Chesil Beach Holiday Cottages

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Your search returned 313 cottages.

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  • Beside the Sea

    Eype, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo
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    A charming two-bedroom chalet resting on Eypes Mouth Chalet Park in Eype, Dorset. (Ref. 1089040)

    7 nights from £549

  • Beach View House

    Wyke Regis, Dorset
    • Sleeps5
    • Bedrooms3
    • PetsYes
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    A wonderful, end-terrace house perched on the coast in Wyke Regis, Dorset. (Ref. 1065700)

    7 nights from £555

  • Picardy Cottage

    Weymouth, Dorset
    • Sleeps8
    • Bedrooms4
    • PetsNo
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    A contemporary three-storey holiday home settled in the heart of Weymouth, Dorset. (Ref. 1088903)

    7 nights from £678

  • Melanie's Cottage

    Brewers Quay Harbour, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo
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    This lovely mews-style holiday home rests in a gated community in Brewers Quay Harbour, Weymouth. (Ref. 1083929)

    7 nights from £511

  • Sandsfoot Loft

    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo
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    A remarkable, third-floor apartment resting not far from the in the seaside resort of Weymouth. (Ref. 1088293)

    7 nights from £599

  • Beech Tree Cottage

    Dorchester, Dorset
    • Sleeps5
    • Bedrooms3
    • PetsNo
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    A fabulous, semi-detached house resting in Dorchester, Dorset. (Ref. 1026443)

    7 nights from £534

  • Bayview Apartment

    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo
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    A period conversion apartment Bayview is located in an upmarket development in a highly desirable area of Weymouth in Dorset. (Ref. 1085793)

    7 nights from £451

  • Lower Butchers Cottage

    Weymouth, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsYes
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    This stylish ground-floor apartment rests on the outskirts of Weymouth, Dorset. (Ref. 1075372)

    7 nights from £411

  • Ocean Retreat

    Weymouth, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsNo
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    A stylish and contemporary apartment set in the town of Weymouth, Dorset. (Ref. 1072234)

    7 nights from £622

    Last booked yesterday
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  • Burwell Cottage

    Puncknowle, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes
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    A picture-perfect thatched cottage set in the charming village of Puncknowle, Dorset. (Ref. 1068394)

    7 nights from £642

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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. 

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