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 stone cottage with green window frames and door with small plants outside on a street at 30 Fleet Street in Beaminster
    32
    Beaminster, Dorset
    • Sleeps5
    • Bedrooms2
    • Pet FriendlyYes

      4.9★

      Outstanding

    • Dream Cottages rating

    30 Fleet Street is a lovely, pet-friendly two bedroom cottage located in the delightful town of Beaminster, Dorset and can sleep up to 5 guests. (Ref. 1161403)

    • Pets go free
    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from Sun 29th Nov From £412

    Book now
  • A stone cottage with a path leading to the door and a grassy field with a tree and sea in the background at Washingpools in West Bexington
    28
    West Bexington, Dorset
    • Sleeps2
    • Bedrooms1
    • Pet FriendlyYes

      4.5★

      Outstanding

    • Dream Cottages rating

    Cosy property located in the coastal village of West Bexington. (Ref. 994761)

    • Pets go free
    • Off-road parking
    • Ground floor bedroom
    • Washing machine

    3 nights from Sat 28th Nov From £439

    Last booked yesterday
    Book now
  • A single story wooden house with gray roof a blue bench outside at Beside the Sea in Eype
    24
    Eype, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

      4.6★

      Outstanding

    • Dream Cottages rating

    A charming two-bedroom chalet resting on Eypes Mouth Chalet Park in Eype, Dorset. (Ref. 1089040)

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

    3 nights from Sun 29th Nov From £643

    Book now
  • A stone cottage with a wooden gate and a sign reading Salisbury Terrace surrounded by a garden at Jasmine Cottage in Kilmington Devon
    17
    Kilmington, Devon, Devon
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      4.7★

      Outstanding

    • Dream Cottages rating

    A traditional, pet-friendly, semi-detached cottage nestled in Kilmington, Devon. (Ref. 1096104)

    • Pets go free
    • Wi-fi
    • Washing machine
    • Baby-friendly

    3 nights from Wed 6th Jan From £298

    Last booked yesterday
    Book now
  • A front view of a large brick and white house with bay windows and a small porch at Dream View in Greenhill
    24
    Greenhill, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

      5.0★

      Perfect

    • Dream Cottages rating

    Located on the Esplanade in Weymouth with far reaching beach and sea views and within walking distance of the Harbour and town amenities. (Ref. 994167)

    • Wi-fi
    • Washing machine
    • Baby-friendly

    3 nights from Sun 29th Nov From £608

    Book now
  • An exterior view of a multi-story residential building with balconies and large windows at Townbridge Apartment in Weymouth
    34
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

      4.2★

      Good

    • Dream Cottages rating

    A gorgeous second-floor apartment nestled at the heart of Weymouth, Dorset. (Ref. 1111030)

    • Wi-fi
    • Dishwasher

    3 nights from Sun 29th Nov From £642

    Book now
  • A harbor with boats docked near buildings and a raised drawbridge at Harbours Edge in Brewers Quay Harbour
    27
    Brewers Quay Harbour, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

      4.3★

      Good

    • Dream Cottages rating

    Perfectly located on the harbour side in the heart of Weymouth. (Ref. 994172)

    • Wi-fi
    • Washing machine

    3 nights from Sun 29th Nov From £438

    Last booked yesterday
    Book now
  • A waterfront with boats and buildings including Buccaneer Cottage at Brewers Quay Harbour
    23
    Brewers Quay Harbour, Dorset
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes

      4.5★

      Outstanding

    • Dream Cottages rating

    Pretty cottage in the heart of Weymouth. (Ref. 994047)

    • Pets go free
    • Wi-fi
    • Ground floor bedroom
    • Dishwasher
    • Washing machine
    • Baby-friendly

    3 nights from Sat 28th Nov From £776

    Book now
  • A living room with a blue sofa and ottoman near a fireplace and television at Owls Rest in Weymouth
    36
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      4.6★

      Outstanding

    • Dream Cottages rating

    A homely, mid-terrace cottage based in Weymouth. (Ref. 1094925)

    • Pets go free
    • Wi-fi
    • Baby-friendly

    3 nights from Sat 28th Nov From £451

    Last booked 2 days ago
    Book now
  • Stone house exterior with green door and windows surrounded by plants and small trees at Fiddlesticks Cottage in Beaminster
    25
    Beaminster, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      4.7★

      Outstanding

    • Dream Cottages rating

    This detached, 19th century cottage rests in Beaminster, Devon. (Ref. 1120154)

    • Pets go free
    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from Sat 28th Nov From £486

    Last booked yesterday
    Book now
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