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Your search returned 342 cottages.

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  • A stone building with white framed windows and a door along a paved street in a residential area at Brewers Retreat in Weymouth
    Property has offers
    22
    Weymouth, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.4★

      Good

    • Dream Cottages rating

    A lovely one-bedroom holiday home perched on the outskirts of Weymouth, Dorset. (Ref. 1114655)

    • Wi-fi
    • Washing machine

    • 10% off - Wed 4th Mar to 30th Apr 2026

    3 nights from Sat 23rd May €629

    Last booked 6 hours ago
    Book now
  • A living room with sofas a patterned rug a TV and a fireplace at Brewers House in Weymouth
    38
    Weymouth, Dorset
    • Sleeps7
    • Bedrooms4
    • PetsNo

      4.3★

      Good

    • Dream Cottages rating Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon

    A tasteful, three-storey Victorian terrace cottage in the popular Dorset resort of Weymouth. (Ref. 1002126)

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

    3 nights from Sat 30th May €966

    Book now
  • The front entrance of a house with a green door and a window beside it with plants in black pots on a paved area at Sea Gem in Castletown Portland
    43
    Castletown, Portland, Dorset
    • Sleeps7
    • Bedrooms4
    • PetsNo

      4.9★

      Outstanding

    • Dream Cottages rating

    A spacious, three-storey house settled in Castletown, Portland, Dorset. (Ref. 1107230)

    • Wi-fi
    • Ground floor bedroom
    • Dishwasher

    3 nights from Tue 26th May €1091

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  • The exterior of a white terraced house with blue doors and window sills at South Harbour Cottage in Weymouth
    17
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.4★

      Good

    • Dream Cottages rating

    A pretty, renovated terraced cottage, close to the old harbour and Brewers Quay in Weymouth. (Ref. 1043009)

    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from Fri 29th May €670

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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

      4.8★

      Outstanding

    • Dream Cottages rating

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

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

    3 nights from Wed 27th May €637

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  • A cottage with a thatched roof and a garden at Happiness Cottage in Piddlehinton
    Property has offers
    35
    Piddlehinton, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.2★

      Good

    • Dream Cottages rating

    Happiness Cottage is a character cottage with a contemporary style, woodburning stove and enclosed garden resting in the village of Piddlehinton in Dorset. (Ref. 1175141)

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

    • 15% off - Wed 18th Feb to 30th Apr 2026

    3 nights from Sun 31st May €556

    Last booked 2 days ago
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  • A narrow street with houses and a view of the water at Blanche Cottage Brewers Quay Harbour
    45
    Brewers Quay Harbour, Dorset
    • Sleeps5
    • Bedrooms3
    • PetsNo

      4.8★

      Outstanding

    • Dream Cottages rating

    A fabulous, three-storey home resting near Weymouth's Old Harbour in Dorset. (Ref. 1092575)

    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from Wed 27th May €799

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  • A window with binoculars on the sill looking out to buildings a clock tower and a marina at Anchorage View in Weymouth
    30
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

    • Dream Cottages rating

    Anchorage View is a stunning, two-bedroom property resting in Weymouth, Dorset. (Ref. 1145912)

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

    3 nights from Sun 31st May €502

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  • A row of terraced houses on a street with paved sidewalk and cobblestone road at Lobster Cottage Brewers Quay Harbour
    30
    Brewers Quay Harbour, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.4★

      Good

    • Dream Cottages rating

    Lovely and comfortable cottage next to the harbour in Weymouth. (Ref. 994351)

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

    3 nights from Sun 31st May €572

    Last booked yesterday
    Book now
  • A living room with sofas and a fireplace at Otter Cottage in Weymouth
    23
    Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      5.0★

      Perfect

    • Dream Cottages rating

    A boutique, period home moments from Weymouth's iconic harbour. (Ref. 1177943)

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

    3 nights from Sun 31st May €578

    Book now
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