Winter Short Breaks in South West England

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    How reviews work

    A property's star rating is the average of the star ratings received from guests that wish for their review to be published
  • 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

      4.9★

      Outstanding

    • 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 £462

    Book now
  • An outdoor patio with two reclining chairs and a hot tub next to a wooden house with glass sliding doors at Starling Lodge in Wedmore
    23
    Wedmore, Somerset
    • Sleeps6
    • Bedrooms3
    • PetsNo

      5.0★

      Perfect

    • Helpful Holidays rating

    A superb wooden lodge resting just outside the village of Wedmore in Somerset. (Ref. 1100432)

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

    2 nights from Sat 28th Nov £645

    Last booked yesterday
    Book now
  • A wooden single-story house with a green door and small trees in front on a grassy lawn at Down the Rabbit Hole in Brinsea near Congresbury
    37
    Brinsea near Congresbury, Somerset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.8★

      Outstanding

    • Helpful Holidays rating

    A wonderful, three-bedroom, single-storey log cabin settled in Brinsea near Congresbury, Somerset. (Ref. 1101122)

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

    2 nights from Sat 20th Feb £650

    Last booked 5 hours ago
    Book now
  • An outdoor area with a hot tub and chairs at Primrose in Higher Wambrook near Chard
    19
    Higher Wambrook near Chard, Somerset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      5.0★

      Perfect

    • Helpful Holidays rating

    Primrose is an enchanting lodge set in Higher Wambrook near Chard, with an outside hot tub looking onto countryside views in Somerset. (Ref. 1144914)

    • Wi-fi
    • Off-road parking
    • Ground floor bedroom
    • Hot Tub
    • Dishwasher

    2 nights from Tue 5th Jan £622

    Book now
  • A wooden garage with three brown doors and two dormer windows on a tiled roof at Shephard's Retreat in Charlton Mackrell near Somerton
    14
    Charlton Mackrell near Somerton, Somerset
    • Sleeps2
    • Bedrooms1
    • PetsYes

      5.0★

      Perfect

    • Helpful Holidays rating

    Shephard's Retreat is an attractive, self-contained, first-floor eaves apartment, situated in grounds of the owner's thatched cottage in Somerset village of Charlton Mackrell. (Ref. 927897)

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

    2 nights from Sat 28th Nov £264

    Book now
  • A log cabin with a wooden deck at Foxglove in Higher Wambrook near Chard
    26
    Higher Wambrook near Chard, Somerset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.8★

      Outstanding

    • Helpful Holidays rating

    Foxglove is a graceful cottage near Chard, Somerset, with a woodburning stove to warm up the open-plan living area and a hot tub in the garden to relax in. (Ref. 1164388)

    • Wi-fi
    • Off-road parking
    • Ground floor bedroom
    • Hot Tub
    • Dishwasher
    • Baby-friendly

    2 nights from Sat 28th Nov £612

    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 £493

    Book now
  • A farm entrance with a wooden gate and gravel driveway leading to a brick and wood building at Havilands Farm
    40
    East Nynehead near Bradford-On-Tone, Somerset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.9★

      Outstanding

    • Helpful Holidays rating

    Bumblebee Cottage is a welcoming barn conversion resting rurally in East Nynehead, Somerset. (Ref. 1076703)

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

    2 nights from Sat 28th Nov £400

    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
    41
    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

    2 nights from Tue 5th Jan £559

    Book now
  • A blue house with a stone retaining wall and a balcony above a street at Ingledene in Brixham
    Property has offers
    41
    Brixham, Devon
    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.9★

      Outstanding

    • Helpful Holidays rating

    A beautiful reverse-level, detached house resting in Brixham, Devon. (Ref. 1123266)

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

    • 5% off - Fri 26th Jun to 24th Jul 2026

    • 5% off - Fri 28th Aug to 4th Sep 2026

    2 nights from Sat 28th Nov £507

    Last booked yesterday
    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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