132 cottages
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Sleeps 4 dogs allowed
Daisy Cottage
Bembridge
From £696 a week
Daisy Cottage is a lovely cosy and welcoming mid terrace cottage nestled in the heart of Bembridge. Located in one of the most desirable areas to live in on the Isle of Wight, this delightful cottage ...
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Sleeps 6
Forget Me Not Cottage
Bembridge
From £735 a week
Welcome to the delightfully named Forget Me Not Cottage, a charming three bedroom getaway in the pretty coastal town of Bembridge. With its homely interiors and great location, this cottage is ideal f...
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Sleeps 4
Escape Away
Freshwater
From £771 a week
New to the Classic portfolio, very close to the beach, a short drive from pretty Yarmouth and not far from the iconic Needles, Escape Away is the perfect luxury retreat to base yourself for a peaceful...
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Sleeps 4 dogs allowed
Driftwood
Freshwater
From £771 a week
Whisk yourself away to this pretty retreat on the glorious Isle of Wight, new to the portfolio this spring and perfect for couples, small families and four-legged companions who love to explore as muc...
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Sleeps 2 dogs allowed
The Shack
1.4 miles W of Cowes
From £882 a week
Overlooking the waters of the Solent, start your mornings on the front deck admiring the view whilst deciding how to spend your day. Instantly relax into your holiday and breathe in the sea air, The S...
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Sleeps 6
Sunset Cottage
5.5 miles W of Ventnor
From £906 a week
Looking for the ultimate homestay for a family holiday, a celebratory escape for a couple, or simply an excuse to get together with friends, Sunset Cottage has holiday luxury covered. Sitting majes...
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Sleeps 4 dogs allowed
Sea Lights
1.4 miles W of Cowes
From £987 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 5
Stargazers' Retreat
3.6 miles W of Ventnor
From £248 a week
Welcome to Stargazers' Retreat, a heavenly glamping yurt nestled in rural splendour on the southerly tip of the Isle of Wight with blissful views of Reeth Bay and beyond. Situated just outside the pre...
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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
The Beach Retreat
Seaview
From £390 a week
This delightful, stylish seafront bungalow is located in a front row position with wonderful views of the Solent and the beach is practically on the doorstep. Days at the seaside, or a quick dip in th...