Winter Short Breaks in Dorset

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Your search returned 233 cottages.

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  • A living room with wooden floor a white sofa two armchairs and a floor lamp at Lyme Time in Lyme Regis
    17
    Lyme Regis, Dorset
    • Sleeps5
    • Bedrooms2
    • PetsNo

      4.3★

      Good

    • Lyme Bay Holidays rating

    A stylish first-floor apartment in the heart of Lyme Regis in Dorset. (Ref. 1106525)

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

    3 nights from Sat 28th Nov £641

    Last booked yesterday
    Book now
  • A street view of houses with a blue door and windows at Lyme Views in Lyme Regis
    20
    Lyme Regis, Dorset
    • Sleeps5
    • Bedrooms2
    • PetsYes

      4.4★

      Good

    • Lyme Bay Holidays rating

    A well-furnished apartment in the centre of Lyme Regis in Dorset. (Ref. 1105822)

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

    3 nights from Sat 28th Nov £501

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  • A white two-story house with two windows and a door with a flower pot outside next to a green building with a door and flowers at Charm Cottage in Charmouth
    17
    Charmouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.6★

      Outstanding

    • Lyme Bay Holidays rating

    A terrace cottage resting in Charmouth, Dorset. (Ref. 1106124)

    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from Sat 28th Nov £530

    Last booked yesterday
    Book now
  • A row of cottages with green blue and red doors and a garden path at 44 Fernhill Heights in Charmouth
    26
    Charmouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.4★

      Good

    • Lyme Bay Holidays rating

    A traditional cottage resting beside a stream and woodland area, situated in Charmouth, Dorset. (Ref. 1106464)

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

    3 nights from Sun 29th Nov £437

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  • A single story house with a tiled roof a chimney and an antenna on a lawn at Broadstones in Bridport
    Property has offers
    37
    Bridport, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.7★

      Outstanding

    • Lyme Bay Holidays rating

    A pleasant, detached bungalow resting in Bettiscombe outside Bridport, Dorset. (Ref. 1105472)

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

    • 5% off - Fri 6th Mar to 30th Apr 2026

    3 nights from Sun 29th Nov £533

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  • A living room with a wooden coffee table, sofa with cushions, dining table with chairs and flowers, TV, large windows and glass doors at Bay View in Lyme Regis
    20
    Lyme Regis, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.3★

      Good

    • Lyme Bay Holidays rating

    A second-floor seaside duplex apartment resting in Lyme Regis, Dorset. (Ref. 1106616)

    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from Sun 29th Nov £479

    Book now
  • A wooden balcony with a table and chairs under an umbrella overlooking houses and the sea at St Anton in Lyme Regis
    Property has offers
    13
    Lyme Regis, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.2★

      Good

    • Lyme Bay Holidays rating

    An attractive single-storey holiday chalet in the heart of Lyme Regis in Dorset. (Ref. 1105790)

    • Wi-fi

    • 10% off - Fri 22nd May to 31st May 2026

    3 nights from Sat 28th Nov £508

    Book now
  • An alley with storefronts and outdoor seating at Drake's Hideaway in Lyme Regis
    28
    Lyme Regis, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.3★

      Good

    • Lyme Bay Holidays rating

    Drake's Hideaway is a charming first-floor apartment in the heart of Lyme Regis, Dorset, situated close to the seafront and the family-friendly beaches. (Ref. 1168929)

    • Wi-fi
    • Dishwasher

    3 nights from Wed 6th Jan £465

    Last booked yesterday
    Book now
  • Exterior of a two story house with beige walls and stone corner details a gravel yard a green umbrella with outdoor furniture and plants at Penny Corner in Whitchurch Canonicorum
    21
    Whitchurch Canonicorum, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.6★

      Outstanding

    • Lyme Bay Holidays rating

    Penny Corner is a lovely holiday annexe in the quaint village of Whitchurch Canonicorum, Dorest. (Ref. 1138426)

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

    3 nights from Sun 29th Nov £402

    Book now
  • Exterior view of multi-story buildings with balconies and palm trees in front at 1 Bay View Court in Lyme Regis
    30
    Lyme Regis, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.6★

      Outstanding

    • Lyme Bay Holidays rating

    A seaside apartment resting in Lyme Regis, Dorset. (Ref. 1106046)

    • Wi-fi
    • Dishwasher
    • Baby-friendly

    3 nights from Sat 28th Nov £479

    Book now
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