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.
103 cottages
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Sleeps 6 dogs allowed
Underwood Cabin
5.3 miles E of Yarmouth
From £763 a week
Nestled next to St Hubert's Lodge surrounded by tranquil woodlands and green pastures, Underwood Cabin is a delightful rural retreat, perfectly situated on the edge of the Isle of Wight National Lands...
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Sleeps 3 dogs allowed
The Cattle Byre
3.5 miles E of Brighstone
From £562 a week
Tucked away in a peaceful rural setting on the west side of the island, The Cattle Byre is a beautifully converted barn that blends rustic charm with modern comfort. Perfect for a relaxing countryside...
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Sleeps 4 dogs allowed
The Dairy
3.5 miles E of Brighstone
From £574 a week
The dairy is a warm and welcoming barn conversion perfect for slow mornings, costal adventures and cosy evenings by the fire. Being is the largest of the four barns at Kingston, and featuring a spacio...
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Sleeps 4 dogs allowed
The Stables
3.5 miles E of Brighstone
From £577 a week
The heart of the property is an inviting open plan living space where the sitting, dining and kitchen areas are thoughtfully brought together. Soft natural light filters in through wide doors that ope...
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Sleeps 4 dogs allowed
The Pigsty
3.5 miles E of Brighstone
From £577 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. ...
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Sleeps 6 dogs allowed
6 Coastguard Cottages
Brook
From £1153 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 ...
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Sleeps 6 dogs allowed
Flackstead
Brook
From £2067 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...
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Sleeps 4 dogs allowed
Sea Lights
1.4 miles W of Cowes
From £934 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...
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Sleeps 8
Bayside House
1.1 miles E of Yarmouth
From £1320 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...
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Sleeps 4 dogs allowed
Starboard Side
1.1 miles W of Cowes
From £770 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...