Upwey 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 street view of terraced houses with white doors and windows at Angel Cottage in Weymouth
    25
    Weymouth, Dorset
    • Sleeps2
    • Bedrooms1
    • Pet FriendlyNo

      4.6★

      Outstanding

    • Dream Cottages rating

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

    • Wi-fi

    7 nights from From $424

    Book now
  • A marina with boats and yachts docked and buildings in the background at Harbourside Haven Apartment 1 in Weymouth
    18
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

      4.8★

      Outstanding

    • Dream Cottages rating

    A superb first-floor apartment resting in Weymouth, Dorest. (Ref. 1059262)

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

    7 nights from From $813

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  • Front view of a brick terraced house with bay windows and a black front door at Pedaller's Cottage in Weymouth
    33
    Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyNo

      4.9★

      Outstanding

    • Dream Cottages rating

    Located in a quiet residential street in Weymouth, Pedaller’s cottage is a delightful home for families. (Ref. 994539)

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

    7 nights from From $1059

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  • Two armchairs with striped cushions by bay windows overlooking a beach at Three @ No36 in Weymouth
    33
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

      4.9★

      Outstanding

    • Dream Cottages rating

    Three @ No36, a delightful, second-floor apartment situated in the town of Weymouth in Dorset, enjoying sea views with the beach on your doorstep. (Ref. 1162204)

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

    7 nights from From $911

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  • A patio with a round table and chairs under a green umbrella surrounded by potted plants and garden furniture at Sixpenny Cottage in Upwey
    18
    Upwey, Dorset
    • Sleeps2
    • Bedrooms1
    • Pet FriendlyNo

      4.8★

      Outstanding

    • Dream Cottages rating

    This picturesque cottage, situated in the village of Upwey, with parking. (Ref. 994658)

    • Wi-fi
    • Washing machine
    • Baby-friendly

    7 nights from From $647

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  • A house with a garden and stone wall at 12 West Street Weymouth
    37
    Chickerell, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

    • Dream Cottages rating

    September Cottage is a charming cottage in Chickerell, Dorset, featuring a conservatory, gas fire, and a multi-tiered garden with patio near the beach. (Ref. 1202453)

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

    7 nights from From $727

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  • A living room with leather sofas glass coffee table and a television near large windows overlooking boats at Harbourside Haven Apartment 4 in Weymouth
    20
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

      4.6★

      Outstanding

    • Dream Cottages rating

    A stylish and contemporary apartment overlooking Weymouth Harbour in Dorset. (Ref. 1059265)

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

    7 nights from From $825

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  • A backyard with a glass conservatory attached to a stone and tile roof building and wooden outdoor furniture on a patio at Fossil Barn in Weymouth
    18
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

      4.9★

      Outstanding

    • Dream Cottages rating

    Contemporary barn conversion, close to the Dorset coast. (Ref. 994207)

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

    7 nights from From $928

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  • A small dining area with a round table set for four near a window with a view of the beach and ocean at 5 The Beaches Weymouth
    18
    Weymouth, Dorset
    • Sleeps2
    • Bedrooms1
    • Pet FriendlyNo

      4.8★

      Outstanding

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

    Beautiful seafront apartment within the popular resort of Weymouth in Dorset. (Ref. 1003083)

    • Wi-fi
    • Dishwasher

    7 nights from From $672

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  • An outdoor balcony with a table set with plates cups a teapot and pastries with buildings in the background at Spindrift Brewers Quay Harbour
    38
    Brewers Quay Harbour, Dorset
    • Sleeps6
    • Bedrooms4
    • Pet FriendlyNo

      4.6★

      Outstanding

    • Dream Cottages rating

    Spindrift is a characterful, home resting upon Brewers Quay Harbour in Dorset. (Ref. 1137640)

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

    7 nights from From $839

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