Winter Short Breaks in South West England

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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 $605

    Book now
  • 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 $667

    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 Tue 5th Jan $652

    Book now
  • 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 Sat 28th Nov $634

    Book now
  • A waterfront house next to a railway track with trees and hills in the background at Britannia Crossings Cottage in Dartmouth
    45
    Dartmouth, Devon
    • Sleeps8
    • Bedrooms4
    • PetsNo

      4.8★

      Outstanding

    • Helpful Holidays rating

    Britannia Crossings Cottage, a beautifully-presented abode perched by the river in Kingswear, Devon. (Ref. 1130777)

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

    2 nights from Mon 30th Nov $836

    Last booked today
    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 $625

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  • 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

    • 20% off - Mon 13th Apr to 20th Apr 2026

    • 5% off - Mon 20th Apr to 27th Apr 2026

    2 nights from Mon 30th Nov $909

    Last booked yesterday
    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 $529

    Book now
  • A row of houses with potted plants near the doors and bicycles parked on the side at The Cottage on The Square in Chagford
    44
    Chagford, Devon
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.9★

      Outstanding

    • Helpful Holidays rating

    The Cottage on The Square is a beautifully presented cottage settled in the heart of Chagford, Devon. (Ref. 1123517)

    • Wi-fi
    • Washing machine

    2 nights from Sun 29th Nov $549

    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 29th Nov $571

    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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