Chesil Beach Holiday Cottages

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Your search returned 331 cottages.

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    • Sleeps4
    • Bedrooms2
    • PetsNo
    • Dream Cottages rating

    Harbour Retreat is a delightful three-storey cottage by the harbourside in Brewers Quay Weymouth, Dorset. (Ref. 1139963)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from £613

    Secure your holiday with a 30% deposit* Book now
    • Sleeps4
    • Bedrooms2
    • PetsYes
    • Dream Cottages rating

    Old Ropemakers Cottage is a characterful cottage with woodburning stove situated near the beach in the town of Bridport, Dorset and a pet friendly policy. (Ref. 1155307)

    • Wi-fi
    • Washing machine
    • 10% off - Fri 27th Sep to 1st Nov 2024

    7 nights from £567

    Secure your holiday with a 30% deposit*
    Last booked yesterday
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    • Sleeps8
    • Bedrooms4
    • PetsNo
    • Dream Cottages rating

    Sunningdale Rise is a striking, detached home on a gated development with off-road parking, close to a beach, in the village of Preston in Dorset. (Ref. 1149947)

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

    7 nights from £1488

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    • Sleeps6
    • Bedrooms3
    • PetsYes
    • Dream Cottages rating

    Flat 2, Thornlow Heights is a gorgeous, ground-floor apartment resting in the coastal town of Weymouth in Dorset, near a beach and local amenities. (Ref. 1158490)

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

    7 nights from £643

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    • Sleeps4
    • Bedrooms2
    • PetsNo
    • Dream Cottages rating

    Splash, a lovely, terrace cottage lies in the heart of Weymouth, a seaside town in Dorset. (Ref. 1154894)

    • Wi-fi
    • Off-road parking
    • Dishwasher

    7 nights from £620

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    • Sleeps5
    • Bedrooms3
    • PetsYes
    • Dream Cottages rating

    Georgian Hideaway, a quirky abode situated in the seaside town of Weymouth in Dorset. (Ref. 1154207)

    • Wi-fi

    7 nights from £700

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    • Sleeps5
    • Bedrooms2
    • PetsNo

      4.6

      Outstanding

    • Dream Cottages rating

    Blue Yonder is a cheerful, terrace holiday home resting by the sea in Weymouth, Dorset. (Ref. 1144628)

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

    7 nights from £596

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    • Sleeps10
    • Bedrooms5
    • PetsYes
    • Dream Cottages rating

    26 Esplanade, a delightful coastal holiday home nestled in the town of Weymouth in Dorset. (Ref. 1118900)

    • Wi-fi
    • Dishwasher

    7 nights from £1163

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    • Sleeps6
    • Bedrooms3
    • PetsYes
    • Dream Cottages rating

    Old Harbour Townhouse, a delightful, three-storey abode set in the seaside town of Weymouth in Dorset. (Ref. 1159836)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from £700

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    Last booked yesterday
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    • Sleeps6
    • Bedrooms3
    • PetsNo

      5.0

      Perfect

    • Dream Cottages rating

    This wonderful renovated cottage is situated in the village of Abbotsbury, near the coastal town of Weymouth, Dorset. (Ref. 992021)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from £636

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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 and Southwell 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. 

The iconic destinations of Corfe Castle, Durdle Door and Lulworth Cove are all just a short drive away too.

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.