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 Outpost

    The Outpost

    Conwy, Snowdonia, Wales, UK

    Reached by a private bridge, this frontier-style cabin on the edge of Eryri (Snowdonia) National Park invites couples to recline in a hot tub under the stars, and recharge under a canopy of trees.

    Sleeps Up to 2 guests
    Pets Two small or medium dogs are welcome
    Features Woodfired hot tub and fire pit

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    Ebony Wood

    Ebony Wood

    Conwy, Snowdonia, Wales, UK

    Dark, mysterious and ever-so romantic, Ebony Wood on the edge of Eryri (Snowdonia) National Park is an atmospheric couples’ escape surrounded by sweet scented pines and rustling hedgehogs.

    Sleeps Up to 2 guests
    Pets Two well-behaved dogs are welcome
    Features Hot tub, infrared sauna, yoga deck, outside shower and outdoor food prep area and sink

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    Hinterland Cabin

    Hinterland Cabin

    Conwy, Snowdonia, Wales, UK

    With views of the Conwy Valley, Hinterland Cabin is a luxury log home with a hot tub, sauna, and yoga deck bordering Eryri (Snowdonia) National Park in Wales, enveloped by big skies and wild mountains.

    Sleeps Up to 2 guests
    Pets Two medium well-behaved dogs are welcome
    Features Hot tub, sauna and yoga deck

    View More Details Save Hinterland Cabin

    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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