Chesil Cottage Holidays

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Your Chesil Beach, Dorset search returned 433 cottages

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  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A charming holiday home resting near Shipton Bradstock, Dorset. Dog-friendly. Woodburing stove. Close to beach. Bridport 2.7 miles; Dorchester 13.7 miles; Weymouth 19.8 miles; Yeovil 20.7 miles. (Ref. 1074488)

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


for 7 nights €832

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

Character cottage in the coastal village of Burton Bradstock, sleeping four. Two dogs. Local shop and pubs. Coastal walks. (Ref. 994332)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • 10% off - Fri 3rd Apr to 1st May 2026


for 7 nights €721

  • Sleeps7
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

First floor comfortable apartment sleeping up to 7 people close to the beach in Weymouth. Welcomes two dogs. Shared garden. Beach 2 min. Shop 10 min. Pub 5 min. Dorchester 7.6 miles. (Ref. 994772)

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


for 7 nights €685

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.1

    Good

  • Sykes rating

Located close to the town centre, Sea King house is a modern holiday home sleeping up to 5 people. Welcomes two dogs. Pub and shop 7 min. Beach 1.5 miles. Dorchester 8.7 miles. (Ref. 994638)

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


for 7 nights €939

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

The Old Dairy is Travellers Rests’ largest stone-built cottage, a converted farm building made for relaxed stays with families, groups and dogs. West Bay 4.7 miles; Lyme Regis 13.8 miles; Weymouth 17.7 miles. (Ref. 1099459)

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


for 7 nights €538

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

Tithe Barn Cottage is a beautifully presented, dog-friendly 2-bedroom detached cottage at Litton Cheney, a village in the heart of the Dorset countryside. Bridport 6.5 miles; Dorchester 13.1 miles; Weymouth 16.4 miles; Yeovil 21.4 miles (Ref. 1174942)

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


for 7 nights €647

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

Driftwood is a delightful, terraced holiday home situated in the popular coastal town of Weymouth in Dorset, set just a short walk from the beach. Dorchester 8.1 miles; Bridport 20.2 miles. (Ref. 1173824)

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


for 7 nights €561

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

74 Reap Lane is a lovely home resting near the village of Weston, on the Isle of Portland in Dorset. Near beach and pub. Pet-friendly. Off-road parking. Fortuneswell 2.2 miles; Weymouth 7.8 miles; Dorchester 14.8 miles. (Ref. 1158199)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights €542

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

Lovely early Victorian style Grade II listed cottage set in Warmwell village. Sleeps four guests. Garden. Welcomes two small dogs. Pub 3 miles. Shop 2 miles. Dorchester 6 miles. (Ref. 994760)

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


for 7 nights €664

  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.5

    Outstanding

  • Sykes rating

Four bedroom semi-detached property in Weymouth. WiFi. Off road parking two cars. Large patio. (Ref. 994226)

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


for 7 nights €1111

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

Central location of West Bay, 1st floor apartment. Two bedrooms. Harbour views. Central location. Balcony over harbour. Beach few moments walk from property. Nearby bars and restaurants. (Ref. 994014)

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


for 7 nights €759

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.2

    Good

  • Sykes rating

A period three-storey terraced property resting in Weymouth, Dorset. In walking distance of amenities and beach. Pet-friendly. Isle of Portland 6.1 miles; Dorchester 8.7 miles. (Ref. 1055214)

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


for 7 nights €773

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

Durbyfield is a tasteful property resting in Nottington near Weymouth, Dorset. Dog-friendly. Off-road parking. Garden. Barbecue. Family-friendly. Weymouth 3.4 miles; Dorchester 6.4 miles; Fortuneswell 7.1 miles. (Ref. 1105446)

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


for 7 nights €726

  • Sleeps12
  • Bedrooms6
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

An outstanding, extensive cottage in Burton Bradstock in Dorset. Spacious. Family-friendly. Walled gardens. WiFi. Burton Bradstock 0.2 miles; Abbotsbury 6.6 miles; Lyme Regis 12.3 miles; Seaton 20.2 miles. (Ref. 1106219)

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


for 7 nights €2571

Last booked yesterday
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  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.2

    Good

  • Sykes rating

A traditional, thatched cottage nestled in Burton Bradstock, close to Dorset's Jurassic Coast. Ideal for families. Pet-friendly. Bridport 2.9 miles; Weymouth 15.8 miles. (Ref. 1135014)

  • Wi-fi
  • Washing machine


for 7 nights €550

Last booked yesterday
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  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.2

    Good

  • Sykes rating

Situated in the beautiful Bowleaze Cove area of Weymouth, just seconds from a beach is this enchanting holiday home. (Ref. 994020)

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


for 7 nights €1011

  • Sleeps10
  • Bedrooms4
  • PetsNo

    4.4

    Good

  • Sykes rating

Electronically gated property. Gated parking for three cars. Sleeps 10. Two min walk to harbour and amenities. (Ref. 994443)

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


for 7 nights €1570

  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.5

    Outstanding

  • Sykes rating

Fairways is a delightful house situated less than 2 mins walk to Smallmouth beach in Wyke Regis, Dorset, boasting an enclosed garden, Smart TV, and private driveway parking. Weymouth 2.5 miles; Dorchester 10.2 miles; Poole 34.1 miles. (Ref. 1047698)

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


for 7 nights €675

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.2

    Good

  • Sykes rating

Two bedroom cottage close to Weymouth harbour. Dog friendly. Close to all amenities. (Ref. 994236)

  • Wi-fi
  • Washing machine
  • Baby-friendly


for 7 nights €507

Last booked yesterday
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