Chesil Cottage Holidays

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Your Chesil Beach, Dorset search returned 430 cottages

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  • Sleeps7
  • Bedrooms4
  • PetsNo

    4.3

    Good

  • Sykes rating

Enjoyable holiday home close to the Old Harbour in Weymouth for large groups. Beach 10 min. WiFi. Roadside parking. Shop and pub 5 min. Poole 32.5 miles. (Ref. 994432)

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

7 nights from £842

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.4

    Good

  • Sykes rating

Pretty cottage in the heart of Weymouth. Harbour views. Near to local amenities and town centre. Close to Weymouth Beach. WiFi. Pets welcome. Dorchester 8.5 miles. (Ref. 994047)

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

7 nights from £714

  • 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

7 nights from £2119

  • Sleeps7
  • Bedrooms3
  • PetsNo

    4.5

    Outstanding

  • Sykes rating

A well-positioned, three-storey home resting in Fortuneswell, Dorset. Sea views. Close to amenities and the beach. Family-friendly. Private decked area. Near AONB. Weymouth 5.3 miles. (Ref. 1120221)

  • Wi-fi
  • Off-road parking

7 nights from £562

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Dirdale is a tasteful lodge resting in rural 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. 1105458)

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

7 nights from £677

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

Off road parking. Sleeping 6 close to Portland marina. Dog friendly. (Ref. 994270)

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

7 nights from £567

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.1

    Good

  • Sykes rating

2 Bedroom Apartment with beach views in West Bay. Central Location, close to beach and Harbour. (Ref. 994311)

  • Wi-fi
  • Off-road parking

7 nights from £536

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Pebbles Foxglove Way is a charming, two-bedroom holiday home resting near West Bay in Dorset. In an AONB. Off-road parking. Enclosed garden. Smart TV. Bridport 1.5 miles; Lyme Regis 10.9 miles. (Ref. 1015390)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Sky TV

7 nights from £636

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.2

    Good

  • Sykes rating

Sleeps six in Weymouth, patio garden. Off road parking. 10 mins walk from Weymouth harbour. (Ref. 994586)

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

7 nights from £644

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

Situated in front of the Old Harbour in Weymouth, Tradewinds is perfect base for couples. Walking distance to town centre. Pub, shop 5 min. Beach 10 min. Dorchester 8.3 miles. (Ref. 994737)

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

7 nights from £717

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.1

    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

7 nights from £842

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Lulstead is a lovely cottage 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. 1105451)

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

7 nights from £689

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

St. John’s View is a modern holiday home in the Isle of Portland with sea views. Over lower ground floor and ground floor. Shop, pub, beach 5 min. Weymouth 4.6 miles. (Ref. 994677)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • 10% off - Wed 16th Apr to 31st May 2025

  • 5% off - Sun 1st Jun to 30th Jun 2025

7 nights from £612

  • Sleeps4
  • Bedrooms2
  • PetsYes
  • Sykes rating

Meadow’s End is a delightful, detached cottage, with a toasty woodburning stove, located in the pretty Dorset village of Owermoigne, welcoming pets. Dorchester 6.8 miles; Weymouth 8.6 miles; Swanage 20.3 miles; Bridport 21.7 miles. (Ref. 1162476)

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

7 nights from £895

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

This charming shepherd's hut rests in Weymouth, Dorset. Eco-friendly. Woodburning stove. Hot tub. Isle of Portland 7 miles; Dorchester 7.2 miles. (Ref. 1063070)

  • Off-road parking
  • Ground floor bedroom
  • Hot Tub

7 nights from £582

  • 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 £626

  • Sleeps5
  • Bedrooms2
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

Footprint a converted stable located in a gated development in Weymouth close to harbour and beach. En-suite master bedroom. Beach 1 mile. Dorchester 9 miles. (Ref. 994201)

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

7 nights from £638

  • Sleeps4
  • Bedrooms2
  • PetsNo
  • Sykes rating

Manhattan Beach is an apartment with a balcony with sunning sea and marina vistas, on the edge of the village of Castletown, Isle of Portland, in Dorset. Portland 2.2 miles; Weymouth 5.5 miles; Dorchester 12.5 miles. (Ref. 1161472)

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

7 nights from £596

  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.3

    Good

  • Sykes rating

An outstanding detached house resting within the village of Burton Bradstock, Dorset. Pet-friendly. Woodburning stove. Near a beach. Weymouth 16 miles; Dorchester 16.1 miles. (Ref. 1021187)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • 10% off - Sat 22nd Feb to 30th Apr 2025

7 nights from £1067

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  • Sleeps5
  • Bedrooms3
  • PetsNo

    5.0

    Perfect

  • Sykes rating

Anchor Cottage is a delightful, terraced home resting in the seaside town of Weymouth, Dorset. Close to a shop, a pub, and a beach. Family-friendly. Dorchester 7.6 miles; West Bay 17.8 miles. (Ref. 1150151)

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

7 nights from £538