Winter Short Breaks in South West England

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  • An outdoor patio with cushioned chairs and a table next to a barbecue grill at Tilia Barn in Wincanton
    50
    Wincanton, Somerset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.9★

      Outstanding

    • Helpful Holidays rating

    This excellent, two-bedroom barn conversion rests in Wincanton, Somerset. (Ref. 1052563)

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

    2 nights from Fri 19th Dec £471

    Secure your holiday with a 30% deposit* Book now
  • A house with an open patio area dining set and trees in the garden at The Retreat in Lympsham
    49
    Lympsham, Somerset
    • Sleeps10
    • Bedrooms4
    • PetsNo

      5.0★

      Perfect

    • Helpful Holidays rating

    This is a detached house in Lympsham, in Somerset. (Ref. 997547)

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

    2 nights from Fri 19th Dec £1145

    Secure your holiday with a 30% deposit* Book now
  • Buckleigh Lodge - 1168615 - photo 1
    43
    Kingsteignton, Devon
    • Sleeps3
    • Bedrooms1
    • PetsNo

      4.9★

      Outstanding

    • Helpful Holidays rating

    Buckleigh Lodge is a welcoming lodge resting on a working farm near Kingsteignton, Devon, boasting a balcony, woodburning stove, and open-plan living. (Ref. 1168615)

    • Off-road parking
    • Dishwasher
    • Washing machine
    • Baby-friendly
    • Sky TV

    2 nights from Fri 19th Dec £342

    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 Mon 29th Dec £381

    Secure your holiday with a 30% deposit* Book now
  • A wooden house with large windows and a fenced wooden deck surrounded by grass at Cove Lodge in Ilfracombe
    Property has offers
    39
    Ilfracombe, Devon
    • Sleeps4
    • Bedrooms2
    • PetsNo

      5.0★

      Perfect

    • Helpful Holidays rating

    Cove Lodge is a delightful lodge with a decking and exceptional countryside views, near a beach and the bustling seaside town of Ilfracombe in Devon. (Ref. 1161983)

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

    2 nights from Sat 3rd Jan £457

    Secure your holiday with a 30% deposit* Book now
  • The exterior of a white stone building with an open wooden door and a small outdoor seating area with a table and two chairs at The Old Chapel in Ilsington
    31
    Ilsington, Devon
    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.9★

      Outstanding

    • Helpful Holidays rating

    A beautiful, converted chapel settled in the village of Ilsington, Devon. (Ref. 1127853)

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

    2 nights from Mon 5th Jan £404

    Secure your holiday with a 30% deposit* Book now
  • An outdoor patio with two wooden chairs and a table with a bottle of wine and glass next to a hot tub overlooking green hills at Little Silver Owl in High Bickington
    27
    High Bickington, Devon
    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.9★

      Outstanding

    • Helpful Holidays rating

    Marvellous shepherd's hut nestled within the wooded grounds of Little Silver House in North Devon. (Ref. 1000434)

    • Wi-fi
    • Off-road parking
    • Electric car charging
    • Ground floor bedroom
    • Hot Tub

    2 nights from Mon 22nd Dec £409

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  • A wooden lodge with a deck surrounded by a gravel area and wooden fence in a rural setting at Barn Shelley Lodge in Copplestone near Crediton
    Property has offers
    38
    Copplestone near Crediton, Devon
    • Sleeps4
    • Bedrooms2
    • PetsNo

      5.0★

      Perfect

    • Helpful Holidays rating

    Superb luxurious wooden lodge in rural setting close to golf course and the village amenities of Copplestone. (Ref. 27641)

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

    • 5% off - Tue 9th Dec to 31st Dec 2025

    2 nights from Tue 6th Jan was £466 £422

    Secure your holiday with a 30% deposit* Book now
  • The exterior wall of a yellow building with a white door and window and potted plants along the wall at Cuckoo Cottage in Bridport
    19
    Bridport, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.9★

      Outstanding

    • Helpful Holidays rating

    A romantic pied-a-terre in the bustling market town of Bridport. (Ref. 1004940)

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

    2 nights from Wed 7th Jan £396

    Secure your holiday with a 30% deposit* Book now
  • An exterior view of a rustic building with tiled roof and multiple glass doors opening onto a cobblestone courtyard with potted plants and a garden area at The Shippon in Honiton
    35
    Honiton, Devon
    • Sleeps2
    • Bedrooms1
    • PetsNo

      5.0★

      Perfect

    • Helpful Holidays rating

    The Shippon is a spacious and inviting home, with characterful yet chic features, perfect for a couples retreat at Lower Lye, in the Blackdown Hills AONB. (Ref. 1087064)

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

    2 nights from Fri 19th Dec £462

    Secure your holiday with a 30% deposit* Book now
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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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