Chiswell On Portland Holiday Cottages

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Your Portland, Dorset search returned 351 cottages

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  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

Pretty thatched cottage sleeping three people in beautiful West Lulworth village. Garden. Welcomes two well-behaved dogs. Parking for one car. Pub 5 min. Wareham 9 miles. (Ref. 994330)

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


for 7 nights £522

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6

    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


for 7 nights £1001

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.5

    Outstanding

  • Sykes rating

The Lobster Pot, a nicely-presented apartment rests in the gorgeous seaside town of Weymouth in Dorset. Open plan. En-suite. Close to beach and amenities. Dorchester 8.7 miles; Bridport 20.4 miles. (Ref. 1151706)

  • Wi-fi
  • Off-road parking
  • Dishwasher


for 7 nights £512

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.5

    Outstanding

  • Sykes rating

A period conversion apartment Bayview Loft is located in an upmarket development in a highly desirable area of Weymouth in Dorset. Renovated early 2023. WiFi. (Ref. 1085793)

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


for 7 nights £515

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.3

    Good

  • Sykes rating

A wonderful, newly renovated three-bedroom house resting in Weymouth, Dorset. Pet-friendly. Near a beach. Family-friendly. Enclosed patio. Dorchester 8.8 miles; Bridport 20.9 miles. (Ref. 1094065)

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


for 7 nights £690

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.3

    Good

  • Sykes rating

Mackerel Cottage is a beautifully-designed, terrace cottage resting in the heart of Weymouth, Dorset. Woodburning stove. Pet-friendly. Near shop and pub. Dorchester 8.4 miles; Bridport 18.9 miles. (Ref. 1141828)

  • Wi-fi
  • Dishwasher


for 7 nights £512

  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

A pleasant two-bedroom property based in West Lulworth, Dorset. Enclosed garden. Close to amenities and beach. In an AONB. Wareham 8.5 miles; Weymouth 15.4 miles (Ref. 1117992)

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


for 7 nights £521

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.2

    Good

  • Sykes rating

A lovely apartment perfect for couples in Weymouth. Close to the town centre. Off-road parking for one car. WiFi. Pub and shop 5 min. Beach 1 mile. Dorchester 8 miles. (Ref. 994289)

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


for 7 nights £610

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.2

    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


for 7 nights £878

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.3

    Good

  • Sykes rating

Three bedroomed bungalow located just half a mile from Ringstead Beach. A large garden, welcomes 2 dogs, a good base for walking the coast path. (Ref. 994807)

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


for 7 nights £599

  • Sleeps7
  • Bedrooms3
  • PetsYes

    4.2

    Good

  • Sykes rating

Semi-detached lovely holiday home perfect for families. Situated in Osmington Mills village. Garden. Welcomes two dogs. Shop 3 miles. Pub 2 miles. Beach 5 min. Weymouth 6 miles. (Ref. 994764)

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


for 7 nights £906

  • 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


for 7 nights £866

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.3

    Good

  • Sykes rating

A delightful, terraced cottage nestled into the coastal town of Weymouth, Dorset. Open-plan living. Near amenities and beach. Close to attractions. Pet-friendly. Dorchester 8.4 miles; West Bay 18 miles; Lyme Regis 32.6 miles. (Ref. 1124105)

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


for 7 nights £452

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.2

    Good

  • Sykes rating

The Apple Loft at Jordan House is a contemporary cottage resting in Bowleaze, on the outskirts of Weymouth, Dorset. Off-road parking. Open-plan. Garden. Dorchester 6.1 miles; Abbotsbury 9.8 miles; Bridport 19.3 miles. (Ref. 1149531)

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


for 7 nights £516

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  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.5

    Outstanding

  • Sykes rating

Anchor Cottage is a traditional 19th-century Portland Stone cottage resting in the charming village of Weston, Portland, Dorset, with off-road parking. Fortuneswell 1.6 miles; Weymouth 7 miles; Dorchester 14.1 miles; West Bay 21.8 miles. (Ref. 1160217)

  • Wi-fi
  • Off-road parking
  • Dishwasher


for 7 nights £562

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

Durbyfield is a tasteful property 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. 1105446)

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


for 7 nights £695