Winter Short Breaks in Dorset

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Your search returned 326 cottages.

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    • Sleeps5
    • Bedrooms3
    • PetsYes

      4.6

      Outstanding

    • Dream Cottages rating

    Sunny Croft is a delightful 1930s bungalow in Broadmayne, near Dorchester, Dorset. (Ref. 977681)

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

    3 nights from Sun 1st Mar €844

    • Sleeps8
    • Bedrooms3
    • PetsNo

      4.8

      Outstanding

    • Dream Cottages rating

    On Weymouth Harbourside this is an extraordinarily spacious apartment, sleeps 8, tastefully renovated, Large en-suite showers to all rooms, harbour views, WiFi. (Ref. 994463)

    • Wi-fi
    • Dishwasher
    • Washing machine
    • Baby-friendly
    • 15% off - Mon 23rd Feb to 2nd Apr 2026

    3 nights from Sun 1st Mar €1158

    • Sleeps4
    • Bedrooms2
    • PetsYes

      5.0

      Perfect

    • Dream Cottages rating

    A lodge sleeping four people, Bowleaze area of Weymouth. (Ref. 994500)

    • Wi-fi
    • Off-road parking
    • Ground floor bedroom
    • Washing machine
    • Baby-friendly
    • 10% off - Sat 28th Feb to 14th Mar 2026

    3 nights from Sun 1st Mar €794

    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.4

      Good

    • Dream Cottages rating

    Fisherman's Cottage, King Street, is a charming cottage resting in Fortuneswell, Dorset. (Ref. 1152166)

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

    3 nights from Tue 3rd Mar €544

    Last booked 1 hour ago
    Book now
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.6

      Outstanding

    • Dream Cottages rating

    A well-positioned, three-storey home resting in Weymouth, Dorset. (Ref. 1122030)

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

    3 nights from Sun 1st Mar €741

    • Sleeps3
    • Bedrooms2
    • PetsYes

      4.2

      Good

    • Dream Cottages rating

    A traditional, thatched cottage nestled in Burton Bradstock, close to Dorset's Jurassic Coast. (Ref. 1135014)

    • Wi-fi
    • Washing machine

    3 nights from Sun 1st Mar €550

    Last booked 2 days ago
    Book now
    • Sleeps6
    • Bedrooms3
    • PetsYes

      5.0

      Perfect

    • Dream Cottages rating

    This well-presented three-bedroom property resides in Piddletrenthide, Dorset. (Ref. 1130975)

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

    3 nights from Sun 1st Mar €918

    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.1

      Good

    • Dream Cottages rating

    High quality accommodation located in one of Dorset’s popular areas of West Bay. (Ref. 994629)

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

    3 nights from Sun 1st Mar €1043

    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.5

      Outstanding

    • Dream Cottages rating

    A delightful Weymouth terraced cottage, sleeps 4, close to the harbour and walking distance to the beach. (Ref. 1132245)

    • Wi-fi
    • Washing machine

    3 nights from Sun 1st Mar €616

    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.8

      Outstanding

    • Dream Cottages rating

    A fabulous three-bedroom holiday home in Wyke Regis, Dorset. (Ref. 1103441)

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

    3 nights from Sun 1st Mar €817

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