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Chesil Cottage Holidays

REFINE SEARCH

Your Chesil Beach, Dorset search returned 424 cottages

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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A delightful Weymouth terraced cottage, sleeps 4, close to the harbour and walking distance to the beach. Wifi. Close to shops and restaurants. (Ref. 1132245)

  • Wi-fi
  • Washing machine

7 nights from $634

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

26 High West is a beautifully-presented townhouse located near the harbour in the lovely town of Weymouth, Dorset. Pet-friendly. Near beach. Electric fire. Dorchester 8.2 miles; Bridport 18.9 miles. (Ref. 1135362)

  • Wi-fi
  • Dishwasher
  • Baby-friendly

7 nights from $636

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

A well-presented, upper-ground floor apartment set in a contemporary development in Weymouth, Dorset. Beach nearby. Adults only. Smart TV. Dorchester 8.8 miles; Bridport 19.6 miles. (Ref. 1123114)

  • Wi-fi
  • Ground floor bedroom
  • Dishwasher
  • Washing machine

7 nights from $746

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.5

    Outstanding

  • Sykes rating

An immaculate penthouse apartment resting in the centre of Weymouth, Dorset. WiFi. Views over the marina. Off-road parking. Dorchester 8.4 miles; Bridport 20.5 miles. (Ref. 1059266)

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

7 nights from $781

Last booked 5 hours ago
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  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8

    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

7 nights from $936

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • 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. 1106102)

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

7 nights from $670

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.4

    Good

  • Sykes rating

Stylish fisherman’s cottage just a few minutes’ walk from Old Harbour in Weymouth. Beach 1 mile. Harbour, shop and pub 5 min. Welcomes one dog. Poole 33 miles. (Ref. 1058438)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from $722

Last booked 2 days ago
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.1

    Good

  • Sykes rating

A contemporary second-floor apartment offering sea views, in the ever-popular resort of Weymouth. Open-plan. WiFi. Dorchester 7.6 miles. (Ref. 1060930)

  • Wi-fi
  • Dishwasher
  • 10% off - Tue 1st Apr to 1st Jul 2025

7 nights from $905

  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.2

    Good

  • Sykes rating

A delightful, three bed property nestled in the heart of Weymouth, Dorset. Enclosed courtyard. Washing machine. Smart TV. Dorchester 8.3 miles; Bridport 19.1 miles. (Ref. 1132346)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from $559

  • Sleeps9
  • Bedrooms4
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

Bay Cottage is a well-presented, three-storey detached house situated in the resort of Weymouth, Dorset. Smart TV. Decking with furniture. Near a beach. Dorchester 8.4 miles; Bridport 20.3 miles. (Ref. 1139723)

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

7 nights from $1281

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

Lyme View, delightful coastal property resting in Fortuneswell on the Isle of Portland, Dorset. Close to a beach. Garden. Pet friendly. Close to a shop and a pub. Weymouth 5.2 miles; Abbotsbury 11.9 miles; Dorchester 12.8 miles. (Ref. 1135049)

  • Wi-fi
  • Electric vehicle charging
  • Washing machine

7 nights from $565

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A brightly decorated property resting within the village of Burton Bradstock. Pet-friendly. WiFi. Pub and shop within 0.2 miles. Weymouth 15.7 miles. (Ref. 1008498)

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

7 nights from $660

Last booked 2 days ago
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  • Sleeps7
  • Bedrooms4
  • PetsNo

    4.4

    Good

  • Tourist Board rating Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon

A tasteful, three-storey Victorian terrace cottage in the popular Dorset resort of Weymouth. Central location. WiFi. Near Dorset AONB. (Ref. 1002126)

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

7 nights from $1037

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.4

    Good

  • Sykes rating

Perfect couples retreat with WIFI. Located in The Nothe in Weymouth, surrounded by beauitful walks and moments from the harbour. (Ref. 993912)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from $634

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

A warm and restful converted annex in West Bay, Dorset. Off-road parking. Close to the coast. Bridport 1.5 miles; Lyme Regis 10.9 miles. (Ref. 1067413)

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

7 nights from $717

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Trinity Lodge is a striking rural holiday home with great attention to detail, within the Dorset National Landscape, in Goodmanstone, near Cerne Abbas. Dorchester 5.3 miles; Weymouth 14 miles; Sherborne 14.3 miles; Yeovil 17.4 miles. (Ref. 1149594)

  • Wi-fi
  • Off-road parking
  • Dishwasher

7 nights from $558

Last booked 2 days ago
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Perfect

  • Sykes rating

A well-appointed, first-floor apartment resting in Weymouth, Dorset. Sea glimpses. Close to amenities, attractions and beach. Stylish. Off-road parking. Open-plan living. Near AONB. Dorchester 8.6 miles; Bridport 18.6 miles. (Ref. 1123245)

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

7 nights from $654

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.1

    Good

  • Sykes rating

Comfortable first floor apartment close to Weymouth town centre. Quiet location. WiFi. Parking for one car. Pub, shop, beach 10 min. Dorchester 7 miles. (Ref. 994671)

  • Wi-fi
  • Off-road parking
  • Washing machine
  • Baby-friendly
  • 5% off - Sat 29th Mar to 30th Apr 2025

7 nights from $535

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.2

    Good

  • Sykes rating

A well-presented, modern apartment on the rugged Isle of Portland. Far reaching sea views. Open plan living. Balcony with seating. Access to indoor swimming pool and gym. Close to pub, beach and shop. WIFI and allocated parking. Weymouth within 6 miles. (Ref. 1034885)

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

7 nights from $708

Last booked yesterday
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  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A delightful, romantic bolthole in the third-floor in Weymouth, Dorset. Balconies. Romantic. Sea views. Close to beach. Close to local amenities. Dorchester 8.3 miles; Bridport 19.1 miles. (Ref. 1078324)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from $601