Winter Short Breaks in Dorset

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Your search returned 233 cottages.

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  • A living room with two beige sofas pillows a white coffee table and a small white TV cabinet at 16 Church Street Lyme Regis
    27
    Lyme Regis, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.5★

      Outstanding

    • Lyme Bay Holidays rating

    16 Church Street is a lovely, ground-floor apartment resting in the coastal town of Lyme Regis, Dorset. (Ref. 1153386)

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

    3 nights from Sun 29th Nov €553

    Last booked 2 days ago
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  • A kitchen and dining area with white cabinets and striped sofa at The Beach Hut in Lyme Regis
    13
    Lyme Regis, Dorset
    • Sleeps3
    • Bedrooms2
    • PetsNo

      4.3★

      Good

    • Lyme Bay Holidays rating

    A quaint holiday chalet overlooking Cobb Harbour in Lyme Regis in Dorset. (Ref. 1106521)

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

    3 nights from Mon 30th Nov €668

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  • A living room with beige sofas a green TV stand a flat screen TV and a glass dining table with white chairs at 9 Maritime House in West Bay
    12
    West Bay, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.5★

      Outstanding

    • Lyme Bay Holidays rating

    A second-floor apartment resting in West Bay, Dorset. (Ref. 1106267)

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

    3 nights from Sun 29th Nov €508

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  • A brick house with white framed windows and a patio area with tables and chairs at 2 Cobb View in Lyme Regis
    18
    Lyme Regis, Dorset
    • Sleeps6
    • Bedrooms2
    • PetsYes

      4.6★

      Outstanding

    • Lyme Bay Holidays rating

    A first-floor apartment situated in a Victorian terrace, situated in Lyme Regis, Dorset. (Ref. 1105967)

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

    3 nights from Sat 28th Nov €657

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  • A patio with a metal table and two chairs outside a building with white framed windows and a glass door at 1 Cowdea Farm in Bettiscombe near Beaminster and Bridport
    31
    Bettiscombe near Beaminster and Bridport, Dorset
    • Sleeps3
    • Bedrooms2
    • PetsYes

      4.7★

      Outstanding

    • Lyme Bay Holidays rating

    A ground floor, semi-detached stone barn conversion on edge of Bettiscombe in Dorset. (Ref. 1857)

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

    3 nights from Sat 28th Nov €529

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  • A street view of three adjoining houses painted blue white and yellow with windows and doors at Monmouth Cottage in Lyme Regis
    23
    Lyme Regis, Dorset
    • Sleeps6
    • Bedrooms4
    • PetsNo

      4.6★

      Outstanding

    • Lyme Bay Holidays rating

    A character cottage in the centre of Lyme Regis in Dorset. (Ref. 1106299)

    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from Sat 28th Nov €607

    Last booked yesterday
    Book now
  • A living room with a blue sofa and pillows next to a kitchen with wooden cabinets and a window with a sea view at Sea Fever in Lyme Regis
    15
    Lyme Regis, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.4★

      Good

    • Lyme Bay Holidays rating

    An impressive apartment directly overlooking Marine Parade in Lyme Regis in Dorset. (Ref. 1105765)

    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from Sat 28th Nov €607

    Last booked yesterday
    Book now
  • A two-story house with stone walls two white garage doors and a small front door at Bridge House Apartment in Charmouth
    12
    Charmouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      5.0★

      Perfect

    • Lyme Bay Holidays rating

    A first-floor apartment settled in Charmouth, Dorset. (Ref. 1106227)

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

    3 nights from Sun 29th Nov €479

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  • A street view of buildings including a blue and white house and a stone building with arched windows at Mermaid House in Lyme Regis
    22
    Lyme Regis, Dorset
    • Sleeps11
    • Bedrooms5
    • PetsNo

      4.5★

      Outstanding

    • Lyme Bay Holidays rating

    An inviting holiday home situated in the heart of Lyme Regis in Dorset. (Ref. 1106112)

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

    3 nights from Sat 28th Nov €1173

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  • A house with patio furniture at Cleve Cottage in Lyme Regis
    Property has offers
    27
    Lyme Regis, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.5★

      Outstanding

    • Lyme Bay Holidays rating

    A detached cottage resting in Lyme Regis, Dorset. (Ref. 1106350)

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

    • 10% off - Fri 7th Aug to 14th Aug 2026

    3 nights from Sat 28th Nov €521

    Book now
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