Winter Short Breaks in South West England

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Your search returned 993 cottages.

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  • Knowle House - 1141743 - photo 1
    64
    Okehampton, Devon
    • Sleeps9
    • Bedrooms5
    • PetsNo

      4.9★

      Outstanding

    • Helpful Holidays rating

    Knowle House is a stunning, five-bedroom home resting in Okehampton, Devon. (Ref. 1141743)

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

    2 nights from Fri 28th Nov £1148

    Secure your holiday with a 30% deposit* Book now
  • Lake View - 1068635 - photo 1
    56
    East Worlington near Lapford, Devon
    • Sleeps8
    • Bedrooms4
    • PetsYes

      5.0★

      Perfect

    • Helpful Holidays rating

    This stunning, Grade II listed barn conversion is located in East Worlington near Lapford, Devon. (Ref. 1068635)

    • Wi-fi
    • Off-road parking
    • Ground floor bedroom
    • Hot Tub
    • Dishwasher
    • Washing machine
    • Games room

    2 nights from Fri 28th Nov £955

    Secure your holiday with a 30% deposit* Book now
  • Orchard Lodge - 976310 - photo 1
    38
    Boscastle, Cornwall
    • Sleeps10
    • Bedrooms5
    • PetsYes

      5.0★

      Perfect

    • Helpful Holidays rating

    Splendid detached house short walk from harbour. (Ref. 976310)

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

    2 nights from Fri 28th Nov £1131

    Secure your holiday with a 30% deposit* Book now
  • Bath House - 1037766 - photo 1
    44
    Langport, Somerset
    • Sleeps17
    • Bedrooms6
    • PetsYes

      5.0★

      Perfect

    • Helpful Holidays rating

    This charming detached white stone cottage rests in the village of Aller, near Langport, in Somerset. (Ref. 1037766)

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

    2 nights from Fri 28th Nov £1412

    Secure your holiday with a 30% deposit*
    Last booked yesterday
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  • 1 Florence Place - 976452 - photo 1
    34
    Falmouth, Cornwall
    • Sleeps6
    • Bedrooms4
    • PetsYes

      4.7★

      Outstanding

    • Helpful Holidays rating

    Elegant three-storey Regency townhouse in Falmouth. (Ref. 976452)

    • Wi-fi
    • Dishwasher
    • Washing machine
    • Baby-friendly

    2 nights from Fri 28th Nov £659

    Secure your holiday with a 30% deposit* Book now
  • Hurdwick Lodge - 1085909 - photo 1
    59
    Tavistock, Devon
    • Sleeps10
    • Bedrooms5
    • PetsYes

      5.0★

      Perfect

    • Helpful Holidays rating

    This fantastic, four-bedroom holiday lodge rests in Tavistock, Devon. (Ref. 1085909)

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

    2 nights from Fri 28th Nov £892

    Secure your holiday with a 30% deposit* Book now
  • Boathyde - 1160978 - photo 1
    49
    Northam, Devon
    • Sleeps10
    • Bedrooms5
    • PetsYes

    • Helpful Holidays rating

    Boathyde is a stylish and luxurious detached holiday home resting in the charming village of Northam in Devon with a private hot tub, games room and gym. (Ref. 1160978)

    • Wi-fi
    • Off-road parking
    • Electric car charging
    • Hot Tub
    • Dishwasher
    • Washing machine
    • Games room

    2 nights from Sun 30th Nov £1400

    Secure your holiday with a 30% deposit* Book now
  • Quantock Barn - 1105194 - photo 1
    31
    Stockland near Honiton, Devon
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.8★

      Outstanding

    • Helpful Holidays rating

    A stylish ground-floor dwelling lying in a peaceful and secluded area within the village of Stockland, East Devon. (Ref. 1105194)

    • Wi-fi
    • Electric car charging
    • Ground floor bedroom
    • Hot Tub
    • Dishwasher
    • Washing machine
    • Baby-friendly

    2 nights from Fri 13th Feb £1085

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    Book now
  • Mill House, Boskensoe Barns - 965738 - photo 1
    43
    Mawnan Smith near Falmouth, Cornwall
    • Sleeps8
    • Bedrooms4
    • PetsNo

      5.0★

      Perfect

    • Helpful Holidays rating

    Ultimate luxury home stay 10 minute drive from a sandy beach. (Ref. 965738)

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

    2 nights from Fri 28th Nov £1047

    Secure your holiday with a 30% deposit* Book now
  • 2 Carlton Mews - 976014 - photo 1
    19
    Exmouth, Devon
    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.7★

      Outstanding

    • Helpful Holidays rating

    Smart townhouse, 500 metres from beach. (Ref. 976014)

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

    2 nights from Fri 28th Nov £577

    Secure your holiday with a 30% deposit*
    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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