Winter Short Breaks in South West England

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  • A driveway leading to a brick house surrounded by trees and bushes with flowers at The Old Vicarage in Tiverton
    56
    Tiverton, Devon
    • Sleeps10
    • Bedrooms5
    • PetsYes

      4.9★

      Outstanding

    • Helpful Holidays rating

    An impressive, detached Victorian property situated on the outskirts of Tiverton. (Ref. 1001758)

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

    2 nights from Mon 8th Dec £839

    Secure your holiday with a 30% deposit* 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 Tue 2nd Dec £457

    Secure your holiday with a 30% deposit* Book now
  • Narracott Down - 1126499 - photo 1
    Property has offers
    62
    South Molton, Devon
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.9★

      Outstanding

    • Helpful Holidays rating

    Narracott Down, a standout holiday cottage resting by South Molton, Devon. (Ref. 1126499)

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

    • £93 off - Sat 1st Nov to 29th Nov 2025

    • £93 off - Sat 29th Nov to 20th Dec 2025

    2 nights from Fri 28th Nov £342

    Secure your holiday with a 30% deposit* Book now
  • A beige house with tiled roof and white framed windows on a street with green bushes and flowers at Glebe House in Wells
    Property has offers
    21
    Wells, Somerset
    • Sleeps5
    • Bedrooms3
    • PetsNo

      4.9★

      Outstanding

    • Helpful Holidays rating

    A large house situated in the village of Wookey close to Wells in Somerset. (Ref. 980891)

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

    2 nights from Sat 13th Dec was £400 £364

    Secure your holiday with a 30% deposit* 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 Fri 28th Nov £451

    Secure your holiday with a 30% deposit* Book now
  • Exterior of a small wooden cottage with sliding glass doors and a concrete driveway at Zeal Cottage in Crediton
    Property has offers
    25
    Crediton, Devon
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.9★

      Outstanding

    • Helpful Holidays rating

    A beautiful first floor apartment set near the village of Zeal Monachorum in Devon. (Ref. 969344)

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

    2 nights from Sat 21st Feb was £459 £285

    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
    • Baby-friendly

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

    Secure your holiday with a 30% deposit*
    Last booked 4 hours ago
    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

      4.9★

      Outstanding

    • 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 fenced garden with a grassy lawn and a house with white and stone walls at Strawberry Bank - Kingfisher Pyworthy near Bridgerule
    50
    Pyworthy near Bridgerule, Devon
    • Sleeps4
    • Bedrooms2
    • PetsYes

      5.0★

      Perfect

    • Helpful Holidays rating

    This wonderful single-storey barn conversion is located close to Pyworthy, near Bridgerule, Devon. (Ref. 1129088)

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

    2 nights from Fri 28th Nov £705

    Secure your holiday with a 30% deposit* Book now
  • A stone building with small windows and wooden doors next to a paved area and grass at Mill House Boskensoe Barns in Mawnan Smith near Falmouth
    43
    Mawnan Smith near Falmouth, Cornwall
    • Sleeps8
    • Bedrooms4
    • PetsNo

      4.9★

      Outstanding

    • 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 Mon 1st Dec £1047

    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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