Chiswell On Portland Holiday Cottages

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Your Portland, Dorset search returned 353 cottages

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  • Sleeps6
  • Bedrooms3
  • PetsYes
  • Sykes rating

A fabulous three-bedroom holiday home in Wyke Regis, Dorset. Pet-friendly. Sea views. Close to beach and amenities. Open-plan. Contemporary. Weymouth 2.2 miles; Dorchester 9.6 miles.

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

7 nights from £599

  • Sleeps2
  • Bedrooms1
  • PetsYes
  • Sykes rating

A lovely one-bedroom holiday home resting in Weymouth, Dorset. Romantic. Off-road parking. Private garden. Near a beach. Dorchester 10.2 miles; Bridport 18.8 miles.

  • Wi-fi
  • Off-road parking
  • Electric car charging
  • Dishwasher
  • Washing machine

7 nights from £449

  • Sleeps7
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

An attractive, terraced, three-storey house near Chesil Beach in Fortuneswell, Dorset. Off-road parking. Dog-friendly. Enclosed terrace. Smart TV. Bedroom with en-suite. Weymouth 4.6 miles.

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

7 nights from £670

  • Sleeps4
  • Bedrooms2
  • PetsYes
  • Sykes rating

A lovely two-bedroom bungalow resting in Preston, Dorset. Dog-friendly. Off-road parking. Private garden. Close to amenities. Weymouth 3.4 mile.

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

7 nights from £508

  • Sleeps4
  • Bedrooms2
  • PetsNo
  • Sykes rating

A well-positioned second-floor apartment resting in Weymouth, Dorset. Close to amenities and beach. Off-road parking for 1 small car. Flexible sleeping arrangements. Central location. Dorchester 7.1 miles; Bridport 20.8 miles.

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

7 nights from £500

  • Sleeps6
  • Bedrooms3
  • PetsYes

    5.0

    Perfect

  • Sykes rating

A lovely three-storey house resting in Weymouth, Dorset. Dog-friendly. Near a beach. Off-road parking. Private garden. Dorchester 8.7 miles; Bridport 19.1 miles.

  • Wi-fi
  • Off-road parking
  • Dishwasher

7 nights from £643

Last booked yesterday
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  • Sleeps7
  • Bedrooms4
  • PetsNo
  • 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.

  • Wi-fi
  • Ground floor bedroom
  • Dishwasher

7 nights from £848

Last booked 2 days ago
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  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Perfect

  • Sykes rating

A contemporary second-floor apartment resting on the Weymouth Seafront, Dorset. Open-plan living. Sea views. Close to amenities and beach. Pet-free. Stylish. Dorchester 7.8 miles; Bridport 20.3 miles.

  • Wi-fi
  • Dishwasher

7 nights from £466

  • Sleeps6
  • Bedrooms3
  • PetsYes

    3.9

    Good

  • Sykes rating

A coastal cottage resting in Weymouth, Dorset. Close to the beach. Sea views. Balcony. Isle of Portland 5.4 miles; Dorchester 8.7 miles; Bridport 19 miles.

  • Wi-fi
  • Off-road parking
  • Dishwasher

7 nights from £679

  • Sleeps4
  • Bedrooms2
  • PetsNo
  • Sykes rating

A gorgeous second-floor apartment nestled at the heart of Weymouth, Dorset. Open-plan living space. Private parking. Close to the coast. Chickerell 3 miles; Dorchester 8.3 miles; Swanage 28.9 miles.

  • Wi-fi
  • Dishwasher

7 nights from £574

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsNo
  • Sykes rating

A beautiful two-bedroom, ground-floor apartment resting in Weymouth, Dorset. Open-plan. Romantic. Near a beach. Close to amenities. Dorchester 8.4 miles; Bridport 18.5 miles.

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

7 nights from £449

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A romantic, ground-floor apartment sitting in Weymouth, Dorset. Open-plan. Close to amenities and beach. WiFi. Dorchester 8.5 miles; Bridport 19 miles.

  • Wi-fi
  • Ground floor bedroom

7 nights from £396

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A lovely two-bedroom, ground-floor apartment resting in Weymouth, Dorset. Near a beach. Close to amenities. Romantic. Ground-floor. Dorchester 7.5 miles; Bridport 20.5 miles.

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Washing machine
  • 65% off - Sat 17th Dec to 24th Dec 2022

7 nights from £565

  • Sleeps4
  • Bedrooms2
  • PetsNo
  • Sykes rating

A quaint, white-washed cottage resting in Weymouth, Dorset. Off-road parking. Smart TV. Open-plan living. Xbox. Close to beach. Dorchester 5.2 miles; Bridport 17 miles; Lyme Regis 26.3 miles.

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

7 nights from £501

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.5

    Very 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.

  • Wi-fi
  • Washing machine
  • Baby-friendly

7 nights from £732

  • Sleeps9
  • Bedrooms4
  • PetsYes

    4.3

    Good

  • Sykes rating

A stunning, detached home resting in Weymouth, Dorset. Enclosed garden. Near beach. Pet-friendly. Dorchester 7 miles; Bridport 19.7 miles; Poole 30.9 miles.

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

7 nights from £934

Last booked 2 days ago
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Most relevant
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Please find below a selection of self catering holiday cottages to rent in or near Chiswell On Portland.