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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    Tilda

    Tilda

    Fordingbridge, New Forest, Hampshire, UK

    Woodland hideaway meets minimalist design at Tilda. Here, the gentle trickle of the River Allen and splash of jumping blue trout wash away any remnants of city living.

    Sleeps: Up to 2 guests
    Pets: One dog is very welcome, two well-behaved dogs on request.
    Features: Hot tub and fire pit

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    Pepper Shack

    Pepper Shack

    Lymington, New Forest, Hampshire, UK

    A luxury cabin that feels like a winter cave, Pepper Shack is a moody home with a hot tub, pizza oven, and couples' bikes, made for romantic stays near the New Forest in Hampshire.

    Sleeps: Up to 2 guests (+1)
    Pets: Two well-behaved dogs are welcome
    Features: Sauna, hot tub, Kadai fire pit, outdoor pizza oven and two cruiser bikes

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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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