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Chiswell On Portland Holiday Cottages

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Your Portland, Dorset search returned 354 cottages

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  • Sleeps8
  • Bedrooms4
  • PetsYes
  • Sykes rating

Salt Tides is a stylish, three-storey holiday home resting in Weymouth, Dorset. Enclosed courtyard. Pet-friendly. Close to amenities and the beach. Dorchester 8.1 miles; Bridport 18.8 miles. (Ref. 1141124)

  • Wi-fi
  • Dishwasher

7 nights from £937

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

This beautiful three-bedroom property resides in West Lulworth, Dorset. Off-road parking. In an AONB. En-suite bedrooms. Close to amenities and a beach. Wareham 8.8 miles; Weymouth 15.3 miles. (Ref. 1126738)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • £560 off - Fri 2nd Aug to 9th Aug 2024

  • £315 off - Fri 16th Aug to 23rd Aug 2024

  • £315 off - Fri 23rd Aug to 30th Aug 2024

7 nights from £810

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.6

    Outstanding

  • Sykes rating

A self-contained annexe resting in the popular resort of Weymouth, Dorset. Romantic. Quiet location. Wi-Fi. Washing machine. Dorchester 4.5 miles; Bridport 18.2 miles. (Ref. 1124162)

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

7 nights from £401

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A well-positioned, third-floor apartment resting in Weymouth, Dorset. Romantic. Sea views. Close to amenities and beach. Near AONB. Contemporary. Dorchester 6.8 miles; Bridport 19.2 miles. (Ref. 1135137)

  • Wi-fi
  • Washing machine

7 nights from £430

  • Sleeps6
  • Bedrooms3
  • PetsNo
  • Sykes rating

A historic, 18th-century cottage resting in Portland, Dorset. Sea views. Character features. Hot tub. Near a pub. Easton 1.5 miles; Chiswell 3 miles; Weymouth 8 miles. (Ref. 1122551)

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

7 nights from £737

  • Sleeps3
  • Bedrooms1
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A wonderful, first-floor, duplex apartment resting in Weymouth, Dorset. Close to beach. Open-plan living. Romantic. Dorchester 5.6 miles; Bridport 18 miles. (Ref. 1118532)

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

7 nights from £643

Last booked yesterday
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  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Wonderfully positioned townhouse just moments from Sandsfoot beach and the South West Coast path. Sea views. Sleeps 6. Off road parking (Ref. 1059103)

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

7 nights from £749

  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Perfect

  • Sykes rating

A contemporary two-bedroom house resting in Bowleaze near Weymouth in Dorset. Enclosed garden. Open-plan. Smart TV. Off-road parking. Dorchester 7.3 miles; Bridport 20.6 miles. (Ref. 1084308)

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

7 nights from £659

  • Sleeps4
  • Bedrooms2
  • PetsYes
  • Sykes rating

Garland is a delightful abode 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. 1105442)

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

7 nights from £587

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6

    Outstanding

  • Sykes rating

A second-floor apartment resting in Weymouth. Harbour views. WiFi. Garage parking. Dorchester 8.5 miles. (Ref. 1007302)

  • Wi-fi
  • Off-road parking
  • Dishwasher

7 nights from £576

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A characterful first-floor apartment set on the Dorset coast, within the town of Weymouth. Outstanding sea views. Central location. Family-friendly. Isle of Portland 7 miles; Dorchester 7.2 miles; West Bay 18.1 miles. (Ref. 1049890)

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

7 nights from £969

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

This quirky, converted bunker rests in Ringstead near Preston, Dorset. Open fire. In an AONB. Smart TV. Off-road parking. Weymouth 7.6 mile. (Ref. 1131689)

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

7 nights from £858

Last booked yesterday
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  • Sleeps6
  • Bedrooms3
  • PetsYes
  • Sykes rating

33 High Street is a well-positioned, three-bedroom home resting in Fortuneswell, Dorset. Near amenities and the beach. Contemporary. Pet-friendly. Enclosed garden. Near AONB. Weymouth 4.9 miles. (Ref. 1138399)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £648

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.5

    Outstanding

  • Sykes rating

All second floor. Two bedrooms: 1 x double bed with en-suite shower, basin and WC, 1 x twin single. Bathroom with bath, basin and WC. Open plan living area with kitchen, dining area and sitting area. (Ref. 994293)

  • Wi-fi

7 nights from £626

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

Located in a quiet residential street in Weymouth, Pedaller’s cottage is a delightful home for families. Short walk to town. WiFi. Pub and shop 5 min. Beach 1 mile. Dorchester 8.6 miles. (Ref. 994539)

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

7 nights from £741

  • Sleeps4
  • Bedrooms2
  • PetsNo
  • Sykes rating

Anchorage View is a stunning, two-bedroom property resting in Weymouth, Dorset. Pretty views. Near the Dorset AONB. Close to amenities and a beach. Dorchester 8.5 miles; Bridport 19 miles. (Ref. 1145912)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £565

  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A charming, three-bedroom cottage sitting in Chickerell, Dorset. Close to amenities. Enclosed garden. Off-road parking. Weymouth 3.3 miles; Abbotsbury 5.9 miles; Portland 7.2 miles. (Ref. 1086432)

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

7 nights from £636

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.6

    Outstanding

  • Sykes rating

A stylish third-floor apartment resting on the seafront in Weymouth, Dorset. Overlooking beach. WiFi. Close to amenities. Dorchester 7.5 miles; Bridport 18.9 miles. (Ref. 1054878)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £911

Last booked yesterday
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  • 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 £488

  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

A large, contemporary holiday house resting on the Isle of Portland in Fortuneswell. Four stories. Enclosed garden with patio. Amenities and beach in walking distance. Weymouth 4.7 miles; Dorchester 12.3 miles. (Ref. 1043679)

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

7 nights from £1024