Luxury May half term breaks

May marks the turning point when spring gives way to summer across the UK and Ireland. Later sunsets bring longer days, whilst the countryside erupts into colour and birdsong. Our luxury May half term breaks are designed for making the most of precious family time.

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    2026

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    The Find

    The Find

    Cranham, Cheltenham, Gloucestershire, The Cotswolds, UK

    A dynamic pairing of luxury Cotswolds homes in Cranham, The Find is an old stone cottage and architect-designed glass extension in a beautifully secluded valley near Cheltenham.

    Sleeps: Up to 12 guests
    Pets: Two dogs are welcome
    Features: Trampoline, hot tub hire is available (please enquire for details)

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    Anthology Farm

    Anthology Farm

    Cheltenham, Gloucestershire, The Cotswolds, UK

    With an indoor pool, tennis court, and yoga studio, members-only health club Anthology Farm is a luxury country estate made for family gatherings near Cheltenham in the Cotswolds.

    Sleeps: Up to 18 guests (increasing to 22 from May 2026)
    Alternative Group Option: Up to 18 & Up to 10 guests
    Pets: Pets are considered on prior agreement
    Features: Heated indoor swimming pool, cinema room, tennis court, table tennis, gym equipment, purpose built yoga studio and electric car charging point. From May 2026 there will also be a sauna, ice bath and two treatment rooms.

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    Weddings at Anthology Farm

    Weddings at Anthology Farm

    Cheltenham, Gloucestershire, The Cotswolds, UK

    An 18th century barn designed with love-filled celebrations and grand gatherings in mind, Anthology Farm is nestled in an ancient Cotswolds valley on the outskirts of Cheltenham. A venue as idyllic for summer marquee weddings as winter celebrations.

    Sleeps: Up to 18 guests (increasing to 22 from May 2026)
    Alternative Group Option: Up to 60 & Up to 30 guests
    Pets: Pets are considered on prior agreement
    Features: Wedding barn, heated indoor swimming pool, tennis court and electric car charging point

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    With the May half term just around the corner, generously parcelled up with the second May Bank Holiday, there’s no better time to stay on our wild isles. May's temperate warmth brings with it the first real taste of summer, from the gorse-tangled paths that border the Cornish coastline to the rugged Welsh peaks. Perhaps you'll take a stroll through sun-dappled ancient woodland, enjoy an invigorating cold-water swim, or find creative nourishment in a nearby market town. Whether you're planning a family adventure for the full holiday or an impromptu gathering of friends, our luxury May half term stays provide opportunity for restoration and adventure alike.

    Some homes are simply made for school holidays: places where children can freely play in rambling secret gardens whilst the adults lounge on an al fresco terrace – wrapped in blankets around a fire pit as the evening cools. From a Cotswolds farm stay with facilities to rival any luxury spa to a remote mountain hideaway in Ireland, our collection invites every kind of escape. As the evenings lengthen, gather for wood-fired pizzas and ribboned courgette salad crafted by a private chef or take a twilight dip in an infinity pool as the landscape dissolves into the horizon. Whatever an ideal half term looks like for you, our collection promises blissful respite for all ages.

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