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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    Sugar Ray

    Sugar Ray

    Burton Bradstock, Dorset, UK

    A luxury coastal home with eclectic interiors, a heated pool, and achingly lovely sea views, Sugar Ray is close to the sands of the Jurassic Coast, near Burton Bradstock in Dorset.

    Sleeps Up to 8 guests
    Alternative Up to 6 & Up to 4 guests
    Pets Two small well-behaved dogs are welcome
    Features Outdoor heated swimming pool (May - September)

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    Zephyros

    Zephyros

    Uplyme, Lyme Regis, Dorset, UK

    On the Dorset and Devon border near Lyme Regis, luxury contemporary home Zephyros overlooks miles of valleys, with an indoor pool, cinema, and the Jurassic Coast temptingly close.

    Sleeps Up to 12 guests
    Alternative Up to 8 guests
    Pets One small well-behaved dog is welcome on prior request
    Features Heated indoor pool, cinema snug, children´s play area with swings, trampoline and climbing frame, table football

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    Kingfisher Farm

    Kingfisher Farm

    Long Bredy, Burton Bradstock, Dorset, UK

    Surrounded by a wild meadow and with far-reaching rural views, this luxury self-catering farmhouse near Hive Beach in Dorset is the family holiday location of dreams. 

    Sleeps Up to 14 guests
    Alternative Up to 8 guests
    Pets Sorry, no pets
    Features Table tennis, football table

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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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