Winter Short Breaks in South West England

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Your search returned 800 cottages.

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  • A modern building with large windows and parked cars on a driveway at 5 Beachdown in Challaborough near Bigbury on sea
    Property has offers
    25
    Challaborough, near Bigbury-on-sea, Devon
    • Sleeps8
    • Bedrooms4
    • PetsYes

      4.8★

      Outstanding

    • Helpful Holidays rating

    Fabulous contemporary house 150 yards from Challaborough beach. (Ref. 976228)

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

    2 nights from Sat 7th Feb £901

    Secure your holiday with a 30% deposit*
    Last booked today
    Book now
  • Exterior of a single story stone and brick cottage with black windows and doors and two flower pots at Keepers Cottage in Winterborne Stickland
    33
    Winterborne Stickland, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.8★

      Outstanding

    • Helpful Holidays rating

    Charming, characterful, single-storey barn conversion. (Ref. 905895)

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

    2 nights from Thu 5th Feb £400

    Secure your holiday with a 30% deposit* Book now
  • An outdoor wooden deck with a round table and four wicker chairs overlooking a body of water at Bayview in Brixham
    27
    Brixham, Devon
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.7★

      Outstanding

    • Helpful Holidays rating

    Fabulous apartment overlooking Fishcombe Cove Beach. (Ref. 959736)

    • Wi-fi
    • Off-road parking
    • Swimming pool
    • Dishwasher

    2 nights from Mon 2nd Feb £450

    Secure your holiday with a 30% deposit* Book now
  • A modern stone house with glass folding doors open to a seating area with sofa and chair at The Rum House in Porthallow
    44
    Porthallow, Cornwall
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.9★

      Outstanding

    • Helpful Holidays rating

    This, stunning barn conversion rests in an idyllic position in Manaccan near St Keverne, Cornwall. (Ref. 1121691)

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

    2 nights from Mon 2nd Feb £865

    Secure your holiday with a 30% deposit*
    Last booked 2 days ago
    Book now
  • An outdoor seating area with wooden chairs a bench and potted plants next to a stone building at Lingcombe Barn Near Chagford
    34
    Near Chagford, Devon
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.9★

      Outstanding

    • Helpful Holidays rating

    Lingcombe Barn is a detached, stone-built cottage, perfect for couples, with characterful features, in Hurston, Devon, within the Dartmoor National Park. (Ref. 1145260)

    • Wi-fi
    • Off-road parking
    • Electric car charging
    • Dishwasher

    2 nights from Mon 2nd Feb £433

    Secure your holiday with a 30% deposit*
    Last booked 2 days ago
    Book now
  • A front view of a two-story house with a porch and several windows surrounded by a paved driveway and a lawn at Duffield in St Ann's Chapel
    44
    St Ann's Chapel, Devon
    • Sleeps12
    • Bedrooms5
    • PetsYes

      4.7★

      Outstanding

    • Helpful Holidays rating

    A detached house, hidden away within the hamlet of St Ann’s Chapel. (Ref. 998700)

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

    2 nights from Fri 27th Feb £1116

    Secure your holiday with a 30% deposit* Book now
  • A white semi detached house with bay windows a hedge and a wooden gate at Hilltop in Stoke Gabriel
    37
    Stoke Gabriel, Devon
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.7★

      Outstanding

    • Helpful Holidays rating

    A superbly appointed annexe-style property resting within the village of Stoke Gabriel. (Ref. 991303)

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

    2 nights from Tue 3rd Feb £325

    Secure your holiday with a 30% deposit* Book now
  • A white cottage with a gravel pathway and greenery at Regatta Cottage in Feock
    Property has offers
    35
    Feock, Cornwall
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.7★

      Outstanding

    • Helpful Holidays rating

    Grade II listed, pet friendly cottage with wonderful views of Restronguet Creek. (Ref. 976464)

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

    • 5% off - Sat 31st Jan to 14th Feb 2026

    • 5% off - Sat 21st Feb to 21st Mar 2026

    2 nights from Mon 2nd Feb £642

    Secure your holiday with a 30% deposit* Book now
  • A stone and brick house with a red door and an outdoor patio with a wooden table and chairs at Jacobs Barn in Lifton
    13
    Lifton, Devon
    • Sleeps5
    • Bedrooms3
    • PetsYes

      5.0★

      Perfect

    • Helpful Holidays rating

    Stylish converted barn with use of tennis court in unspoiled Mid-Devon. (Ref. 967293)

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

    2 nights from Fri 6th Feb £442

    Secure your holiday with a 30% deposit* Book now
  • A brick house with a tiled roof and six windows behind a hedge and low brick wall at Cherry Tree House in Highbridge
    33
    Highbridge, Somerset
    • Sleeps9
    • Bedrooms5
    • PetsNo

      4.9★

      Outstanding

    • Helpful Holidays rating

    A substantial, detached property set on the outskirts of the town of Highbridge, Somerset. (Ref. 1132871)

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

    2 nights from Fri 6th Feb £858

    Secure your holiday with a 30% deposit*
    Last booked 2 days ago
    Book now
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