Short Breaks in Weymouth

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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 waterfront with boats and buildings including Buccaneer Cottage at Brewers Quay Harbour
    23
    Brewers Quay Harbour, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.5★

      Outstanding

    • Dream Cottages rating

    Pretty cottage in the heart of Weymouth. (Ref. 994047)

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

    7 nights from $1031

    Last booked 2 days ago
    Book now
  • A row of yellow terraced houses with street lamps and paved walkways at Olympic Cottage in Portland
    22
    Portland, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.6★

      Outstanding

    • Dream Cottages rating

    Modern and spacious cottage for couples or family in the Isle of Portland. (Ref. 994497)

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

    7 nights from $843

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  • A single-story house with a tiled roof and a paved driveway near the ocean at Beach Haven in West Bexington
    33
    West Bexington, Dorset
    • Sleeps8
    • Bedrooms4
    • PetsYes

      4.8★

      Outstanding

    • Dream Cottages rating

    Detached chalet bungalow in West Bexington, Dorset. (Ref. 1017936)

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

    7 nights from $1676

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  • A living room with a dining table and sofa at Seagull & Chips in Weymouth
    New property
    34
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

    • 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 $736

    Book now
  • An outside view of a small brick building with a red door and a window with plants and a green utility box at Fountain Cottage in Weymouth
    16
    Weymouth, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.7★

      Outstanding

    • Dream Cottages rating

    A cosy stone cottage for two this is the ideal place to spend quality time together, walking and exploring the local area. (Ref. 994208)

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

    7 nights from $686

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  • A brick house with a brown door and windows a driveway wooden benches and a garage at Chickerell House Weymouth
    32
    Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.5★

      Outstanding

    • Dream Cottages rating

    Chickerell House is a pleasant, detached holiday home resting in the seaside town of Weymouth, Dorset. (Ref. 1152691)

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

    7 nights from $837

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  • Exterior view of a brick building with balconies windows and surrounding garden at Ocean Watch 5 in Greenhill
    17
    Greenhill, Dorset
    • Sleeps5
    • Bedrooms3
    • PetsNo

      4.4★

      Good

    • Dream Cottages rating

    Modern, bright apartment with sea views over to Weymouth Bay. (Ref. 1098447)

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

    7 nights from $910

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  • 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
    • PetsNo

      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 $1165

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  • A living room with a sofa and dining table at Red Rose Apartment in Weymouth
    22
    Weymouth, Dorset
    • Sleeps3
    • Bedrooms1
    • PetsNo

    • Dream Cottages rating

    Red Rose Apartment is a centrally located apartment resting in Weymouth, Dorset and boasts parking, sea views and is within walking distance of the beach. (Ref. 1190887)

    • Wi-fi
    • Washing machine

    7 nights from $1188

    Book now
  • A brick house with white framed windows a white garage door and a paved driveway at Portside Greenhill Weymouth
    24
    Greenhill Weymouth, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.4★

      Good

    • Dream Cottages rating

    This plush, two-storey property is located in the Greenhill suburb of Weymouth, Dorset. (Ref. 1093991)

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

    7 nights from $737

    Book now
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