Winter Short Breaks in Dorset

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Your search returned 480 cottages.

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  • A wooden cabin with a balcony, outdoor seating, and a hot tub on a grassy area at Swan Lodge Castle Farm in Wedmore
    19
    Save £60 with code BFDEAL60
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.9

      Outstanding

    • Dream Cottages rating

    A high-quality, modern lodge sat on the outskirts of charming Wedmore in Somerset. (Ref. 983734)

    • Wi-fi
    • Off-road parking
    • Electric car charging
    • Ground floor bedroom
    • Hot Tub
    • Dishwasher

    3 nights from Mon 1st Dec £709

    Secure your holiday with a 30% deposit* Book now
  • A small outdoor seating area with chairs and a table surrounded by flowers in front of a brick house with blue shutters at Garibaldi Cottage in Weymouth
    38
    Save £60 with code BFDEAL60
    • Sleeps4
    • Bedrooms2
    • PetsNo

      5.0

      Perfect

    • Dream Cottages rating

    Garibaldi Cottage is a lovely, coastal home resting in the town of Weymouth in Dorset, enjoying close proximity to a nearby shop, beach, and pub. (Ref. 1156408)

    • Wi-fi
    • Washing machine
    • Baby-friendly

    3 nights from Sun 30th Nov £342

    Secure your holiday with a 30% deposit* Book now
  • A sitting area with two sofas and a dining table with chairs overlooking the sea at Sandpiper Chalet in Eype
    28
    Save £60 with code BFDEAL60
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.6

      Outstanding

    • Dream Cottages rating

    A charming single-storey holiday home nestled in the quaint village of Eype, Dorset. (Ref. 1078226)

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

    3 nights from Sun 30th Nov £522

    Secure your holiday with a 30% deposit* Book now
  • A building facade with multiple windows and a front door at 9 The Esplanade
    New property
    67
    Save £60 with code BFDEAL60
    • Sleeps13
    • Bedrooms7
    • PetsNo
    • Dream Cottages rating

    The Warwick is a spacious holiday home in Weymouth, Dorset Coast, with seven TVs, en-suite bedrooms and central location. (Ref. 1182836)

    • Wi-fi
    • Dishwasher

    3 nights from Sat 3rd Jan £1612

    Secure your holiday with a 30% deposit* Book now
  • A large two-story house with multiple sliding glass doors and windows and outdoor seating on a grassy yard at Shutts House Garden Apartment in Coombe Bissett
    32
    Save £60 with code BFDEAL60
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.7

      Outstanding

    • Dream Cottages rating

    Absolutely stunning, luxurious ground floor accommodation at the eastern end of Wiltshire's beautiful Chalke Valley. (Ref. 1016405)

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

    3 nights from Sun 30th Nov £970

    Secure your holiday with a 30% deposit*
    Last booked 9 hours ago
    Book now
  • A balcony with two chairs a table with a bottle of champagne and glasses overlooking greenery and water at Waters Edge in Wyke Regis
    Property has offers
    35
    Save £60 with code BFDEAL60
    • Sleeps5
    • Bedrooms3
    • PetsYes

      4.8

      Outstanding

    • Dream Cottages rating

    Modern family house located on the edge of Weymouth, with sea views. (Ref. 994759)

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

    3 nights from Sat 6th Dec £656

    Secure your holiday with a 30% deposit* Book now
  • A street view with stone cottages and a thatched roof at Greenham Cottage in Norton-sub-Hamdon
    31
    Save £60 with code BFDEAL60
    • Sleeps5
    • Bedrooms2
    • PetsNo

      4.8

      Outstanding

    • Dream Cottages rating

    A character property, resting within the delightful village of Norton-sub-Hamdon. (Ref. 1000796)

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

    3 nights from Sat 3rd Jan £420

    Secure your holiday with a 30% deposit* Book now
  • A three-story red brick residential building with multiple white-framed windows and black doors at Admiral's Quarter Apartment 5 in Weymouth
    11
    Save £60 with code BFDEAL60
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.7

      Outstanding

    • Dream Cottages rating

    A well-presented, ground-floor apartment in Weymouth, Dorset. (Ref. 1126298)

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

    3 nights from Sun 30th Nov £354

    Secure your holiday with a 30% deposit*
    Last booked 5 hours ago
    Book now
  • A backyard with a green lawn a patio dining set with an umbrella and a house with large windows and a sloped roof at Kings Cottage - South in Broad Chalke
    Property has offers
    52
    Save £60 with code BFDEAL60
    • Sleeps8
    • Bedrooms4
    • PetsYes

      4.9

      Outstanding

    • Dream Cottages rating

    Exceptional, lovingly restored cottage in Wiltshire's beautiful Chalke Valley. (Ref. 988982)

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

    3 nights from Sat 6th Dec was £1155 £993

    Secure your holiday with a 30% deposit* Book now
  • A wooden cabin with a metal roof and green doors surrounded by a fenced patio with a picnic table and potted plants at Little Willow in Farrington near Child Okeford
    26
    Save £60 with code BFDEAL60
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.9

      Outstanding

    • Dream Cottages rating

    A superb cottage situated in the rural settlement of Farrington in Dorset. (Ref. 1003500)

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

    3 nights from Thu 11th Dec £340

    Secure your holiday with a 30% deposit* Book now
Most relevant
  • Most relevant
  • Price (lowest first)
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