Winter Short Breaks in South West England

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  • A stone house with wooden fence and wisteria flowers hanging from the roof at Little Orchard in Ashburton Down near Ashburton
    45
    Ashburton Down near Ashburton, Devon
    • Sleeps4
    • Bedrooms2
    • PetsYes

      5.0★

      Perfect

    • Helpful Holidays rating

    A delightful, two-bedroom barn conversion resting in Ashburton Down near Ashburton, Devon. (Ref. 1112988)

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

    2 nights from Tue 9th Dec £457

    Secure your holiday with a 30% deposit* Book now
  • Narracott Down - 1126499 - photo 1
    Property has offers
    62
    South Molton, Devon
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.9★

      Outstanding

    • Helpful Holidays rating

    Narracott Down, a standout holiday cottage resting by South Molton, Devon. (Ref. 1126499)

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

    • £93 off - Sat 29th Nov to 20th Dec 2025

    2 nights from Fri 28th Nov £342

    Secure your holiday with a 30% deposit* Book now
  • A detached house with a gravel driveway and garden plants at Wisteria Cottage in Exmouth
    22
    Exmouth, Devon
    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.8★

      Outstanding

    • Helpful Holidays rating

    A light, bright and comfortable property in the grounds of the owners’ home, between Lympstone and Exmouth, an excellent base for a wide range of holiday adventures. (Ref. 961171)

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

    2 nights from Thu 11th Dec £321

    Secure your holiday with a 30% deposit* Book now
  • A stone cottage with a wooden door and windows surrounded by trees at Harveys House in Helston
    Property has offers
    60
    Helston, Cornwall
    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.9★

      Outstanding

    • Helpful Holidays rating

    Harvey's House is a lovely holiday cottage located in the outskirts of Lowertown near Helston in Cornwall with an indulgent private hot tub for guests. (Ref. 1145624)

    • Wi-fi
    • Off-road parking
    • Electric car charging
    • Hot Tub
    • Dishwasher
    • Washing machine
    • Baby-friendly

    • 10% off - Fri 31st Oct to 31st Dec 2025

    2 nights from Sat 3rd Jan was £592 £537

    Secure your holiday with a 30% deposit* Book now
  • A house with windows and a door in a garden at The Old Vicarage in Merriott
    69
    Merriott, Somerset
    • Sleeps8
    • Bedrooms4
    • PetsYes

      5.0★

      Perfect

    • Helpful Holidays rating

    The Old Vicarage is an amazing pet-friendly house in Merriott, Somerset, boasting a spacious open-plan living area and a private cinema and games room. (Ref. 1176508)

    • Wi-fi
    • Off-road parking
    • Washing machine
    • Games room

    2 nights from Fri 5th Dec £1410

    Secure your holiday with a 30% deposit* Book now
  • An outdoor patio area with wooden benches and tables next to a building with glass doors overlooking a grassy field at Upham View in Woodbury
    26
    Woodbury, Devon
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.9★

      Outstanding

    • Helpful Holidays rating

    A delightful cottage situated near the village of Woodbury, Devon. (Ref. 988188)

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

    2 nights from Sat 29th Nov £582

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    Book now
  • An outdoor dining area with table chairs and umbrella on a gravel patio next to a wooden house at Orchard Retreat in Sidmouth
    10
    Sidmouth, Devon
    • Sleeps5
    • Bedrooms2
    • PetsNo

      5.0★

      Perfect

    • Helpful Holidays rating

    Smart designer lodge, privately set in grounds of the owner's home. (Ref. 967351)

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

    2 nights from Fri 28th Nov £509

    Secure your holiday with a 30% deposit* Book now
  • An outdoor patio with cushioned chairs and a table next to a barbecue grill at Tilia Barn in Wincanton
    Property has offers
    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

    • 15% off - Fri 14th Nov to 21st Nov 2025

    2 nights from Fri 28th Nov £451

    Secure your holiday with a 30% deposit* Book now
  • A modern house with wooden siding by a pond with rocks and bird statues at Defoe's View in Honiton
    60
    Honiton, Devon
    • Sleeps8
    • Bedrooms4
    • PetsNo

      5.0★

      Perfect

    • Helpful Holidays rating

    A luxurious holiday home set on five acres of land, on the outskirts of Honiton town. (Ref. 1040465)

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

    2 nights from Fri 28th Nov £921

    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
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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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