Winter Short Breaks in South West England

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  • A stone and wood house with a tiled roof and gravel driveway at Hoglets in Exford
    42
    Exford, Somerset
    • Sleeps4
    • Bedrooms3
    • PetsNo

      5.0★

      Perfect

    • Helpful Holidays rating

    This cosy, characterful cottage is located in the center of Exmoor, a short walk from Exford. (Ref. 1077329)

    • Wi-fi
    • Off-road parking
    • Dishwasher
    • Washing machine

    2 nights from Fri 28th Nov £499

    Secure your holiday with a 30% deposit* Book now
  • A brick house with a sunroom and patio furniture in a garden at South Lodge in Hazelbury Bryan
    30
    Hazelbury Bryan, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      5.0★

      Perfect

    • Helpful Holidays rating

    A beautifully furnished annexe cottage on the edge of the little hamlet of Hazelbury Bryan in Dorset. (Ref. 969185)

    • Wi-fi
    • Off-road parking
    • Ground floor bedroom
    • Dishwasher
    • Washing machine

    2 nights from Fri 28th Nov £381

    Secure your holiday with a 30% deposit* Book now
  • A stone and wood exterior of a house with patio furniture umbrella and lawn at Lake View in East Worlington near Lapford
    56
    East Worlington near Lapford, Devon
    • Sleeps8
    • Bedrooms4
    • PetsYes

      5.0★

      Perfect

    • Helpful Holidays rating

    This stunning, Grade II listed barn conversion is located in East Worlington near Lapford, Devon. (Ref. 1068635)

    • Wi-fi
    • Off-road parking
    • Ground floor bedroom
    • Hot Tub
    • Dishwasher
    • Washing machine
    • Games room

    2 nights from Fri 28th Nov £955

    Secure your holiday with a 30% deposit* Book now
  • A stone house with wooden doors opening to a garden with artificial grass and a fenced trampoline at Little Dairy House near Swanage
    New property
    33
    near Swanage, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.9★

      Outstanding

    • Helpful Holidays rating

    Little Dairy House is a welcoming home located on the outskirts of Swanage in Dorset, featuring a balcony, a woodburning stove, and is near a beach. (Ref. 1173159)

    • Wi-fi
    • Off-road parking
    • Dishwasher
    • Washing machine
    • Baby-friendly

    2 nights from Fri 28th Nov £500

    Secure your holiday with a 30% deposit* Book now
  • A modern living room with a wall-mounted TV a gray sofa a wooden coffee table and an open kitchen at Basswood Barn in Lime Tree Barn
    45
    Lime Tree Barn, Somerset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.9★

      Outstanding

    • Helpful Holidays rating

    This stunning, two-bedroom barn conversion rests in Wincanton, Somerset. (Ref. 1129213)

    • Wi-fi
    • Electric car charging
    • Ground floor bedroom
    • Dishwasher
    • Washing machine
    • Baby-friendly

    2 nights from Fri 28th Nov £451

    Secure your holiday with a 30% deposit* Book now
  • A wooden outdoor dining table with chairs on a lawn in front of a large building with red tiled roof at The Stables in Watchfield near Highbridge
    39
    Watchfield near Highbridge, Somerset
    • Sleeps5
    • Bedrooms3
    • PetsNo

      5.0★

      Perfect

    • Helpful Holidays rating

    The Stables is a superb barn conversion resting in Watchfield, Somerset. (Ref. 1112503)

    • Wi-fi
    • Off-road parking
    • Dishwasher
    • Washing machine
    • Baby-friendly

    2 nights from Fri 28th Nov £437

    Secure your holiday with a 30% deposit* Book now
  • A small house with a wooden door and two windows with a gravel driveway and a green gate at Cherryblossom Cottage in Winkleigh
    28
    Winkleigh, Devon
    • Sleeps4
    • Bedrooms2
    • PetsYes

      5.0★

      Perfect

    • Helpful Holidays rating

    Cherryblossom Cottage is a charming, pet-friendly holiday cottage resting in the village of Monkokehampton in Devon with a toasty woodburning stove. (Ref. 1165367)

    • Wi-fi
    • Off-road parking
    • Dishwasher
    • Washing machine
    • Baby-friendly

    2 nights from Fri 28th Nov £327

    Secure your holiday with a 30% deposit* Book now
  • The exterior of a building with solar panels on the roof and an open passageway in the center at Upper Barn Cottage in Wootton Courtenay
    26
    Wootton Courtenay, Somerset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      5.0★

      Perfect

    • Helpful Holidays rating

    Beautifully presented, detached cottage located in Somerset countryside, near Wheddon Cross. (Ref. 1005110)

    • Wi-fi
    • Off-road parking
    • Ground floor bedroom
    • Dishwasher
    • Washing machine

    2 nights from Fri 28th Nov £428

    Secure your holiday with a 30% deposit* Book now
  • A wooden cabin with an open porch in a grassy area with trees at Watermead Lodge in Stogumber
    30
    Stogumber, Somerset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      5.0★

      Perfect

    • Helpful Holidays rating

    A detached lodge set in a superb location surrounded by countryside in Exmoor, Somerset. (Ref. 1134314)

    • Wi-fi
    • Off-road parking
    • Ground floor bedroom
    • Dishwasher
    • Baby-friendly

    2 nights from Fri 28th Nov £460

    Secure your holiday with a 30% deposit* Book now
  • An outdoor patio with a wooden table and chairs overlooking green hills and the sea at Ayrmer House in Ringmore
    37
    Ringmore, Devon
    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.9★

      Outstanding

    • Helpful Holidays rating

    Roomy house with panoramic views to the sea. (Ref. 976150)

    • Wi-fi
    • Off-road parking
    • Dishwasher
    • Washing machine
    • Baby-friendly

    2 nights from Fri 28th Nov £662

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Winter short breaks in South West England

Stave off those post-summer blues by booking a winter short break in the South West. With Helpful Holidays you can pick from the best of Cornwall, Devon, Dorset and Somerset cottages.

Got a few days annual leave spare that you need to use? Need a quiet break before the chaos of the festive season begins? Or want something to look forward to in the New Year?

If the answer is yes to any of the above, browse these beautiful properties for your next South West winter short break.

Get to Know the West Country on a Winter Short Break

The magnificent scenery of the South West is only made more magical in the low winter sun. From walks through the Mendips on a frosty morning, to fish and chips by Weymouth Beach.

The towns and villages across Dartmoor make for lovely country retreats, with pubs home to welcoming roaring fires to keep you from the cold, alongside tasty, hearty food.

Cornwall’s amazing beaches may be deserted in winter, but the waters are populated with incredible waves and avid surfers. Head to Cornwall on a winter short break and find the best waves all year.

Find your ideal South West Short Break Winter Retreat

Helpful Holidays can accommodate you and your loved ones with a range of properties across the South West.

Bring a big group together at a large holiday cottage before you see in the New Year. Or choose to treat yourself and your loved ones to the finer things at a luxury holiday cottage.

Enjoy the lack of seasonal dog bans on a winter short break with your pet pooch, finding a host of dog-friendly cottages across the South West.

Book your winter short break in South West England with Helpful Holidays today! Book online or talk with one of our experts on the phone.

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