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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    The Tapestry

    The Tapestry

    Underbarrow, The Lake District, Cumbria, UK

    This luxury 17th-century farmhouse offers a curated stay in Underbarrow in the Lake District; where an unexpected medley of colour and texture combine to create The Tapestry.

    Sleeps Up to 8 guests
    Alternative Up to 6 guests
    Pets Two well-behaved dogs are welcome (must be kept on leads outside the grounds)

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    Winterfell

    Winterfell

    Windermere, The Lake District, Cumbria, UK

    In a land far, far away, nestled between the majestic mountains and forested hills of the Lake District, lies this luxury private lake home near Lake Windermere in Ulverton. 

    Sleeps Up to 12 guests
    Alternative Up to 8 guests
    Pets Two well-behaved dogs are welcome
    Features Fire pit

    View More Details Save Winterfell

    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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