Self-Catering Weymouth Cottages

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  • A large brick house with white framed windows and a red roof surrounded by trees and bushes at Bayview Loft in Weymouth
    22
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

      4.5★

      Outstanding

    • Dream Cottages rating

    A period conversion apartment Bayview Loft is located in an upmarket development in a highly desirable area of Weymouth in Dorset. (Ref. 1085793)

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

    7 nights from From £504

    Book now
  • Exterior view of three adjacent terraced houses with bay windows and chimneys at Harbourside House in Brewers Quay Harbour
    Property has offers
    50
    Brewers Quay Harbour, Dorset
    • Sleeps8
    • Bedrooms4
    • Pet FriendlyNo

      4.3★

      Good

    • Dream Cottages rating

    Beautiful holiday cottage over three floors beside Old Harbour in Weymouth. (Ref. 994256)

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

    • 10% off - Wed 1st Jul to 31st Aug 2026

    7 nights from From £1364

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  • A brick exterior with white doors windows hanging plants and a sculpture at Barley Mews Brewers Quay Harbour
    50
    Brewers Quay Harbour, Dorset
    • Sleeps9
    • Bedrooms4
    • Pet FriendlyNo

      4.4★

      Good

    • Dream Cottages rating

    A beautiful conversion of the Devenish Brewery malthouse, just moments from the harbourside. (Ref. 993976)

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

    7 nights from From £1209

    Book now
  • A living room with a dining table and sofa at Seagull & Chips in Weymouth
    New property
    35
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

    • Dream Cottages rating

    Seagull & Chips is a contemporary duplex apartment in Weymouth, Dorset, boasting easy beach access and close proximity to shops, pubs, and the marina. (Ref. 1176268)

    • Wi-fi
    • Dishwasher

    7 nights from From £469

    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
    • Pet FriendlyYes

      4.8★

      Outstanding

    • Dream Cottages rating

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

    • Pets go free
    • Wi-fi
    • Off-road parking
    • Washing machine
    • Baby-friendly

    7 nights from From £626

    Book now
  • A living room with teal sofas a wooden coffee table a television on a corner stand and a dining area with wooden chairs at Louisa Cottage Brewers Quay Harbour
    23
    Brewers Quay Harbour, Dorset
    • Sleeps5
    • Bedrooms3
    • Pet FriendlyYes

      4.4★

      Good

    • Dream Cottages rating

    Beautiful and spacious cottage over three floors in Weymouth. (Ref. 994354)

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

    7 nights from From £537

    Book now
  • The exterior of a house with white walls and wooden paneling a patio area with a table umbrella and chairs at Whitegates Lodge in Osmington
    15
    Osmington, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

      4.9★

      Outstanding

    • Dream Cottages rating

    Link detached modern annex lodge in the Dorset Coastal village of Osmington. (Ref. 994794)

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

    7 nights from From £1039

    Book now
  • A two story detached house with bay windows and a central front door with plants on each side at Family House in Weymouth
    46
    Weymouth, Dorset
    • Sleeps12
    • Bedrooms6
    • Pet FriendlyNo

      4.5★

      Outstanding

    • Dream Cottages rating

    A spacious, detached, three-storey house nestled in Weymouth, Dorset. (Ref. 1080182)

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

    7 nights from From £1302

    Book now
  • A stone house with a tiled roof and a paved driveway at Sunningdale Rise in Preston
    46
    Preston, Dorset
    • Sleeps8
    • Bedrooms4
    • Pet FriendlyNo

      4.8★

      Outstanding

    • Dream Cottages rating

    Sunningdale Rise is a striking, detached home on a gated development with off-road parking, close to a beach, in the village of Preston in Dorset. (Ref. 1149947)

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

    7 nights from From £1362

    Book now
  • A living room with a blue sofa and television at Saddlers Cottage in Weymouth
    17
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      4.6★

      Outstanding

    • Dream Cottages rating

    A well-positioned, two-bedroom home resting in Weymouth, Dorset. (Ref. 1132007)

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

    7 nights from From £417

    Book now
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