Chesil Beach Holiday Cottages

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  • 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 $886

    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 $1042

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  • A single-story house with a garage and a lawn at Shipton Hill View in Shipton Gorge
    36
    Shipton Gorge, Dorset
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes

      4.8★

      Outstanding

    • Dream Cottages rating

    Situated in a stunning loaction overlooking hills in Dorset. (Ref. 994654)

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

    7 nights from From $1092

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  • A wooden front door next to a window with shutters and a gray mailbox numbered 20 at Smugglers Cottage in Weymouth
    27
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

      4.9★

      Outstanding

    • Dream Cottages rating

    A contemporary, three-storey property resting by the harbour in Weymouth, Dorset. (Ref. 1058500)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from From $875

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  • A bungalow with a tiled roof and gravel front garden with plants at The Willows in Preston Weymouth
    31
    Preston, Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

      4.8★

      Outstanding

    • Dream Cottages rating

    This delightful, two-bedroom bungalow rests in Preston, Dorset. (Ref. 1126160)

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

    7 nights from From $837

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  • A view of buildings and beach at 32 Bowleaze Coveway in Preston
    Property has offers
    33
    Preston, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

      4.4★

      Good

    • Dream Cottages rating

    Bella Rosa a house in Preston, Dorset, boasts an en-suite bedroom, parking, beach views and proximity to Dorset's beaches and amenities. (Ref. 1199281)

    • Wi-fi
    • Ground floor bedroom
    • Washing machine

    • 10% off - Mon 13th Jul to 31st Dec 2026

    7 nights from From $704

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  • A garden with a shed and patio overlooking a bay with sailboats at Rainbow's End in Cove Castle
    27
    Cove Castle, Dorset
    • Sleeps5
    • Bedrooms3
    • Pet FriendlyNo

      4.8★

      Outstanding

    • Dream Cottages rating

    2-minute walk to Sandsfoot beach and the South West Coast path. (Ref. 994582)

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

    7 nights from From $956

    Last booked yesterday
    Book now
  • A three-story red brick residential building with multiple white-framed windows and black doors at Admiral's Quarter Apartment 5 in Weymouth
    11
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

      4.6★

      Outstanding

    • Dream Cottages rating

    A well-presented, ground-floor apartment in Weymouth, Dorset. (Ref. 1126298)

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

    7 nights from From $628

    Book now
  • Quay Cottage - 994576 - photo 1
    28
    Weymouth, Dorset
    • Sleeps5
    • Bedrooms3
    • Pet FriendlyNo

      4.9★

      Outstanding

    • Dream Cottages rating

    Quay cottage is a period terraced property in Weymouth. (Ref. 994576)

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

    7 nights from From $790

    Book now
  • A garden with chairs and flowers at Vine Cottage in Burton Bradstock
    39
    Burton Bradstock, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      4.8★

      Outstanding

    • Dream Cottages rating

    Vine Cottage is a beautiful 17th-century stone cottage tucked away in the heart of the charming village of Burton Bradstock, Dorset. (Ref. 1189482)

    • Pets go free
    • Wi-fi
    • Off-road parking
    • Dishwasher

    7 nights from From $741

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