Short Breaks in Weymouth

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Your search returned 284 cottages.

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  • A dining and living area with a round table set for four near large windows and a glass door overlooking an outdoor area with a lighthouse visible beyond at Coastguard View in Portland Bill
    27
    Portland Bill, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

    • Dream Cottages rating

    Coastguard View is a lovely holiday cottage resting near the coast in Portland Bill on the Isle of Portland, Dorset with a Smart TV and open-plan space. (Ref. 1169819)

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

    7 nights from €641

    Secure your holiday with a 30% deposit* Book now
  • A white three-story residential building with a black and white tiled walkway leading to a black door at 66 3 Compass Point in Weymouth
    22
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.9★

      Outstanding

    • Dream Cottages rating

    3 Compass Point is a stylish, ground-floor apartment resting in Weymouth, Dorset. (Ref. 1129014)

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

    7 nights from €770

    Secure your holiday with a 30% deposit* Book now
  • A window view of a park with people sitting and walking near the sea with boats sailing and a model sailboat on the windowsill at Sea King House in Cove Castle
    34
    Cove Castle, Dorset
    • Sleeps5
    • Bedrooms3
    • PetsYes

      4.2★

      Good

    • Dream Cottages rating

    Located close to the town centre, Sea King house is a modern holiday home sleeping up to 5 people. (Ref. 994638)

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

    7 nights from €930

    Secure your holiday with a 30% deposit* Book now
  • A stone cottage with a thatched roof and a wooden table and benches outside at Magnolia Cottage Osmington
    41
    Osmington, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.1★

      Good

    • Dream Cottages rating

    Magnolia cottage is situated in Osmington. (Ref. 994367)

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

    7 nights from €645

    Secure your holiday with a 30% deposit* Book now
  • A balcony with glass table and chairs overlooking buildings and a body of water at Panoramic View in Castletown Portland
    22
    Castletown, Portland, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.2★

      Good

    • Dream Cottages rating

    A well-presented, modern apartment on the rugged Isle of Portland. (Ref. 1034885)

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

    7 nights from €632

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  • A front view of a three-story end terrace house with a lawn and driveway at The Ferns in Weymouth
    25
    Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.5★

      Outstanding

    • Dream Cottages rating

    Comfortable family seaside holiday home in Weymouth. (Ref. 994187)

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

    7 nights from €878

    Secure your holiday with a 30% deposit* Book now
  • The exterior entrance of a white building with potted plants and stone wall at The Town House in Dorchester
    42
    Dorchester, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.7★

      Outstanding

    • Dream Cottages rating

    A charming townhouse set over three floors in the centre of Dorchester. (Ref. 1077743)

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

    7 nights from €949

    Secure your holiday with a 30% deposit* Book now
  • A harbor scene with boats under a bridge and buildings along the waterfront at Old Harbour View Brewers Quay Harbour
    21
    Brewers Quay Harbour, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      3.8★

      Good

    • Dream Cottages rating

    Harbourside first floor apartment with balcony. (Ref. 994482)

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

    7 nights from €743

    Secure your holiday with a 30% deposit* Book now
  • A beachfront with kayaks lined up near houses and water at Fairways in Wyke Regis
    22
    Wyke Regis, Dorset
    • Sleeps5
    • Bedrooms3
    • PetsNo

      4.7★

      Outstanding

    • Dream Cottages rating

    Fairways is a delightful house situated less than 2 mins walk to Smallmouth beach in Wyke Regis, Dorset, boasting an enclosed garden, Smart TV, and private driveway parking. (Ref. 1047698)

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

    7 nights from €608

    Secure your holiday with a 30% deposit*
    Last booked 1 hour ago
    Book now
  • The front exterior of a red brick house with white framed windows and a white front door at 74 Reap Lane Southwell near Weston
    30
    Southwell near Weston, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.4★

      Good

    • Dream Cottages rating

    74 Reap Lane is a lovely home resting near the village of Weston, on the Isle of Portland in Dorset. (Ref. 1158199)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from €547

    Secure your holiday with a 30% deposit* Book now
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