Chesil Beach Holiday Cottages

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Your search returned 325 cottages.

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  • The Aquamarine

    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo
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    A superb two-bedroom apartment resting in Weymouth, Dorset. (Ref. 1053562)

    7 nights from £608

    Last booked yesterday
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  • The Old Police Station

    Fortuneswell, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsNo
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    The Old Police Station is a fantastic house residing in Fortuneswell, Dorset. (Ref. 1082042)

    7 nights from £913

  • Fleet View House

    Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes
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    A lovely reverse-level holiday home resting in Weymouth, Dorset. (Ref. 1079399)

    7 nights from £629

  • Sunrise Hill

    Castletown, Portland, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsNo
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    Sunrise Hill is a well-presented, modern apartment in Castletown on the beautiful Isle of Portland. (Ref. 1079649)

    7 nights from £403

    Last booked yesterday
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  • 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

    Last booked 8 hours ago
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  • The Kings Statue

    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo
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    A contemporary second-floor apartment offering sea views, in the ever-popular resort of Weymouth. (Ref. 1060930)

    7 nights from £679

    Last booked 2 days ago
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  • Sandpiper Chalet

    Eype, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo
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    A charming single-storey holiday home nestled in the quaint village of Eype, Dorset. (Ref. 1078226)

    7 nights from £470

  • Coastal Retreat

    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes
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    A delightful semi-detached holiday home resting in Weymouth, Dorset. (Ref. 1075101)

    7 nights from £495

  • Smallmouth Cottage

    Wyke Regis, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo
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    A charming two-bedroom terrace house resting in Wyke Regis, Weymouth. (Ref. 1073525)

    7 nights from £647

  • Marina Retreat

    Weymouth, Dorset
    • Sleeps5
    • Bedrooms3
    • PetsYes
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    A contemporary mid-terrace holiday home resting in the popular seaside resort of Weymouth, Dorset. (Ref. 1045818)

    7 nights from £634

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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.