Winter Short Breaks in Dorset

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Your search returned 265 cottages.

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  • A street corner with a large rusted anchor and flower pots in front of modern apartment buildings at Sandstones in West Bay
    14
    West Bay, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.6★

      Outstanding

    • Lyme Bay Holidays rating

    A charming second-floor apartment in the heart of West Bay in Dorset. (Ref. 1106414)

    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from Tue 9th Dec $752

    Secure your holiday with a 30% deposit* Book now
  • A stone and brick house with a small patio and table and chairs at Sea Glass in Lyme Regis
    15
    Lyme Regis, Dorset
    • Sleeps4
    • Bedrooms1
    • PetsNo

      4.8★

      Outstanding

    • Lyme Bay Holidays rating

    An elegant apartment a short walk from the centre of Lyme Regis in Dorset with Sea views and parking. (Ref. 1105962)

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

    3 nights from Sun 30th Nov $561

    Secure your holiday with a 30% deposit* Book now
  • White two story house with gated front garden and wooden bench at Charmouth Lodge in Charmouth
    50
    Charmouth, Dorset
    • Sleeps8
    • Bedrooms4
    • PetsYes

      5.0★

      Perfect

    • Lyme Bay Holidays rating

    Charmouth Lodge is a Grade II listed townhouse situated in the charming seaside village of Charmouth, Dorset and is close tot he beach and amenities. (Ref. 1142797)

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

    3 nights from Fri 28th Nov $1397

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    Book now
  • A living room with a sofa and lamp at 1 Mill Green Court Lyme Regis
    Property has offers
    37
    Lyme Regis, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.8★

      Outstanding

    • Lyme Bay Holidays rating

    1 Mill Green Court, a beautifully presented ground-floor apartment in Lyme Regis, near the seafront, riverside walks, vibrant shops, pubs, and restaurants. (Ref. 1178651)

    • Wi-fi
    • Ground floor bedroom
    • Dishwasher
    • Washing machine

    • 20% off - Sat 1st Nov to 30th Nov 2025

    3 nights from Fri 28th Nov $661

    Secure your holiday with a 30% deposit* Book now
  • A beach with people on the sand and in the water beside buildings and a harbor at 3 Beach Way House in Lyme Regis
    18
    Lyme Regis, Dorset
    • Sleeps3
    • Bedrooms1
    • PetsNo

      4.9★

      Outstanding

    • Lyme Bay Holidays rating

    A seaside second-floor apartment resting in Lyme Regis, Dorset. (Ref. 1106591)

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

    3 nights from Sat 29th Nov $846

    Secure your holiday with a 30% deposit* Book now
  • A balcony with a metal table and chairs overlooking the sea and coastline at The Penthouse in Lyme Regis
    Property has offers
    21
    Lyme Regis, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.7★

      Outstanding

    • Lyme Bay Holidays rating

    An impressive third-floor apartment in the heart of Lyme Regis in Dorset. (Ref. 1106082)

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

    3 nights from Sat 29th Nov was $676 $637

    Secure your holiday with a 30% deposit* Book now
  • A kitchen with wooden cabinets, a stove, microwave, kettle, knife block, and an open door leading to a garden with a sea view at 8 Buckfields Lyme Regis
    19
    Lyme Regis, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.6★

      Outstanding

    • Lyme Bay Holidays rating

    8 Buckfields is a coastal apartment resting in Lyme Regis, Dorset. (Ref. 1106015)

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

    3 nights from Fri 28th Nov $752

    Secure your holiday with a 30% deposit* Book now
  • A view of the ocean with a small harbor and boats near a rooftop at 2 Beach Way House in Lyme Regis
    19
    Lyme Regis, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.7★

      Outstanding

    • Lyme Bay Holidays rating

    A seaside first-floor apartment resting in Lyme Regis, Dorset. (Ref. 1106590)

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

    3 nights from Sat 29th Nov $846

    Secure your holiday with a 30% deposit*
    Last booked 2 days ago
    Book now
  • Two boats moored in a harbor with modern apartment buildings and parked cars in the background at Harbour View in West Bay
    16
    West Bay, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.7★

      Outstanding

    • Lyme Bay Holidays rating

    A ground-floor apartment resting in West Bay, Dorset. (Ref. 1106378)

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

    3 nights from Fri 28th Nov $689

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    Book now
  • A two story stone house with white framed windows and a front door surrounded by bushes and a low stone wall
    Property has offers
    18
    Lyme Regis, Dorset
    • Sleeps8
    • Bedrooms4
    • PetsNo

      4.9★

      Outstanding

    • Lyme Bay Holidays rating

    A detached stone front house resting in Lyme Regis, Dorset. (Ref. 1106077)

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

    3 nights from Sat 29th Nov $954

    Secure your holiday with a 30% deposit* Book now
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