Self-Catering Weymouth Cottages

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Your search returned 288 cottages.

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  • An old stone building with multiple gables and windows behind a stone wall at The Old Portland Courthouse in Portland
    33
    Portland, Dorset
    • Sleeps8
    • Bedrooms4
    • PetsNo

      4.2★

      Good

    • Dream Cottages rating

    The Old Portland Courthouse is spacious, comfortable luxury holiday home. (Ref. 994487)

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

    7 nights from £1176

    Secure your holiday with a 30% deposit* Book now
  • A row of terraced houses with stairs leading to the front doors and balconies above on a clear day at Wessex View in Weymouth
    23
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.2★

      Good

    • Dream Cottages rating

    This is a beautiful ground-floor apartment within a townhouse on the Weymouth seafront in Dorset. (Ref. 1034440)

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

    7 nights from £631

    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 wooden house with skylights and a small garden area surrounded by trees at Roman Lodge in Osmington
    30
    Osmington, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.5★

      Outstanding

    • Dream Cottages rating

    A bright and airy lodge resting in Osmington near Preston, Dorset. (Ref. 1093891)

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

    7 nights from £669

    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

      4.2★

      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
  • A building with windows and a door at Lily's Pad in Weston, Portland
    New property
    25
    Weston, Portland, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

    • Dream Cottages rating

    Lily's Pad is an intimate apartment in Weston, Dorset, with ground-floor living and is close to the picturesque coastline, alongside several amenities. (Ref. 1173596)

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

    7 nights from £398

    Secure your holiday with a 30% deposit* Book now
  • A stone and wood house with a tiled roof and grass in front at The Courthouse in Sutton Poyntz
    20
    Sutton Poyntz, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.2★

      Good

    • Dream Cottages rating

    Detached property in village of Sutton Poyntz. (Ref. 994127)

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

    7 nights from £766

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  • Exterior view of a brick terraced house with blue door white window and small hedge at Leo's Place in Weymouth
    33
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.6★

      Outstanding

    • Dream Cottages rating

    A well-presented property nestled in the heart of Weymouth, Dorset. (Ref. 1134491)

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

    7 nights from £614

    Secure your holiday with a 30% deposit* Book now
  • Stone cottage with thatched roof and white door with windows at Laurel Cottage in Osmington
    21
    Osmington, Dorset
    • Sleeps3
    • Bedrooms2
    • PetsYes

      4.0★

      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 £468

    Secure your holiday with a 30% deposit* Book now
  • A living room with a blue sofa and ottoman near a fireplace and television at Owls Rest in Weymouth
    33
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.5★

      Outstanding

    • Dream Cottages rating

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

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

    7 nights from £567

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