Luxury October half term breaks

Golden woodland walks, homemade apple crumble and reading beside a crackling fire; our luxury October half term breaks invite families, large and small, to slow down and savour the season together. Discover our curated collection of private holiday cottages, exclusively yours, with many welcoming dogs too.

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    2026

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    Saffron Tower

    Saffron Tower

    Beaumaris, Isle of Anglesey, Wales, UK

    Standing watch from the corner of a beautiful walled garden, Saffron Tower is a true wellness retreat where couples can indulge in a spa-like experience on the Anglesey coast.

    Sleeps: Up to 2 guests
    Pets: Two medium well-behaved dogs are welcome
    Features: Heated indoor pool, hot tub, sauna and gym

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    Isla Windmill

    Isla Windmill

    Beaumaris, Isle of Anglesey, Wales, UK

    High on a hill overlooking the Anglesey coast, Isla Windmill is unique, authentic and fit to burst with character with views of the sea and Eryri (Snowdonia) National Park.

    Sleeps: Up to 2 guests (+2)
    Alternative: Up to 4 guests
    Pets: Two medium well-behaved dogs are welcome
    Features: Hot tub, portable air conditioning unit

    View More Details Save Isla Windmill

    Whether you're planning a multi-generational family gathering or an impromptu adventure with your nearest and dearest, our luxury October half term holiday cottages offer the space to truly switch off. These are homes with forest trails and coastal paths on their doorstep, where children can collect conkers whilst adults forage for chanterelles. Return from bracing walks to the warmth of a fire, gather for pumpkin gnocchi with browned butter prepared by a private chef, or slip into a heated pool as dusk settles.

    Our collection ranges from sprawling country houses in the Cotswolds with hot tubs and saunas, to seafront cottages in Cornwall and large Lake District retreats with acres of private fields and secret woodland to explore. However you choose to spend the October school holidays, each home offers the luxury of complete privacy, with every detail thoughtfully considered. If you're already dreaming ahead, discover our Luxury May half term breaks for springtime adventures across the UK and Ireland.

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