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136 cottages

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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...

  • Sleeps 4

    Bay View

    Freshwater

    From £614 a week

    This beautiful contemporary apartment is literally perched above the beach, offering stunning views of the picturesque Freshwater Bay. Extremely well appointed, the apartment offers modern open plan l...

  • 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...

  • 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...

  • 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...

  • Sleeps 6

    30 Seaview Bay

    Seaview

    From £670 a week

    If you're searching for a place to stay by the sea, 30 Seaview Bay could be just the spot. Perched just steps away from the enchanting Seagrove Bay and Seaview Bay, this sunny apartment really is a wo...

  • 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 ...

  • Sleeps 6

    Sheldonia

    Ventnor

    From £676 a week

    Welcome to Sheldonia, a hidden gem in the delightful seaside town of Ventnor and within touching distance of Steephill Cove - one of the Island's prettiest beaches, featured in The Times' Top 20 Beach...

  • Sleeps 6

    Forget Me Not Cottage

    Bembridge

    From £720 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...

  • 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...