Chesil Beach Holiday Cottages

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Your search returned 358 cottages.

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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
    Property has offers
    18
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.9★

      Outstanding

    • Dream Cottages rating

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

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

    • 5% off - Sat 11th Oct to 31st Oct 2025

    7 nights from £636

    Secure your holiday with a 30% deposit* Book now
  • A row of terraced houses with white and yellow facades and a sidewalk at Brewers Quay Harbour
    29
    Brewers Quay Harbour, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.6★

      Outstanding

    • Dream Cottages rating

    A delightful cottage situated next to Weymouth harbour in Dorset. (Ref. 1061726)

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

    7 nights from £848

    Secure your holiday with a 30% deposit* Book now
  • A stone cottage with white doors and windows along a narrow road with plants and flowers growing at the base of the wall at Pippins Loders in Bridport
    29
    Bridport, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.6★

      Outstanding

    • Dream Cottages rating

    Stone three bedroom cottage near Bridport. (Ref. 994548)

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

    7 nights from £714

    Secure your holiday with a 30% deposit* Book now
  • A living room with two sofas a small white table with wine glasses and bottle a tv and glass doors to a garden at Pebbles in Burton Bradstock
    20
    Burton Bradstock, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.5★

      Outstanding

    • Dream Cottages rating

    Stylishly renovated bungalow in Burton Bradstock. (Ref. 994537)

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

    7 nights from £714

    Secure your holiday with a 30% deposit* Book now
  • A corner of a living room with a bay window showing a view outside and a TV on a white cabinet at Waterside in Weymouth
    28
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.8★

      Outstanding

    • Dream Cottages rating

    Stylish renovated ground floor apartment in Weymouth. (Ref. 994763)

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

    7 nights from £638

    Secure your holiday with a 30% deposit* Book now
  • Two adjacent houses one with red brick facade and red door the other with cream facade and blue door on a street
    26
    Dorchester, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.8★

      Outstanding

    • Dream Cottages rating

    A Georgian, Grade II listed property resting in the charming town of Dorchester, Dorset. (Ref. 1025833)

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

    7 nights from £657

    Secure your holiday with a 30% deposit* Book now
  • A thatched roof cottage with white walls green bushes and a blue door at Lime Cottage in Burton Bradstock
    35
    Burton Bradstock, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.7★

      Outstanding

    • Dream Cottages rating

    A charming, two-bedroom, thatched cottage resting in Burton Bradstock, Dorset. (Ref. 1124979)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from £610

    Secure your holiday with a 30% deposit* Book now
  • Stone house with wooden door and four windows and plants in front at Norden House in Maiden Newton
    29
    Maiden Newton, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.9★

      Outstanding

    • Dream Cottages rating

    A character filled property resting in the pretty village of Maiden Netwon in Dorset. (Ref. 1072294)

    • Wi-fi
    • Off-road parking
    • Dishwasher

    7 nights from £718

    Secure your holiday with a 30% deposit* Book now
  • A brick house with white framed windows and door with two black chairs and a small table outside at Nuke in Weymouth
    22
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.6★

      Outstanding

    • Dream Cottages rating

    This cottage boast style, character, and a fabulously contemporary interior. (Ref. 1005313)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from £637

    Secure your holiday with a 30% deposit*
    Last booked 2 days ago
    Book now
  • A street corner with rows of attached houses and a blue building in the background at Shrimp Cottage in Brewers Quay Harbour
    49
    Brewers Quay Harbour, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      5.0★

      Perfect

    • Dream Cottages rating

    Shrimp Cottage is a tasteful house in Brewers Quay Harbour, Dorset, this pet-friendly abode boasts Smart TVs and is near the beach and other amenities. (Ref. 1173548)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from £651

    Secure your holiday with a 30% deposit* Book now
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