Winter Short Breaks in South West England

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  • An outdoor area with a table and chairs at Pear Tree Cottage Mark near Burnham-on-Sea
    45
    Mark near Burnham-on-Sea, Somerset
    • Sleeps3
    • Bedrooms2
    • PetsNo

      4.8★

      Outstanding

    • Helpful Holidays rating

    A beautifully appointed barn conversion, attached to the owner's Somerset farmhouse, one mile from Mark village. (Ref. 924756)

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

    2 nights from Sun 18th Jan £391

    Secure your holiday with a 30% deposit*
    Last booked 2 days ago
    Book now
  • 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 Wed 11th Feb £483

    Secure your holiday with a 30% deposit*
    Last booked 2 hours ago
    Book now
  • A bubbling outdoor hot tub next to a cream building with large green windows overlooking a gravel yard and countryside at The Hayloft in Stockland Honiton
    Property has offers
    43
    Stockland, Honiton, Devon
    • Sleeps4
    • Bedrooms2
    • PetsNo

      5.0★

      Perfect

    • Helpful Holidays rating

    The Hayloft is a versatile, characterful, quirky, and Grade II-listed home, perfect for families or friends at Lower Lye, in the Blackdown Hills AONB. (Ref. 1120037)

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

    • 5% off - Fri 30th Jan to 6th Feb 2026

    2 nights from Fri 6th Feb £682

    Secure your holiday with a 30% deposit* Book now
  • Exterior of a small wooden cottage with sliding glass doors and a concrete driveway at Zeal Cottage in Crediton
    Property has offers
    25
    Crediton, Devon
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.9★

      Outstanding

    • Helpful Holidays rating

    A beautiful first floor apartment set near the village of Zeal Monachorum in Devon. (Ref. 969344)

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

    2 nights from Sat 21st Feb was £388 £285

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    Book now
  • An outdoor patio area with tables, chairs, and flower beds outside cream walls with blue doors and windows at The Compass in Swanage
    24
    Swanage, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.7★

      Outstanding

    • Helpful Holidays rating

    Lovely apartment nestled in the thriving Dorest town of Swanage. (Ref. 979371)

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

    2 nights from Wed 21st Jan £367

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    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 Mon 26th Jan £597

    Secure your holiday with a 30% deposit*
    Last booked 5 hours ago
    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 2nd Feb £420

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    Book now
  • 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
    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

    2 nights from Sun 18th Jan £422

    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 Sun 18th Jan £404

    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 Sun 18th Jan £1178

    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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