Osmington Cottages

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    A property's star rating is the average of the star ratings received from guests that wish for their review to be published
  • A backyard patio with a glass table and chairs purple flowers a wooden bench and a wooden swing at Anchors Away in Weymouth
    34
    Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.6★

      Outstanding

    • Dream Cottages rating

    A wonderful three-storey holiday cottage settled in the seaside resort of Weymouth in Dorset. (Ref. 1096129)

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

    7 nights from $950

    Book now
  • A balcony with a round table holding a bottle and two wine glasses with two chairs and a sea view at Sunbeach in Weymouth
    24
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.6★

      Outstanding

    • Dream Cottages rating

    A neat, first-floor apartment set overlooking the Pavillion on Weymouth seafront. (Ref. 1123724)

    • Wi-fi

    7 nights from $765

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  • A brick apartment building with balconies and parking at Brewery View in Weymouth
    22
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

    • Dream Cottages rating

    Brewery View is a stylish, first-floor apartment near the beach in Weymouth, Dorset, with an open-plan living space, balcony, and designated parking. (Ref. 1189426)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from $711

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  • A street view of terraced houses with white doors and windows at Angel Cottage in Weymouth
    Property has offers
    25
    Weymouth, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.6★

      Outstanding

    • Dream Cottages rating

    A characterful one-bedroom property resting in Weymouth, Dorset. (Ref. 1125691)

    • Wi-fi

    • 10% off - Sat 30th May to 5th Sep 2026

    7 nights from $479

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  • A row of terraced houses with different colored facades along a street at Old Harbour Townhouse in Weymouth
    31
    Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.7★

      Outstanding

    • Dream Cottages rating

    Old Harbour Townhouse, a delightful, three-storey abode set in the seaside town of Weymouth in Dorset. (Ref. 1159836)

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

    7 nights from $965

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  • 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

      4.8★

      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 $889

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  • A building with apartments and boats at Harbourside Apartment Weymouth
    23
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.7★

      Outstanding

    • Dream Cottages rating

    Harbourside Apartment is a waterfront retreat in Weymouth, Dorset, offering views of the town bridge and harbour with convenient access to amenities. (Ref. 1189387)

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

    7 nights from $874

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  • Exterior of a white two-story house with a pitched roof and blue front door at The White Cottage in Weymouth
    51
    Weymouth, Dorset
    • Sleeps9
    • Bedrooms4
    • PetsYes

      4.8★

      Outstanding

    • Dream Cottages rating

    A stunning, detached home resting in Weymouth, Dorset. (Ref. 1022573)

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

    7 nights from $1424

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  • An exterior courtyard with stone buildings a staircase and no parking signs at George's House in Brewers Quay Harbour
    28
    Brewers Quay Harbour, Dorset
    • Sleeps7
    • Bedrooms4
    • PetsYes

      4.7★

      Outstanding

    • Dream Cottages rating

    Four bedrooms in Kellaway Court, Weymouth. (Ref. 994219)

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

    7 nights from $1131

    Book now
  • An exterior view of a multi-story residential building with balconies and large windows at Townbridge Apartment in Weymouth
    34
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.2★

      Good

    • Dream Cottages rating

    A gorgeous second-floor apartment nestled at the heart of Weymouth, Dorset. (Ref. 1111030)

    • Wi-fi
    • Dishwasher

    7 nights from $860

    Last booked yesterday
    Book now
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