Chesil Beach Holiday Cottages

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Your search returned 368 cottages.

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  • The front exterior of a brick house with several windows a wooden door and a white garage door at Mariners Rest in Weymouth
    15
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.6★

      Outstanding

    • Dream Cottages rating

    Set in a lovely and quiet residential area of Weymouth, the house is a comfortable getaway for a family. (Ref. 994377)

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

    7 nights from €663

    Secure your holiday with a 30% deposit* Book now
  • A stone cottage with a thatched roof and white windows beside a road at Little Berwick Cottage in Burton Bradstock
    23
    Burton Bradstock, Dorset
    • Sleeps8
    • Bedrooms5
    • PetsYes

      4.1★

      Good

    • Dream Cottages rating

    Full of Character thatched cottage just outside Burton Bradstock. (Ref. 994004)

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

    7 nights from €880

    Secure your holiday with a 30% deposit* Book now
  • A white house with solar panels on the roof a lawn and a gravel garden at The White House in Weymouth
    35
    Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.5★

      Outstanding

    • Dream Cottages rating

    This fabulous three-bedroom abode resides in Weymouth, Dorset. (Ref. 1125198)

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

    7 nights from €787

    Secure your holiday with a 30% deposit* Book now
  • A backyard patio with a glass table and chairs purple flowers a wooden bench and a wooden swing at Anchors Away in Weymouth
    34
    Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.5★

      Outstanding

    • Dream Cottages rating

    A wonderful three-storey holiday cottage settled in the seaside resort of Weymouth in Dorset. (Ref. 1096129)

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

    7 nights from €763

    Secure your holiday with a 30% deposit* Book now
  • Exterior of a stone cottage with a thatched roof white door and windows with plants around the entrance at Lilac Cottage in Burton Bradstock
    Property has offers
    29
    Burton Bradstock, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.6★

      Outstanding

    • Dream Cottages rating

    Character cottage in the coastal village of Burton Bradstock, sleeping four. (Ref. 994332)

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

    • 10% off - Fri 8th Aug to 22nd Aug 2025

    7 nights from €719

    Secure your holiday with a 30% deposit*
    Last booked 2 days ago
    Book now
  • The front exterior of a brick house with a black door and white framed windows surrounded by green bushes at Admirals Quarter Apartment 4 in Weymouth
    30
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.7★

      Outstanding

    • Dream Cottages rating

    Modern ground floor Apartment. (Ref. 993910)

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

    7 nights from €541

    Secure your holiday with a 30% deposit* Book now
  • The front entrance of a building with a dark door numbered 38 and a curved window with plants along the path at Flat 2 38 Preston Road Weymouth
    29
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.6★

      Outstanding

    • Dream Cottages rating

    This spacious ground-floor apartment is nestled in the gorgeous seaside town of Weymouth in Dorset. (Ref. 1037083)

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

    7 nights from €614

    Secure your holiday with a 30% deposit* Book now
  • An exterior courtyard with stone buildings a staircase and no parking signs at George's House in Brewers Quay Harbour
    28
    Brewers Quay Harbour, Dorset
    • Sleeps7
    • Bedrooms4
    • PetsYes

      4.5★

      Outstanding

    • Dream Cottages rating

    Four bedrooms in Kellaway Court, Weymouth. (Ref. 994219)

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

    7 nights from €907

    Secure your holiday with a 30% deposit* Book now
  • A stone cottage with blue window frames surrounded by greenery and trees at Fossil And The Cross Cottage in West Bexington
    26
    West Bexington, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.4★

      Good

    • Dream Cottages rating

    Beautiful and comfortable retreat for couples or family in West Bexington. (Ref. 994206)

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

    7 nights from €584

    Secure your holiday with a 30% deposit* Book now
  • A stone cottage with a glass conservatory and a garden with flowers and trees at Grazeland Cottage in Bridport
    28
    Bridport, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.9★

      Outstanding

    • Dream Cottages rating

    Perfect cottage to base yourself surrounded by the beautiful Dorset countryside. (Ref. 994231)

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

    7 nights from €602

    Secure your holiday with a 30% deposit* Book now
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