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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    Inkwell Cottage

    Inkwell Cottage

    Burford, Oxfordshire, The Cotswolds, UK

    Handcrafted, atelier in style and ever-so fun, this self-catering home in Burford is a pocketful of luxury throwing all conventionality out of its mullion window

    Sleeps: Up to 2 guests
    Pets: One small well-behaved dog is welcome
    Features: Artist studio

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    Four Hundred Summers

    Four Hundred Summers

    Ablington, Bibury, Gloucestershire, The Cotswolds, UK

    With an ashlar chimney that sends smoke signals curling above the gable roof, Four Hundred Summer is a luxury Cotswolds cottage with a hot tub that brings Nordic clout to Ablington.

    Sleeps: Up to 2 guests
    Pets: Sorry, no pets
    Features: Wood-fired hot tub

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    The Flower Press

    The Flower Press

    Bibury, Gloucestershire, The Cotswolds, UK

    Emerald green in spring, fire red in autumn; luxury cottage The Flower Press is a French countryside-inspired home and garden in the quintessentially Cotswolds village of Bibury.

    Sleeps: Up to 4 guests
    Alternative: Up to 2 guests
    Pets: Two well-behaved dogs of small or medium sized breeds over the age of 12 months are welcome

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    The Ruby Barn

    The Ruby Barn

    Sandford St Martin, Chipping Norton, Oxfordshire, The Cotswolds, UK

    Bringing a touch of Californian chicness to the Oxfordshire countryside, this luxury Cotswold stone barn conversion has been fashioned with soul.

    Sleeps: Up to 6 guests
    Alternative: Up to 2 guests
    Pets: Two well behaved small dogs are welcome
    Features: Children´s play area with slide

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    Evania

    Evania

    Bentham, Cheltenham, Gloucestershire, The Cotswolds, UK

    Inspired by the colours and countryside of the Mediterranean, this Gloucestershire home with heated outdoor swimming pool and hot tub, is the perfect family retreat.

    Sleeps: Up to 10 guests
    Alternative: Up to 6 & Up to 4 guests
    Pets: Two well-behaved dogs are welcome, or three on prior request
    Features: Outdoor heated swimming pool (Easter - October inclusive), hot tub, outdoor kitchen area with built-in gas barbecue, cinema screen, games room with table football, pool table, table tennis and television

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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: Hot tub hire is available (please enquire for details)

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    The Palladian

    The Palladian

    Ampney Crucis, Cirencester, Gloucestershire, The Cotswolds, UK

    Georgian in style and grand in nature, this self-catering Cotswold manor offers a true countryside escape perfect for multi-generational groups.

    Sleeps: Up to 12 guests (6 adults and 6 children)
    Pets: Sorry, no pets
    Features: Outdoor heated swimming pool and hot tub (both May - September), gym, tennis court, trampoline and small football pitch

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    The Marlings

    The Marlings

    Standish, Stroud, Gloucestershire, The Cotswolds, UK

    Made up of five beautiful dwellings in Standish near Stroud, The Marlings is a luxury family estate in the Cotswolds with a heated pool, hot tub, playground, and tennis court.

    Sleeps: Up to 25 guests (22 adults and 3 children)
    Alternative: Up to 14 guests
    Pets: Three well-behaved dogs are welcome
    Features: Heated outdoor pool (available April - October inclusive) with pool house, hot tub, tennis court, wooden playpark

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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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