Winter Short Breaks in South West England

Your search returned 858 cottages.

REFINE SEARCH
Most relevant
  • Most relevant
  • Price (lowest first)
  • Price (highest first)
  • Sleeps (lowest first)
  • Sleeps (highest first)
  • Rating (lowest first)
  • Rating (highest first)
  • Location (A to Z)
  • Location (Z to A)
  • Property name (A to Z)
  • Property name (Z to A)
10
  • 10
  • 20
  • 50
  • 100

    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

    • Sleeps8
    • Bedrooms4
    • Pet FriendlyNo

      5.0

      Perfect

    • Helpful Holidays rating

    Moorwood House, a pleasing single-storey annex near Bovey Tracey, Devon, boasts a hot tub, enclosed patio, and proximity to Dartmoor National Park. (Ref. 1158218)

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

    2 nights from Wed 6th Jan From £681

    Last booked 2 days ago
    Book now
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

      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 From £482

    Last booked yesterday
    Book now
    • Sleeps2
    • Bedrooms1
    • Pet FriendlyNo

      4.9

      Outstanding

    • Helpful Holidays rating

    Sherway Dairy is a characterful, single-storey cottage tucked away on the outskirts of Clyst Hydon near Bradninch in Devon, enjoying countryside views. (Ref. 1163410)

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

    2 nights from Sat 28th Nov From £404

    Last booked today
    Book now
    • Sleeps2
    • Bedrooms1
    • Pet FriendlyNo

      5.0

      Perfect

    • Helpful Holidays rating

    The Shippon is a spacious and inviting home, with characterful yet chic features, perfect for a couples retreat at Lower Lye, in the Blackdown Hills AONB. (Ref. 1087064)

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

    2 nights from Mon 30th Nov From £502

    Last booked 2 days ago
    Book now
    • Sleeps8
    • Bedrooms4
    • Pet FriendlyNo

      5.0

      Perfect

    • Helpful Holidays rating

    This luxury holiday home is situated in the market town of Honiton in Devon. (Ref. 1046010)

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

    2 nights from Wed 2nd Dec From £947

    • Sleeps5
    • Bedrooms3
    • Pet FriendlyNo

      4.9

      Outstanding

    • Helpful Holidays rating

    Newlands Barn, a reverse-level farm stay resting near Wellington in Somerset, boasting a Smart TV and an open-plan layout with stunning countryside views. (Ref. 1173709)

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

    2 nights from Sun 29th Nov From £554

    Last booked 3 hours ago
    Book now
    • Sleeps12
    • Bedrooms6
    • Pet FriendlyNo

      5.0

      Perfect

    • Helpful Holidays rating

    This traditional detached cottage lies in fantastic village of Braunton on the coast of Devon. (Ref. 1055592)

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

    2 nights from Sun 29th Nov From £1980

    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes
    • Helpful Holidays rating

    Fieldstone Barn is a lovely, dog-friendly barn conversion in North Tawton, Devon, featuring countryside views, ground-floor living, and off-road parking. (Ref. 1202188)

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

    2 nights from Sat 28th Nov From £442

    • Sleeps6
    • Bedrooms3
    • Pet FriendlyNo

      4.9

      Outstanding

    • Helpful Holidays rating

    A delightful, three-bedroom barn conversion resting on a working farm in Ilsington, Devon. (Ref. 1079841)

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

    2 nights from Sat 28th Nov From £708

    Last booked 2 days ago
    Book now
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

      5.0

      Perfect

    • Helpful Holidays rating

    The Shippen is a delightful, mid-terrace cottage with a hot tub and exceptional countryside views, located in the quaint village of Clyst Hydon in Devon. (Ref. 1163412)

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

    2 nights from Sat 28th Nov From £462

Most relevant
  • Most relevant
  • Price (lowest first)
  • Price (highest first)
  • Sleeps (lowest first)
  • Sleeps (highest first)
  • Rating (lowest first)
  • Rating (highest first)
  • Location (A to Z)
  • Location (Z to A)
  • Property name (A to Z)
  • Property name (Z to A)
10
  • 10
  • 20
  • 50
  • 100

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.