70 cottages
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Sleeps 2 dogs allowed
The Studio
2.1 miles SE of Ryde
From £372 a week
Whether you seek relaxation or adventure on the Isle of Wight, The Studio provides the most welcoming modern-rustic retreat to experience the best of natural beauty and contemporary comforts. Perfect ...
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Sleeps 2 dogs allowed
The Stables
3.2 miles W of Ventnor
From £72 a week
Welcome to The Stables, a romantic getaway for two! Close to the seaside town of Ventnor, with its beautiful beachfront, you can explore this corner of the Island and then retreat back to your private...
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Sleeps 2 dogs allowed
Grace Cottage
4.8 miles W of Ventnor
From £525 a week
This gorgeous barn conversion is set within the grounds of the stunning North Grounds Farm, just outside the village of Chale Green on the southern side of the Island. For the environmentally consciou...
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Sleeps 2 dogs allowed
Sunrise and Stars
3.3 miles W of Ventnor
From £85 a week
Step into an oasis of peace and tranquility on the Isle of Wight at Sunrise and Stars, a beautifully crafted hideaway with a pool for private use and a hot tub, surrounded by captivating countryside a...
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Sleeps 4 dogs allowed
Escape Away
Freshwater
From £617 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 £617 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 8 dogs allowed
House of Logs
Totland
From £665 a week
House of Logs is a unique and stunning property located on the west coast of the Island, just a short walk from Widdick Chine and Totland Bay. Perfect for a peaceful holiday and dog friendly, the hous...
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Sleeps 4 dogs allowed
Daisy Cottage
Bembridge
From £672 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 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...
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Sleeps 8 dogs allowed
Halland Rise
Seaview
From £1181 a week
Introducing, Halland Rise, a stunning detached house sleeping eight guests, nestled in Seaview, one of the Island's most sought-after villages. With a choice of hidden coves and long sandy beaches clo...