Winter Short Breaks in South West England

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  • Houses with flower boxes on a street at Kenny Cottage in Dawlish
    New property
    36
    Dawlish, Devon
    • Sleeps4
    • Bedrooms2
    • PetsYes

    • Helpful Holidays rating

    1 The Court is a delightful, family-friendly cottage situated near a beach in the town of Dawlish, Devon, boasting an electric fire and enclosed courtyard. (Ref. 1177494)

    • Wi-fi
    • Dishwasher
    • Baby-friendly

    2 nights from Fri 28th Nov £367

    Secure your holiday with a 30% deposit* Book now
  • A holiday lodge with a deck and outdoor furniture by a pond at Summerdown in Brean
    Property has offers
    60
    Brean, Somerset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.9★

      Outstanding

    • Helpful Holidays rating

    Summerdown is an attractive, single-storey lodge resting in Brean, Somerset, enjoying serene lake views and a short walk to a beach, pub, and shop. (Ref. 1172908)

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

    2 nights from Sat 6th Dec was £578 £437

    Secure your holiday with a 30% deposit* Book now
  • A round cream house with blue window frames and stone steps outside overlooking a sea and mountain view at Bayview Tower in Lynton
    19
    Lynton, Devon
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.7★

      Outstanding

    • Helpful Holidays rating

    Bayview Tower is a beautiful three-storey abode resting in the heart of Exmoor National Park, in the small town of Lynton, Devon, enjoying sea views. (Ref. 1164884)

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

    2 nights from Sat 29th Nov £552

    Secure your holiday with a 30% deposit* Book now
  • A single story cabin with black railings around a deck surrounded by trees and grass at 16 Manleigh Park in Combe Martin
    26
    Combe Martin, Devon
    • Sleeps4
    • Bedrooms2
    • PetsNo

      5.0★

      Perfect

    • Helpful Holidays rating

    16 Manleigh Park is a charming, single-storey lodge located near a beach in Combe Martin, Devon, boasting an open-plan living space and off-road parking. (Ref. 1174031)

    • Wi-fi
    • Off-road parking
    • Ground floor bedroom

    2 nights from Fri 28th Nov £445

    Secure your holiday with a 30% deposit* Book now
  • A small house with a wooden door and two windows with a gravel driveway and a green gate at Cherryblossom Cottage in Winkleigh
    28
    Winkleigh, Devon
    • Sleeps4
    • Bedrooms2
    • PetsYes

      5.0★

      Perfect

    • Helpful Holidays rating

    Cherryblossom Cottage is a charming, pet-friendly holiday cottage resting in the village of Monkokehampton in Devon with a toasty woodburning stove. (Ref. 1165367)

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

    2 nights from Fri 28th Nov £327

    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
    Property has offers
    69
    Merriott, Somerset
    • Sleeps8
    • Bedrooms4
    • PetsYes

    • 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

    • 10% off - Wed 2nd Jul to 31st Aug 2025

    2 nights from Fri 28th Nov £957

    Secure your holiday with a 30% deposit* Book now
  • A living room with a sofa and table looking out to the fields at Primrose 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 Mon 5th Jan £529

    Secure your holiday with a 30% deposit* 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 Fri 28th Nov £448

    Secure your holiday with a 30% deposit* Book now
  • A wooden house with a gravel driveway and small garden at Lilys Pad in Okehampton
    19
    Okehampton, Devon
    • Sleeps4
    • Bedrooms2
    • PetsYes

      5.0★

      Perfect

    • Helpful Holidays rating

    Lilys Pad is a delightful, wooden lodge settled into the rural outskirts of Okehampton, Devon. (Ref. 1145063)

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

    2 nights from Mon 22nd Dec £660

    Secure your holiday with a 30% deposit* Book now
  • A patio area with potted plants and dense greenery near a glass door at Archie's Minehead
    20
    Minehead, Somerset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.9★

      Outstanding

    • Helpful Holidays rating

    Archie's, a charming, two-bedroom holiday home rests in Minehead, Somerset. (Ref. 1155233)

    • Wi-fi
    • Ground floor bedroom
    • Dishwasher

    2 nights from Fri 28th Nov £376

    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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