Chesil Beach Holiday Cottages

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Your search returned 352 cottages.

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    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.4

      Good

    • Dream Cottages rating

    Stylish semi-detached holiday cottage, one of five on-site, in Dorset's River Wey Valley, on the edge of Upwey near Weymouth. (Ref. 932157)

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

    7 nights from €710

    Secure your holiday with a 30% deposit* Book now
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.6

      Outstanding

    • Dream Cottages rating

    A pretty village lodge, close to the seaside town of Weymouth in Dorset. (Ref. 1017591)

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

    7 nights from €512

    Secure your holiday with a 30% deposit* Book now
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.7

      Outstanding

    • Dream Cottages rating

    Sleeping four in Maltings area of Weymouth, pet friendly. (Ref. 994596)

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

    7 nights from €636

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    • Sleeps6
    • Bedrooms3
    • PetsYes

      5.0

      Perfect

    • Dream Cottages rating

    A boutique, period home moments from Weymouth's iconic harbour. (Ref. 1177943)

    • Wi-fi
    • Dishwasher
    • Washing machine
    • Baby-friendly
    • €137 off - Fri 19th Dec to 26th Dec 2025

    7 nights from €723

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    • 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
    • 10% off - Thu 30th Oct to 22nd Dec 2025

    7 nights from €1161

    Secure your holiday with a 30% deposit* Book now
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.5

      Outstanding

    • Dream Cottages rating

    Cosy property located in the coastal village of West Bexington. (Ref. 994761)

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

    7 nights from €488

    Secure your holiday with a 30% deposit*
    Last booked 2 hours ago
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    • Sleeps12
    • Bedrooms5
    • PetsYes

      4.8

      Outstanding

    • Dream Cottages rating

    Luxurious 5 star contemporary property. (Ref. 993982)

    • Wi-fi
    • Off-road parking
    • Swimming pool
    • Dishwasher
    • Washing machine
    • Baby-friendly
    • Games room

    7 nights from €3836

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    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.7

      Outstanding

    • Dream Cottages rating

    A quality semi-detached holiday home, one of five in a courtyard location, close to Weymouth. (Ref. 932160)

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

    7 nights from €720

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    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.8

      Outstanding

    • Dream Cottages rating

    A modern ground floor annex in Weymouth, just moments from the beach. (Ref. 994726)

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

    7 nights from €834

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    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.6

      Outstanding

    • Dream Cottages rating

    Sleeping four near harbourside in Weymouth. (Ref. 994584)

    • Wi-fi
    • Off-road parking
    • Dishwasher
    • Washing machine
    • Baby-friendly
    • €329 off - Mon 29th Dec 2025 to 5th Jan 2026

    7 nights from €726

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    Book now
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