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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    Four Hundred Summers

    Four Hundred Summers

    Ablington, Bibury, Gloucestershire, The Cotswolds, UK

    With an ashlar chimney that sends smoke signals curling above the gable roof, Four Hundred Summer is a luxury Cotswolds cottage with a hot tub that brings Nordic clout to Ablington.

    Sleeps Up to 2 guests
    Pets Sorry, no pets
    Features Wood-fired hot tub

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    The Flower Press

    The Flower Press

    Bibury, Gloucestershire, The Cotswolds, UK

    Emerald green in spring, fire red in autumn; luxury cottage The Flower Press is a French countryside-inspired home and garden in the quintessentially Cotswolds village of Bibury.

    Sleeps Up to 4 guests
    Alternative Up to 2 guests
    Pets Two well-behaved dogs of small or medium sized breeds over the age of 12 months are welcome

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    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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