Winter Short Breaks in South West England

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    A property's star rating is the average of the star ratings received from guests that wish for their review to be published
  • An outdoor patio with a hot tub dining table and chairs overlooking a garden at Binneford Barn Kennerleigh near Cheriton Fitzpaine
    41
    Kennerleigh near Cheriton Fitzpaine, Devon
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

      5.0★

      Perfect

    • Helpful Holidays rating

    Binneford Barn, a delightful, single-storey cottage set in Kennerleigh near Cheriton Fitzpaine in Devon, boasting a hot tub and countryside views. (Ref. 1162535)

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

    2 nights from Sun 29th Nov From £506

    Last booked 5 hours ago
    Book now
  • A house with a balcony and fence at Harescombe Lodge in Morchard Bishop
    New property
    42
    Morchard Bishop, Devon
    • Sleeps3
    • Bedrooms1
    • Pet FriendlyYes

    • Helpful Holidays rating

    Harescombe Lodge is a stunning, contemporary lodge settled in the outskirts of Morchard Bishop, Devon, pet-friendly with countryside views and a hot tub. (Ref. 1143176)

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

    2 nights from Sat 28th Nov From £627

    Last booked yesterday
    Book now
  • An outdoor area with a stone wall and picnic table at High View Barn in Launceston
    Property has offers
    40
    Launceston, Cornwall
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyNo

      4.6★

      Outstanding

    • Helpful Holidays rating

    High View Barn is a delightful, barn conversion farm stay near Launceston, Cornwall, featuring stunning views, open-plan living, games and fitness room in rural surroundings, and ample off-road parking. (Ref. 1205119)

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

    • 20% off - Fri 9th Oct to 23rd Oct 2026

    2 nights from Mon 30th Nov From £649

    Book now
  • A house with a pond surrounded by trees at Lower Moorwood in Moorwood near Bovey Tracey
    59
    Moorwood near Bovey Tracey, Devon
    • 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
  • A house with a driveway and planters at Halsdon Avenue in Exmouth
    53
    Exmouth, Devon
    • Sleeps7
    • Bedrooms3
    • Pet FriendlyNo

    • Helpful Holidays rating

    Halsdon Avenue is a delightful house in Exmouth, Devon, boasting estuary views, driveway parking, EV charging, a pergola, electric fire, and table tennis. (Ref. 1204743)

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

    2 nights from Sat 28th Nov From £835

    Book now
  • An exterior view of a building with wooden facade and plants at Captains Barn Tiverton
    New property
    29
    Cadeleigh near Tiverton, Devon
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      5.0★

      Perfect

    • Helpful Holidays rating

    Captains Barn is a simply beautiful barn conversion settled into the picturesque countryside of Cadaleigh near Cheriton Fitzpaine, Devon, with a garden. (Ref. 1192716)

    • Pets go free
    • Wi-fi
    • Electric car charging
    • Dishwasher

    2 nights from Sat 28th Nov From £442

    Book now
  • An outdoor view of a stone building with a patio and garden at Reddaway Threshing Barn near Okehampton
    Property has offers
    50
    near Okehampton, Devon
    • Sleeps8
    • Bedrooms4
    • Pet FriendlyYes

      5.0★

      Perfect

    • Helpful Holidays rating

    Reddaway Threshing Barn, a charming cottage near Okehampton, Devon, boasts partial ground-floor living and a garden with a wood-fired hot tub and fire pit. (Ref. 1170811)

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

    • 5% off - Sun 1st Nov to 15th Nov 2026

    2 nights from Sat 28th Nov From £1150

    Book now
  • A view of buildings and pathway at The Mill Barn in Lustleigh
    New property
    43
    Lustleigh, Devon
    • Sleeps2
    • Bedrooms1
    • Pet FriendlyYes

      5.0★

      Perfect

    • Helpful Holidays rating

    Lustleigh Mill Barn is a reverse‑level barn conversion situated in Lustleigh, Devon, boasting a woodburning stove, enclosed patio and pet‑friendly stays. (Ref. 1202234)

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

    2 nights from Sun 6th Dec From £364

    Book now
  • An exterior view of a two story house with wooden and white walls glass balcony railings and a pond with rocks and plants in front at Swallows Dip in Honiton
    60
    Honiton, Devon
    • 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 Mon 4th Jan From £916

    Last booked 7 hours ago
    Book now
  • A pathway with hanging flags and flower pots at Tower View Cottage in Lympstone
    New property
    52
    Lympstone, Devon
    • Sleeps2
    • Bedrooms1
    • Pet FriendlyYes

      5.0★

      Perfect

    • Helpful Holidays rating

    Alongside is a simply beautiful character cottage nestled into the riverside village of Lympstone, Devon, pet-friendly near shops, pubs, river, and walks. (Ref. 1206766)

    • Pets go free
    • Wi-fi
    • Dishwasher
    • Washing machine

    2 nights from Sat 28th Nov From £492

    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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