Winter Short Breaks in South West England

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Your search returned 832 cottages.

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  • A stone and wood house surrounded by trees and plants beside a gravel road at Beckaford View in Manaton near Ilsington
    34
    Manaton near Ilsington, Devon
    • Sleeps2
    • Bedrooms1
    • PetsYes

      5.0★

      Perfect

    • Helpful Holidays rating

    This pretty, self-contained cottage rests in Manaton near Ilsington, Devon. (Ref. 1127691)

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

    2 nights from Fri 28th Nov $699

    Secure your holiday with a 30% deposit*
    Last booked 2 days ago
    Book now
  • A white two-story house with a slate roof skylights and a wooden bench in front garden with stone wall and trees at Orchard Lodge in Boscastle
    38
    Boscastle, Cornwall
    • Sleeps10
    • Bedrooms5
    • PetsYes

      5.0★

      Perfect

    • Helpful Holidays rating

    Splendid detached house short walk from harbour. (Ref. 976310)

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

    2 nights from Fri 28th Nov $1530

    Secure your holiday with a 30% deposit* Book now
  • A wooden outdoor dining table with chairs and a large white umbrella on a balcony overlooking a river and green trees at Elphinstone in Newton Ferrers near Plymouth
    Property has offers
    44
    Newton Ferrers near Plymouth, Devon
    • Sleeps8
    • Bedrooms4
    • PetsNo

      4.9★

      Outstanding

    • Helpful Holidays rating

    This luxurious property lies on the banks of the River Yealm within the village of Newton Ferrers in South Devon. (Ref. 978725)

    • Wi-fi
    • Dishwasher
    • Washing machine

    • 5% off - Sat 27th Sep to 1st Nov 2025

    2 nights from Fri 28th Nov $1585

    Secure your holiday with a 30% deposit* Book now
  • A long single story building with a slate roof and garden with flowers and picnic table at Keepers Cottage in Winterborne Stickland
    33
    Winterborne Stickland, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.7★

      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 Fri 28th Nov $535

    Secure your holiday with a 30% deposit* Book now
  • Houses surrounded by trees near a small body of water with a boat on the shore at Junket Studio in Noss Mayo
    Property has offers
    17
    Noss Mayo, Devon
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.9★

      Outstanding

    • Helpful Holidays rating

    Contemporary detached, riverside cottage for two. (Ref. 976234)

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

    • 10% off - Fri 10th Oct to 14th Nov 2025

    2 nights from Fri 19th Dec $953

    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
    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 Fri 28th Nov $628

    Secure your holiday with a 30% deposit* Book now
  • A garden with plants and a gravel path outside a yellow house with a slate roof at Elsworthy Farm Cottage in Wootton Courtenay
    22
    Wootton Courtenay, Somerset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      5.0★

      Perfect

    • Helpful Holidays rating

    A characterful farmhouse resting on the outskirts of Wootton Courtenay, Somerset. (Ref. 1099765)

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

    2 nights from Fri 28th Nov $676

    Secure your holiday with a 30% deposit* Book now
  • A stone house with wooden doors opening to a garden with artificial grass and a fenced trampoline at Little Dairy House near Swanage
    33
    near Swanage, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.8★

      Outstanding

    • Helpful Holidays rating

    Little Dairy House is a welcoming home located on the outskirts of Swanage in Dorset, featuring a balcony, a woodburning stove, and is near a beach. (Ref. 1173159)

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

    2 nights from Fri 28th Nov $676

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    Book now
  • A single story cottage with plants and flowers in front and a gravel driveway at Wagtail in Bradworthy near Bude
    22
    Bradworthy near Bude, Devon
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.8★

      Outstanding

    • Helpful Holidays rating

    A detached, barn conversion nestled in a courtyard setting on a working farm near Bradworthy. (Ref. 1078679)

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

    2 nights from Fri 28th Nov $504

    Secure your holiday with a 30% deposit* Book now
  • A stone cottage with a wooden archway and garden in front at Hazel Barn in North Molton
    60
    North Molton, Devon
    • Sleeps11
    • Bedrooms5
    • PetsYes

      4.9★

      Outstanding

    • Helpful Holidays rating

    A characterful, family-friendly cottage resting near North Molton, Devon. (Ref. 1089061)

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

    2 nights from Fri 28th Nov $1809

    Secure your holiday with a 30% deposit* Book now
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