week

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

  • Sleeps 6 dogs allowed

    6 Coastguard Cottages

    Brook

    From £1130 a week

    6 Coastguard Cottages is formerly the quarters of the Coastguard Station officers, now cosily decorated it makes for a peaceful island retreat. Positioned in a stunning coastal location, the property ...

  • Sleeps 6 dogs allowed

    Flackstead

    Brook

    From £2186 a week

    Flackstead is a stunning eco-friendly house which has breathtaking and uninterrupted coastal views across Compton Bay towards The Needles. Perfect for both families and small groups, this coastal retr...

  • Sleeps 4 dogs allowed

    Sea Lights

    1.4 miles W of Cowes

    From £916 a week

    Situated close to the beating heart of world-famous Cowes, lies the pretty coastal village of Gurnard, where you will find this handsome coastal ground floor pet-friendly apartment, comfortably sleepi...

  • Sleeps 8

    Bayside House

    1.1 miles E of Yarmouth

    From £1757 a week

    This beautiful house is set in several acres of garden on the outskirts of Yarmouth, just a few minutes' walk to the water’s edge, a truly stunning holiday destination. The property has been compl...

  • Sleeps 4 dogs allowed

    Starboard Side

    1.1 miles W of Cowes

    From £754 a week

    This gorgeous and beautifully presented cottage is within walking distance of lovely Gurnard beach and has wonderful sea views from the first floor main bedroom. The owner of Starboard Side is an inte...