Winter Short Breaks in South West England

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  • A balcony with a wooden table and four chairs with blue cushions overlooking a town and a river at Kittiwake in Noss Mayo
    49
    Noss Mayo, Devon
    • Sleeps5
    • Bedrooms3
    • PetsNo

      4.9★

      Outstanding

    • Helpful Holidays rating

    This delightful detached cottage is located in Noss Mayo, Devon. (Ref. 1007669)

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

    2 nights from Sat 28th Nov $658

    Book now
  • A garden with bushes and a bird bath in front of a brick house with multiple windows and a glass door at Harbour View Cottage in Watchet
    38
    Watchet, Somerset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.8★

      Outstanding

    • Helpful Holidays rating

    A delightful terraced cottage overlooking Watchet harbour. (Ref. 982610)

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

    2 nights from Sat 28th Nov $615

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  • 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 Sat 28th Nov $597

    Last booked 2 days ago
    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 Wed 2nd Dec $522

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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 Tue 5th Jan $643

    Last booked yesterday
    Book now
  • A stone and white wall house with a tiled roof and hanging purple flowers at The Linhay in Throwleigh
    Property has offers
    12
    Throwleigh, Devon
    • Sleeps3
    • Bedrooms2
    • PetsYes

      4.8★

      Outstanding

    • Helpful Holidays rating

    Beautiful converted Devon linhay. (Ref. 975794)

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

    • 10% off - Fri 17th Apr to 1st May 2026

    2 nights from Sat 28th Nov $590

    Book now
  • An outdoor patio area with stone paving a wooden door with a welcome sign potted plants wicker dining chairs and a green umbrella at Church Farmhouse Winsham
    39
    Winsham, Somerset
    • Sleeps8
    • Bedrooms4
    • PetsYes

      4.9★

      Outstanding

    • Helpful Holidays rating

    A characterful terraced south Somerset 16th century cottage. (Ref. 27206)

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

    2 nights from Sat 28th Nov $808

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  • A two story house with solar panels on the roof and a wooden deck with outdoor furniture and a dog sitting on the deck at Linden View in Combe Martin
    Property has offers
    29
    Combe Martin, Devon
    • Sleeps6
    • Bedrooms3
    • PetsNo

      5.0★

      Perfect

    • Helpful Holidays rating

    Linden View is a contemporary, three-bedroom home located in the heart of Combe Martin, Devon. (Ref. 1143344)

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

    • 5% off - Wed 11th Mar to 30th Apr 2026

    2 nights from Sun 29th Nov $1038

    Book now
  • A wooden house with large windows and a fenced wooden deck surrounded by grass at Cove Lodge in Ilfracombe
    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 Sun 29th Nov $617

    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 Sun 29th Nov $490

    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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