Winter Short Breaks in Dorset

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    A property's star rating is the average of the star ratings received from guests that wish for their review to be published
  • A living room with striped sofas a bookshelf and a small TV near glass doors at 2 Buckfields Lyme Regis
    16
    Lyme Regis, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

      4.7★

      Outstanding

    • Lyme Bay Holidays rating

    A ground-floor apartment situated in Lyme Regis, Dorset. (Ref. 1106012)

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

    3 nights from Sun 3rd Jan From $618

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

      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 2nd Oct to 10th Oct 2026

    • 10% off - Sat 10th Oct to 23rd Oct 2026

    • 10% off - Thu 29th Oct to 20th Nov 2026

    3 nights from Sun 3rd Jan From $603

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  • A white two-story house with four windows and a blue door surrounded by green grass and pink flowers
    22
    Bridport, Dorset
    • Sleeps10
    • Bedrooms5
    • Pet FriendlyYes

      4.7★

      Outstanding

    • Lyme Bay Holidays rating

    A splendid, detached townhouse nestled between Bridport and West Bay in Dorset. (Ref. 1106458)

    • Pet friendly (extra charges may apply)
    • Wi-fi
    • Off-road parking
    • Dishwasher
    • Washing machine

    3 nights from Sat 28th Nov From $1443

    Book now
  • An outdoor wooden deck with seating and table in front of a pod-style building with string lights and trees at Maple in Wootton Fitzpaine near Charmouth
    25
    Wootton Fitzpaine near Charmouth, Dorset
    • Sleeps5
    • Bedrooms2
    • Pet FriendlyYes

      4.9★

      Outstanding

    • Lyme Bay Holidays rating

    Maple is a well-appointed, two-bedroom pod enjoying rural views in Wootton Fitzpaine near Charmouth, Dorset. (Ref. 1143104)

    • Pets go free
    • Wi-fi
    • Off-road parking
    • Ground floor bedroom
    • Dishwasher

    3 nights from Sun 3rd Jan From $591

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  • An exterior view of a house surrounded by bushes at Greystones, Lyme Regis
    46
    Lyme Regis, Dorset
    • Sleeps8
    • Bedrooms4
    • Pet FriendlyNo

      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 Mon 4th Jan From $956

    Book now
  • A living room with a blue plaid sofa a wooden table and chairs a television and a view of the sea through sliding glass doors at 6 Bay View Court in Lyme Regis
    19
    Lyme Regis, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

      4.6★

      Outstanding

    • Lyme Bay Holidays rating

    A seaside apartment resting in Lyme Regis, Dorset. (Ref. 1106598)

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

    3 nights from Sun 3rd Jan From $714

    Book now
  • A two story house with four windows a green door and metal railings at Vine Cottage in Charmouth
    11
    Charmouth, Dorset
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes

      4.7★

      Outstanding

    • Lyme Bay Holidays rating

    Attractive detached cottage close to Charmouth in Dorset. (Ref. 1106511)

    • Pet friendly (extra charges may apply)
    • Wi-fi
    • Off-road parking
    • Dishwasher
    • Washing machine

    3 nights from Sat 5th Dec From $714

    Book now
  • 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
    • Pet FriendlyYes

      4.6★

      Outstanding

    • Lyme Bay Holidays rating

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

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

    3 nights from Sat 28th Nov From $762

    Last booked 2 days ago
    Book now
  • A street with a yellow and white building with green windows and door labeled Tierra and people walking by
    18
    Lyme Regis, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      4.6★

      Outstanding

    • Lyme Bay Holidays rating

    An attractive, well-presented apartment in walking distance of Lyme Regis in Dorset. (Ref. 1105840)

    • Pet friendly (extra charges may apply)
    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from Tue 1st Dec From $646

    Book now
  • A street view of stone and white painted houses with multiple windows and doors at 24 Mill Green in Lyme Regis
    14
    Lyme Regis, Dorset
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyNo

      4.5★

      Outstanding

    • Lyme Bay Holidays rating

    A seaside cottage resting in Lyme Regis, Dorset. (Ref. 1106142)

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

    3 nights from Mon 1st Feb From $758

    Book now
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