Winter Short Breaks in South West England

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Your search returned 829 cottages.

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  • The exterior wall of a yellow building with a white door and window and potted plants along the wall at Cuckoo Cottage in Bridport
    19
    Bridport, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.9★

      Outstanding

    • Helpful Holidays rating

    A romantic pied-a-terre in the bustling market town of Bridport. (Ref. 1004940)

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

    2 nights from Wed 7th Jan $529

    Secure your holiday with a 30% deposit*
    Last booked 4 hours ago
    Book now
  • A courtyard with gravel area and potted tree surrounded by white and brick buildings at Lower Marsh Barns in Ottery St Mary
    60
    Ottery St Mary, Devon
    • Sleeps14
    • Bedrooms7
    • PetsYes

      5.0★

      Perfect

    • Helpful Holidays rating

    A fabulous, single-storey property residing in Marsh Green near Whimple, Devon. (Ref. 999414)

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

    2 nights from Sun 7th Dec $2478

    Secure your holiday with a 30% deposit* Book now
  • A stone house with large windows and a patio area next to a pond with plants at Monkleigh Mill Monkleigh near Bideford
    27
    Monkleigh near Bideford, Devon
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.8★

      Outstanding

    • Helpful Holidays rating

    This stunning holiday home rests in Monkleigh Mill, near Bideford, Devon. (Ref. 1126134)

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

    2 nights from Fri 5th Dec $856

    Secure your holiday with a 30% deposit* Book now
  • An outdoor area with a wooden cabin, hot tub, table and chairs at The Pennymoor Cadeleigh near Tiverton
    48
    Cadeleigh near Tiverton, Devon
    • Sleeps2
    • Bedrooms1
    • PetsNo

      5.0★

      Perfect

    • Helpful Holidays rating

    This stylish detached lodge lies in Cadeleigh near Tiverton, Devon. (Ref. 1072855)

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

    2 nights from Fri 5th Dec $490

    Secure your holiday with a 30% deposit* Book now
  • A coastal hillside with houses surrounded by trees and a large house with blue window frames and potted plants at Bayview Terrace in Lynton
    Property has offers
    24
    Lynton, Devon
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.9★

      Outstanding

    • Helpful Holidays rating

    This stunning apartment is based in Lynton, Devon. (Ref. 1002331)

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

    • $67 off - Sat 1st Nov to 19th Dec 2025

    • $399 off - Sat 20th Dec to 27th Dec 2025

    2 nights from Thu 18th Dec $772

    Secure your holiday with a 30% deposit*
    Last booked 2 days ago
    Book now
  • A row of houses with potted plants near the doors and bicycles parked on the side at The Cottage on The Square in Chagford
    44
    Chagford, Devon
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.9★

      Outstanding

    • Helpful Holidays rating

    The Cottage on The Square is a beautifully presented cottage settled in the heart of Chagford, Devon. (Ref. 1123517)

    • Wi-fi
    • Washing machine

    2 nights from Sun 7th Dec $527

    Secure your holiday with a 30% deposit* Book now
  • An outdoor area with a hot tub, seating and a grill at The Cadeleigh in Cadeleigh near Tiverton
    45
    Cadeleigh near Tiverton, Devon
    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.9★

      Outstanding

    • Helpful Holidays rating

    A contemporary, detached lodge set in Cadeleigh near Tiverton, Devon. (Ref. 1072854)

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

    2 nights from Mon 8th Dec $489

    Secure your holiday with a 30% deposit* Book now
  • A balcony with metal bench and railing overlooking the sea and rocky coastline at Ocean Breeze in Ilfracombe
    Property has offers
    17
    Ilfracombe, Devon
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.7★

      Outstanding

    • Helpful Holidays rating

    Superb apartment in Ilfracombe. (Ref. 960154)

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

    2 nights from Sat 13th Dec $619

    Secure your holiday with a 30% deposit* Book now
  • A modern house with wooden fencing and a large grass lawn at Linden Barn in Wincanton
    53
    Wincanton, Somerset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.9★

      Outstanding

    • Helpful Holidays rating

    This exquisite, two-bedroom barn conversion rests in Wincanton, Somerset. (Ref. 1129215)

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

    2 nights from Sat 13th Dec $629

    Secure your holiday with a 30% deposit* Book now
  • An outdoor patio area with tables, chairs, and flower beds outside cream walls with blue doors and windows at The Compass in Swanage
    Property has offers
    24
    Swanage, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.7★

      Outstanding

    • Helpful Holidays rating

    Lovely apartment nestled in the thriving Dorest town of Swanage. (Ref. 979371)

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

    2 nights from Sat 20th Dec $478

    Secure your holiday with a 30% deposit* Book now
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