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Chiswell On Portland Holiday Cottages

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Your Portland, Dorset search returned 359 cottages

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  • 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 £429

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.0

    Good

  • Sykes rating

A characterful, thatched cottage sitting in Osmington near Preston, Dorset. Woodburning stove. Original features. Pet-friendly. Weymouth 5.3 miles; Dorset AONB 10.7 miles; Bournemouth 30.3 miles. (Ref. 1104917)

  • Wi-fi
  • Washing machine
  • Baby-friendly

7 nights from £798

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

Excellent period apartment in Weymouth close to the esplanade. Two en-suite shower rooms and three bedrooms. WiFi. Enclosed patio area. Beach 1 min away. (Ref. 993988)

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

7 nights from £1015

  • 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
  • 10% off - Sat 20th Jul to 3rd Aug 2024

7 nights from £650

  • Sleeps7
  • Bedrooms4
  • PetsNo

    5.0

    Perfect

  • Sykes rating

A spacious, three-storey house settled in Castletown, Portland, Dorset. Private parking. Bedrooms with en-suite. Smart TVs. Enclosed courtyard. Close to amenities and beach. Pet-free. Weymouth 4.8 miles; Dorchester 12.4 miles. (Ref. 1107230)

  • Wi-fi
  • Ground floor bedroom
  • Dishwasher

7 nights from £898

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.4

    Good

  • Sykes rating

Magnolia cottage is situated in Osmington. Pretty, thatched and very well-equipped. High chair and cot. Wifi. Parking for two cars. Pub 5 min. Weymouth 4.5 miles. (Ref. 994367)

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

7 nights from £807

  • 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 £740

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

Large, modern house nestled on the outskirts of Weymouth, 1 mile from the beach and restaurants. Off-road parking. WiFi. Enclosed garden. (Ref. 1001446)

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

7 nights from £897

  • 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 £623

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

This neat first-floor apartment is perched in Weymouth, Dorset. Allocated parking. Near an AONB. Central location. Dorchester 4.4 miles; Bridport 16.2 miles. (Ref. 1124089)

  • Dishwasher
  • Washing machine

7 nights from £431

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Stylish renovated ground floor apartment in Weymouth. Town centre a short walk away. WiFi. Welcomes one dog. Pub and shop 5 min. Beach 10 min. Dorchester 8.3 miles. (Ref. 994763)

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

7 nights from £619

  • Sleeps12
  • Bedrooms6
  • PetsNo

    4.4

    Good

  • Sykes rating

A spacious, detached, three-storey house nestled in Weymouth, Dorset. Close to amenities. Close to beach. Pet-free. Enclosed garden. Dorchester 6.5 miles; Bridport 18 miles. (Ref. 1080182)

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

7 nights from £1450

  • Sleeps4
  • Bedrooms2
  • PetsNo

    3.8

    Good

  • Sykes rating

The Cottage is a charming, two-bedroom townhouse resting in Weymouth, Dorset. Close to amenities. Smart TV. Enclosed balcony. Dorchester 8.5 miles; Bridport 20.6 miles. (Ref. 1137088)

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

7 nights from £560

  • Sleeps10
  • Bedrooms5
  • PetsYes

    3.9

    Good

  • Sykes rating

A superb, Grade II listed house set on the harbour side in Weymouth. Sleeps 10. WiFi. Close to shop, café and pub. Dorchester 8.5 miles. (Ref. 1005020)

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

7 nights from £1482

  • Sleeps2
  • Bedrooms1
  • PetsNo
  • Sykes rating

Harbour Lights Apartment, a nicely-decorated apartment in the seaside town of Weymouth, Dorset. Stunning harbour views. Couple's getaway. Dorchester 8.7 miles; Bridport 20.8 miles. (Ref. 1145701)

  • Wi-fi
  • Washing machine
  • 45% off - Wed 1st May to 8th Jun 2024

  • 20% off - Sat 8th Jun to 29th Jun 2024

  • 10% off - Sat 29th Jun to 20th Jul 2024

  • 20% off - Sat 20th Jul to 31st Aug 2024

7 nights from £415

Last booked yesterday
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  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

Village pubs and tea rooms. Sleeps two. Parking for one car. 10 mins from Weymouth. Patio and garden. (Ref. 994358)

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

7 nights from £462

Last booked 9 hours ago
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  • Sleeps8
  • Bedrooms5
  • PetsYes
  • Sykes rating

Victorian Town House is a large, coastal property resting in the seaside town of Weymouth, Dorset. Close to a shop, a pub, and a beach. Large property. Dorchester 7.5 miles; West Bay 17.5 miles. (Ref. 1035186)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £718

  • 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 £573

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A contemporary first-floor apartment overlooking the scenic coast of Weymouth, Dorset. Open-plan. Views. Parking. Fortuneswell 5.6 miles; Dorchester 7.6 miles; Bridport 19 miles. (Ref. 1060926)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £693

Last booked 2 days ago
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  • Sleeps6
  • Bedrooms3
  • PetsYes
  • Sykes rating

Overcombe Mill is a wonderful lodge nestled into the countryside of Nottington near Weymouth, Dorset. Dog-friendly. Off-road parking. Barbecue. Family-friendly. Weymouth 3.4 miles; Dorchester 6.4 miles; Fortuneswell 7.1 miles. (Ref. 1105455)

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

7 nights from £550

Last booked 2 days ago
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