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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    Saffron Tower

    Saffron Tower

    Beaumaris, Isle of Anglesey, Wales, UK

    Standing watch from the corner of a beautiful walled garden, Saffron Tower is a true wellness retreat where couples can indulge in a spa-like experience on the Anglesey coast.

    Sleeps Up to 2 guests
    Pets Two medium well-behaved dogs are welcome
    Features Heated indoor pool, hot tub, sauna, gym with running machine, Echelon Exercise bike, Hydrow rowing machine, weights, yoga mats and portable air conditioning unit

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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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    Isla Windmill

    Isla Windmill

    Beaumaris, Isle of Anglesey, Wales, UK

    High on a hill overlooking the Anglesey coast, Isla Windmill is unique, authentic and fit to burst with character with views of the sea and Eryri (Snowdonia) National Park.

    Sleeps Up to 2 guests (+2)
    Alternative Up to 4 guests
    Pets Two medium well-behaved dogs are welcome
    Features Hot tub, portable air conditioning unit

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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

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    Heddwen

    Heddwen

    Harlech, Snowdonia, Wales, UK

    A luxury farmhouse in Wales, with dramatic views of Cardigan Bay in one direction and Snowdonia's namesake mountain in the other, Heddwen exudes coastal warmth and cottage charm.

    Sleeps Up to 6 guests
    Alternative Up to 2 guests
    Pets One medium sized well-behaved dog is welcome on prior request
    Features Outdoor bath

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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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