Chesil Beach Holiday Cottages

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Your search returned 349 cottages.

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    • Sleeps8
    • Bedrooms4
    • PetsYes
    • Dream Cottages rating

    Admiral House is a lovely three-storey property resting in the seaside town of Weymouth, Dorset. (Ref. 1104647)

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

    7 nights from £1159

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    • Sleeps6
    • Bedrooms3
    • PetsYes
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    Dairy Cottage is a delightful, three-bedroom thatched cottage resting on a working farm on the outskirts of Abbotsbury, Dorset. (Ref. 1123043)

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

    7 nights from £530

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    • Sleeps9
    • Bedrooms4
    • PetsNo
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    Bay Cottage is a well-presented, three-storey townhouse situated in the resort of Weymouth, Dorset. (Ref. 1139723)

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

    7 nights from £925

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    • Sleeps4
    • Bedrooms2
    • PetsNo
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    3 Compass Point is a stylish, ground-floor apartment resting in Weymouth, Dorset. (Ref. 1129014)

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

    7 nights from £610

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    • Sleeps4
    • Bedrooms2
    • PetsYes
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    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 £603

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    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.4

      Very good

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    Rural retreat for family or couples in quiet village of West Bexington. (Ref. 994791)

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

    7 nights from £427

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    Last booked yesterday
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    • Sleeps4
    • Bedrooms2
    • PetsNo
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    The Corner House is a delightful terrace home resting in the popular seaside town of Weymouth, Dorset. (Ref. 1129331)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from £525

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    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.4

      Very good

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    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 £439

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    Last booked 2 days ago
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    • Sleeps5
    • Bedrooms3
    • PetsNo
    • Dream Cottages rating

    Taylor's Retreat is an end-of-terrace cottage situated in the heart of Weymouth, Dorset. (Ref. 1143038)

    • Wi-fi
    • Washing machine
    • Baby-friendly

    7 nights from £604

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    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.6

      Very good

    • Dream Cottages rating

    123 On The Sea is a lovely, two-bedroom apartment residing in Weymouth, Dorset. (Ref. 1133961)

    • Wi-fi
    • Off-road parking
    • Dishwasher

    7 nights from £499

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Our fantastic range of Chesil Beach holiday cottages will ensure your Dorset getaway will be one to remember. 

Why a Chesil Beach Holiday?

Chesil Beach is one of Dorset’s most iconic landmarks; an 18-mile long shingle beach stretching from West Bay to Portland. This wild and rugged beach is part of the Jurassic Coast World Heritage Site. Behind Chesil Beach lies the Fleet Lagoon; a large saline lake trapped between the pebble beach and the mainland. The lagoon is home to the Mute Swans of the Abbotsbury Swannery - the lagoon is the only place in the world where you can walk through a nesting colony. 

You can learn all about Chesil’s wildlife at the Chesil Beach Visitor Centre, where you can also enjoy a cuppa at the Taste Café or book a trip on the Fleet Explorer - a great way to explore the area. 

Places to Visit Near Chesil Beach

There are many places to explore during your Chesil Beach holiday, from the Isle of Portland to West Bay and Bridport. The charming seaside town of Weymouth is one of the most popular towns along the South West Coast, with fun activities and attractions for all the family. Plus, the charming villages of Langton Herring and Osmington are just a short drive away. 

Types of Holiday 

From charming thatched cottages to harbourside apartments, we have an incredible range of holiday cottages available across Dorset. So whether you're looking to go on holiday with your dog or are looking for a cosy cottage with an open fire, then here at Dream Cottages we can make your holiday dreams a reality. Or why not whisk your other half away for Valentine's weekend for a romantic stay?

If you’re ready to book your Chesil Beach accommodation, then get in touch with one of our trusted travel experts today.