Chiswell On Portland Holiday Cottages

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Your Portland, Dorset search returned 346 cottages

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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

A sea-front two-bedroom apartment fronting Weymouth bay, Dorset. Beautiful views. En-suite bedroom. Woodburning stove. Near beach. Dorchester 7.6 miles; Bridport 21.3 miles; Poole 31.4 miles. (Ref. 1100406)

  • Wi-fi
  • Dishwasher

7 nights from £631

  • 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

  • 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

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

Beautiful apartment, that welcomes one well behaved dog, located on the esplanade, perfect for discovering the delights of Weymouth. With wifi and off-road parking for two small to mediums sized cars. (Ref. 994451)

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

7 nights from £768

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

A bright and airy lodge resting in Osmington near Preston, Dorset. Open-plan. Close to beach. Pet-friendly. Weymouth 5.4 miles; Poole 23.4 miles; Bournemouth 29.1 miles. (Ref. 1093891)

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

7 nights from £670

Last booked 2 days ago
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  • Sleeps7
  • Bedrooms4
  • PetsNo

    4.4

    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

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.5

    Outstanding

  • Sykes rating

Modern one level apartment. Sitting room, with balcony and beautiful sea views. Short walk to the beach and a causal walk to the town centre. Wifi. (Ref. 994505)

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

7 nights from £597

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

Lovely thatched Grade II listed cottage for a family or friends. Welcomes two dogs. Inglenook fireplace and original beams. Beach 1 mile. Pub 5 min. Seasonal shop 10 min. (Ref. 994302)

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

7 nights from £702

  • Sleeps5
  • Bedrooms3
  • PetsYes

    5.0

    Perfect

  • Sykes rating

A stone Fisherman's cottage on Portland, WIFI, ideal location for exploring Portland, sail at the National Sailing academy and the Jurassic Coast. (Ref. 993918)

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

7 nights from £595

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

Large kitchen diner. Beautiful rural location. Short walk to the sea. Wi-Fi. In the heart of the Jurassic coastline. Picture postcard thatched cottage. (Ref. 994553)

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

7 nights from £946

  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.1

    Good

  • Sykes rating

Modern, detached cottage resting on the edges of Weymouth in Dorset. Off-road parking. Garden. WiFi. Close to harbour, shops, restaurants and pubs. (Ref. 1001584)

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

7 nights from £641

  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.1

    Good

  • Sykes rating

Stanley House is an exceptional harbourside cottage located in the heart of Weymouth, Dorset. Sea views. Near amenities and beach. Near AONB. Stylish. Dorchester 8.4 miles; Bridport 19.9 miles. (Ref. 1138865)

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

7 nights from £1184

  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

Quay cottage is a period terraced property in Weymouth. Short walk to town centre. Close to Old Harbour. WiFi. Pub and shop 5 min. Beach 10 min. Dorchester 8.5 miles. (Ref. 994576)

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

7 nights from £594

Last booked yesterday
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  • Sleeps6
  • Bedrooms4
  • PetsYes

    4.4

    Good

  • Sykes rating

Lovely 4 bedroom house in gated area. Close to Weymouth harbour. Secure gated parking for one car. Welcomes two dogs. WiFi. (Ref. 994213)

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

7 nights from £812

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

Set in a lovely and quiet residential area of Weymouth, the house is a comfortable getaway for a family. One dog welcome. Wifi. Shop and pub 5 min. Beach 10 min. Dorchester 7 miles. (Ref. 994377)

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

7 nights from £567

Last booked 3 days ago
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  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.5

    Outstanding

  • 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 £588

Last booked 5 hours ago
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

Modern ground floor Apartment. Lovely walks through the Nothe Gardens. Short walk to town centre and the beach. Wi-Fi. Gated Parking. (Ref. 993910)

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

7 nights from £466

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

Melanie's Cottage is a lovely mews-style holiday home located in Brewers Quay Harbour, Weymouth. Allocated parking. WiFi. Close to beach and amenities. Dorchester 8.5 miles; West Lulworth 17.4 miles. (Ref. 1146011)

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

7 nights from £709

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

This homely holiday cottage rests in Wyke Regis in Weymouth in Dorset. Pet-friendly. Nearby beach. Ideal for families. Isle of Portland 4.7 miles; Dorchester 9.4 miles; Bridport 18 miles. (Ref. 1050977)

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

7 nights from £698

  • Sleeps10
  • Bedrooms4
  • PetsNo

    4.3

    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

7 nights from £1327

Last booked 5 hours ago
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