Self-Catering Weymouth Cottages

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Your search returned 293 cottages.

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  • Stone cottage with thatched roof and white door with windows at Laurel Cottage in Osmington
    21
    Osmington, Dorset
    • Sleeps3
    • Bedrooms2
    • PetsYes

      4.1★

      Good

    • Dream Cottages rating

    A charming thatched roof character cottage resting in the village of Osmington, Dorset. (Ref. 1064960)

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

    7 nights from £460

    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 £566

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    Book now
  • A stone cottage with a green door and white framed windows with a garden and flowers at Norden Cottage in Osmington
    33
    Osmington, Dorset
    • Sleeps5
    • Bedrooms3
    • PetsYes

      4.8★

      Outstanding

    • Dream Cottages rating

    Norden Cottage is a fine, three-bedroom abode resting in Osmington, Dorset. (Ref. 1149647)

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

    7 nights from £654

    Secure your holiday with a 30% deposit* Book now
  • A living room with blue sofas a wooden coffee table and red rug by large windows overlooking the sea at Weymouth Bay in Weymouth
    22
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.4★

      Good

    • Dream Cottages rating

    A well-appointed apartment resting in Weymouth, Dorset. (Ref. 1003082)

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

    7 nights from £657

    Secure your holiday with a 30% deposit* Book now
  • 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 £765

    Secure your holiday with a 30% deposit* Book now
  • A narrow street with houses on the right and a brick wall with plants on the left at Firkin Cottage Brewers Quay Harbour
    22
    Brewers Quay Harbour, Dorset
    • Sleeps6
    • Bedrooms4
    • PetsNo

      4.7★

      Outstanding

    • Dream Cottages rating

    Comfortable renovated cottage with rear garden and close to the town centre. (Ref. 994191)

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

    7 nights from £510

    Secure your holiday with a 30% deposit*
    Last booked 2 days ago
    Book now
  • An aerial view of a building with a gravel driveway a parked car a fenced garden area and pathways surrounded by trees at Casterbridge Upwey near Weymouth
    33
    Upwey near Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.5★

      Outstanding

    • Dream Cottages rating

    Superb, modern semi-detached holiday cottage, one of five on-site, on the edge of the Dorset village of Upwey, near Weymouth. (Ref. 932161)

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

    7 nights from £695

    Secure your holiday with a 30% deposit* Book now
  • A brick terraced house with bay windows and a front door numbered 7 with adjacent houses at Seahorse Cottage in Weymouth
    21
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.4★

      Good

    • Dream Cottages rating

    Delightful stone terraced cottage close to Old Harbour in Weymouth, Dorset. (Ref. 1000703)

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

    7 nights from £594

    Secure your holiday with a 30% deposit* Book now
  • A window seat with two mugs and a muffin on a tray overlooking a carousel and seaside at Shore View in Weymouth
    55
    Weymouth, Dorset
    • Sleeps10
    • Bedrooms5
    • PetsYes

      4.7★

      Outstanding

    • Dream Cottages rating

    26 Esplanade, a delightful coastal holiday home nestled in the town of Weymouth in Dorset. (Ref. 1118900)

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

    7 nights from £1171

    Secure your holiday with a 30% deposit* Book now
  • A balcony with a round glass table and wicker chairs overlooking a marina and trees at Sunset View in Castletown Portland
    50
    Castletown, Portland, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.3★

      Good

    • Dream Cottages rating

    Sunset View is a perfectly-positioned, fifth-floor apartment residing in Castletown, Dorset. (Ref. 1141111)

    • Wi-fi
    • Dishwasher
    • Baby-friendly

    7 nights from £487

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    Book now
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