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Chesil Cottage Holidays

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Your Chesil Beach, Dorset search returned 423 cottages

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  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.4

    Sykes Rating

Delightful stone terraced cottage close to Old Harbour in Weymouth, Dorset. Conservatory and garden. Pet-friendly. Beach 1 mile, shop and pub 0.3 miles. Dorchester 7 miles. (Ref. 1000703)

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

7 nights from $741

Last booked 2 days ago
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  • 8 Guests
  • 4 Bedrooms
  • Pets Yes

    4.5

    Sykes Rating

Modern and comfortable holiday house for up to 8 people in the Isle of Portland. Enclosed garden with patio. Pub and shop 5 min. Beach 5 min. Weymouth 5 miles. (Ref. 994310)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • 5% off - Tue 25th Feb to 14th Dec 2025

7 nights from $1180

  • 4 Guests
  • 2 Bedrooms
  • Pets No

    4.7

    Sykes Rating

An impressively stylish apartment close to picturesque West Bay in Dorset. Stylish. Sea views. Great location. WiFi. West Bay 0.1 miles; Bridport 1.9 miles; Lyme Regis 11.3 miles. (Ref. 1106214)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from $1412

Last booked yesterday
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  • 4 Guests
  • 2 Bedrooms
  • Pets No

    4.8

    Sykes Rating

A first-floor apartment situated in West Bay, Dorset. Off-road parking. Family-friendly. Charmouth 8.5 miles; Lyme Regis 11.3 miles; Seaton 19 miles. (Ref. 1106152)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from $701

  • 4 Guests
  • 2 Bedrooms
  • Pets No

    5.0

    Sykes Rating

The Corner House is a delightful terrace home resting in the popular seaside town of Weymouth, Dorset. Close to amenities. Near beach. Enclosed courtyard. Dorchester 7.1 miles; Bridport 19.1 miles. (Ref. 1129331)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from $706

7 nights from $634

  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.5

    Sykes Rating

A charming two-bedroom holiday home settled in Dorchester, Dorset. Washing machine. Enclosed garden. Gas fire. Close to amenities. Weymouth 8.9 miles; West Bay 17.3 miles. (Ref. 1096658)

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

7 nights from $571

  • 4 Guests
  • 2 Bedrooms
  • Pets No

    4.2

    Sykes Rating

A lovely apartment perfect for couples in Weymouth. Close to the town centre. Off-road parking for one car. WiFi. Pub and shop 5 min. Beach 1 mile. Dorchester 8 miles. (Ref. 994289)

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

7 nights from $742

  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    Sykes Rating

Mellstock is a charming property resting in Nottington near Weymouth, Dorset. Dog-friendly. Off-road parking. Shared garden. Barbecue. Family-friendly. Weymouth 3.4 miles; Dorchester 6.4 miles; Fortuneswell 7.1 miles. (Ref. 1105443)

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

7 nights from $674

7 nights from $655

  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.3

    Sykes Rating

Mackerel Cottage is a beautifully-designed, terrace cottage resting in the heart of Weymouth, Dorset. Woodburning stove. Pet-friendly. Near shop and pub. Dorchester 8.4 miles; Bridport 18.9 miles. (Ref. 1141828)

  • Wi-fi
  • Dishwasher

7 nights from $669

  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.1

    Sykes Rating

A charming, two-bedroom holiday home resting in Frome Whitfield, Dorset. Close to amenities. Pet-friendly. Families. Dorchester 2.5 miles; Yeovil 22.4 miles; Bournemouth 29.7 miles (Ref. 1132783)

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

7 nights from $573

  • 6 Guests
  • 3 Bedrooms
  • Pets Yes

    4.5

    Sykes Rating

An attractive, end-terrace cottage set at the heart of West Bay, Dorset. WiFi. Pet-friendly. Beach within 0.2 miles. Bridport 1.5 miles; Lyme Regis 7 miles. (Ref. 1004337)

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

7 nights from $1054

7 nights from $437

  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.8

    Sykes Rating

This lovely property rests in the pretty village of Shipton Gorge, Dorset. Countryside views. Ground-floor accommodation. WiFi. Bridport 2.6 miles. West Bay 4.1 miles. (Ref. 1020427)

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

7 nights from $896

7 nights from $640

Last booked yesterday
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  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    Sykes Rating

Mermaid Cottage is a delightful, contemporary cottage close to a beach and amenities, in the village of Wakeham, on the Isle of Portland, in Dorset. Weymouth 7.2 miles; Dorchester 14.2 miles. (Ref. 1143548)

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

7 nights from $793

  • 8 Guests
  • 4 Bedrooms
  • Pets No

    4.4

    Sykes Rating

A contemporary three-storey holiday home settled in the heart of Weymouth, Dorset. Enclosed courtyard. Close to the beach. Pet-free. Dorchester 7.9 miles; Bridport 20.1 miles. (Ref. 1088903)

  • Wi-fi
  • Dishwasher

7 nights from $957

  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.5

    Sykes Rating

Delightful terraced cottage. Central Weymouth location. Close to Harbour and beach . sleeping 4. Enclosed garden. WiFi. Weymouth beach just 10 minutes away. (Ref. 998253)

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

7 nights from $707

7 nights from $634