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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    Windfall

    Windfall

    Black Mountains, Herefordshire, UK

    On the Welsh border in Herefordshire, a Victorian cider mill has been reborn as a rural escape. In Dark Sky territory, this rustic retreat promises Swedish tub soaks under infinite stars.

    Sleeps Up to 2 guests
    Pets Two well-behaved dogs are welcome
    Features Fire pit, Swedish wood-fired tub

    View More Details Save Windfall

    Celestia

    Celestia

    Talybont-on-usk, Brecon Beacons, Wales, UK

    Resting on an open clearing beneath the peaks of the Brecon Beacons, cocooned by a tangle of woodland, this luxury farmhouse retreat is an ode to mountain living in remote south Wales.

    Sleeps Up to 14 guests
    Alternative Up to 8 & Up to 6 guests
    Pets Two well-behaved dogs are welcome
    Features Pool table, Steinway piano, fire pit with grill, and stargazing bowl

    View More Details Save Celestia

    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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