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 house with a deck and garden at Little Retreat in Upwey
    27
    Upwey, Dorset
    • Sleeps2
    • Bedrooms1
    • Pet FriendlyNo

      4.9★

      Outstanding

    • Dream Cottages rating

    Village pubs and tea rooms. (Ref. 994358)

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

    7 nights from From £485

    Book now
  • The exterior entrance of a red brick building with blue door and blue trim around windows at Seasides in Weymouth
    57
    Weymouth, Dorset
    • Sleeps13
    • Bedrooms6
    • Pet FriendlyNo

      5.0★

      Perfect

    • Dream Cottages rating

    Lovingly renovated Seasides offers, beach, sea and harbour views, suitable for large family gatherings close to shops and amenities. (Ref. 1056791)

    • Wi-fi
    • Off-road parking
    • Dishwasher
    • Washing machine
    • Baby-friendly
    • Games room
    • Sky TV

    7 nights from From £2111

    Book now
  • A garden with grass a wooden deck with a swing and a patio with chairs and a table at Blue Waters in Weymouth
    25
    Weymouth, Dorset
    • Sleeps2
    • Bedrooms1
    • Pet FriendlyNo

      5.0★

      Perfect

    • Dream Cottages rating

    A delightful, one-bedroom holiday home resting in Weymouth, Dorset. (Ref. 1133982)

    • Wi-fi
    • Dishwasher

    7 nights from From £612

    Book now
  • A living room with a grey sofa with colorful cushions a glass coffee table and a fireplace at Ocean Retreat in Weymouth
    14
    Weymouth, Dorset
    • Sleeps2
    • Bedrooms1
    • Pet FriendlyNo

      4.9★

      Outstanding

    • Dream Cottages rating

    A stylish and contemporary apartment set in the town of Weymouth, Dorset. (Ref. 1072234)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from From £773

    Book now
  • A two-story corner house with a pink brick exterior and a bay window at Mermaid House in Brewers Quay Harbour
    41
    Brewers Quay Harbour, Dorset
    • Sleeps5
    • Bedrooms3
    • Pet FriendlyNo

      4.8★

      Outstanding

    • Dream Cottages rating

    This stylish and neat holiday home rests in Brewers Quay Harbour in Weymouth, Dorset. (Ref. 1093760)

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

    7 nights from From £619

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  • Front entrance of Bay View Hotel with brick buildings and ivy on walls in Weymouth
    49
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

      4.9★

      Outstanding

    • Dream Cottages rating

    One @ No36 is a delightful duplex apartment with the beach on your doorstep, with the convenience of off-road parking, in Weymouth, Dorset. (Ref. 1162201)

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

    7 nights from From £771

    Book now
  • Exterior view of a stone house with white framed windows a white garage door and a small porch at Fisherbridge Cottage Weymouth
    39
    Weymouth, Dorset
    • Sleeps7
    • Bedrooms4
    • Pet FriendlyNo

      4.8★

      Outstanding

    • Dream Cottages rating

    This pretty, detached cottage lies in Preston, Dorset. (Ref. 1119018)

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

    7 nights from From £661

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  • An exterior view of a stone cottage with benches and a gate with a Follis Cottage sign in Nottington
    13
    Nottington, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

      4.8★

      Outstanding

    • Dream Cottages rating

    Comfortable cottage for couples or small family in Nottington, Dorset. (Ref. 994199)

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

    7 nights from From £511

    Last booked yesterday
    Book now
  • 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 £693

    Book now
  • 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
    Property has offers
    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

    • 15% off - Sat 10th Oct to 17th Oct 2026

    7 nights from From £706

    Book now
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