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.
133 cottages
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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...
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Sleeps 4 dogs allowed
Weirside Cottage
6 miles SE of Yarmouth
From £900 a week
As pretty as a picture, feast your eyes on Weirside a stunning Grade II Listed cottage at the heart of the idyllic island village of Brighstone, just half mile from the sea and the perfect getaway for...
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Sleeps 4 dogs allowed
Dairy Cottage
2.1 miles SE of Yarmouth
From £449 a week
Originally the farm's milking parlour, Dairy Cottage is a light and airy single-storey cottage with plenty of charm throughout. Mattingly Farm is made up of three barns in total Dairy Cottage, [Blakes...
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Sleeps 4 dogs allowed
Orchard Cottage
2.1 miles SE of Yarmouth
From £449 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. Mattingly Far...
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Sleeps 4 dogs allowed
Blakes Barn
2.1 miles SE of Yarmouth
From £504 a week
If you are looking for a traditional cottage, look no further than Blakes Barn. Mattingly Farm is made up of three barns in total, Blakes Barn, [Dairy Cottage (3912)](https://www.classic.co.uk/holiday...
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Sleeps 3 dogs allowed
The Cattle Byre
3.5 miles E of Brighstone
From £568 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...
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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...
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Sleeps 4 dogs allowed
The Stables
3.5 miles E of Brighstone
From £601 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...
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Sleeps 4 dogs allowed
The Pigsty
3.5 miles E of Brighstone
From £601 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...
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Sleeps 6 dogs allowed
6 Coastguard Cottages
Brook
From £1097 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 ...