Winter Short Breaks in Dorset

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Your search returned 253 cottages.

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  • A living room with a blue sofa wooden floor and large glass sliding doors overlooking a balcony and trees at Yarrow in Charmouth
    Property has offers
    20
    Charmouth, Dorset
    • Sleeps10
    • Bedrooms5
    • PetsYes

      4.4★

      Good

    • Lyme Bay Holidays rating

    Charming holiday home close to Charmouth in Dorset. (Ref. 1106233)

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

    • 10% off - Thu 1st Jan to 28th Feb 2026

    3 nights from Thu 26th Feb €798

    Secure your holiday with a 30% deposit* Book now
  • A brick semi detached house with white doors and windows on a residential street with a wooden fence and plants at SubLyme in Lyme Regis
    Property has offers
    49
    Lyme Regis, Dorset
    • Sleeps7
    • Bedrooms3
    • PetsYes

      4.8★

      Outstanding

    • Lyme Bay Holidays rating

    SubLyme is a lovely coastal holiday home located in the vibrant town of Lyme Regis, Dorset, welcoming a pet and a short walk to a pub, beach, and shop. (Ref. 1167500)

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

    3 nights from Sat 20th Dec was €716 €610

    Secure your holiday with a 30% deposit* Book now
  • A brick house with white framed windows and a patio area with tables and chairs at 2 Cobb View in Lyme Regis
    Property has offers
    18
    Lyme Regis, Dorset
    • Sleeps6
    • Bedrooms2
    • PetsYes

      4.5★

      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 Mon 5th Jan was €802 €652

    Secure your holiday with a 30% deposit* Book now
  • A parking area with several cars next to a three-story building with white walls and multiple windows under a blue sky with some clouds
    Property has offers
    16
    Lyme Regis, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.5★

      Outstanding

    • Lyme Bay Holidays rating

    A well-presented ground-floor apartment close to the centre of Lyme Regis situated in Dorset. (Ref. 1105897)

    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from Mon 5th Jan was €819 €657

    Secure your holiday with a 30% deposit* Book now
  • An outdoor patio area with picnic tables and umbrellas next to a garden and row of brick houses at The Garden Suite in Lyme Regis
    14
    Lyme Regis, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.5★

      Outstanding

    • Lyme Bay Holidays rating

    An attractive ground-floor apartment overlooking Cobb Harbour in Lyme Regis in the heart of Devon. (Ref. 1106618)

    • Wi-fi
    • Ground floor bedroom
    • Washing machine

    3 nights from Thu 1st Jan €454

    Secure your holiday with a 30% deposit* Book now
  • The front of a house with a white exterior wall purple flowers and a large plant near the entrance at Bethel Cottage in Lyme Regis
    27
    Lyme Regis, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.4★

      Good

    • Lyme Bay Holidays rating

    A renovated cottage resting in Lyme Regis, Dorset. (Ref. 1106524)

    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from Wed 24th Dec €726

    Secure your holiday with a 30% deposit* Book now
  • Stone building exterior with arched entrance and black door at Coram Lodge in Lyme Regis
    14
    Lyme Regis, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.7★

      Outstanding

    • Lyme Bay Holidays rating

    A Grade II listed apartment resting in Lyme Regis, Dorset. (Ref. 1105779)

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

    3 nights from Sat 20th Dec €561

    Secure your holiday with a 30% deposit* Book now
  • A house with patio furniture at Cleve Cottage in Lyme Regis
    Property has offers
    27
    Lyme Regis, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.4★

      Good

    • Lyme Bay Holidays rating

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

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

    • 5% off - Tue 6th Jan to 3rd Feb 2026

    3 nights from Sat 20th Dec €445

    Secure your holiday with a 30% deposit*
    Last booked 2 days ago
    Book now
  • A row of terraced houses with green blue and light blue shutters and a garden with bushes and steps leading to white doors at Windwhistle in Lyme Regis
    15
    Lyme Regis, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.7★

      Outstanding

    • Lyme Bay Holidays rating

    Attractive cottage within walking distance of Lyme Regis in Dorset. (Ref. 1105793)

    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from Sat 20th Dec €614

    Secure your holiday with a 30% deposit* Book now
  • A living room with grey sofas a coffee table a wood stove and large windows at Pippin in Charmouth
    27
    Charmouth, Dorset
    • Sleeps8
    • Bedrooms3
    • PetsNo

      4.0★

      Good

    • Lyme Bay Holidays rating

    An outstanding holiday home close to Charmouth in Dorset. (Ref. 1106546)

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

    3 nights from Tue 23rd Dec €791

    Secure your holiday with a 30% deposit* Book now
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