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Chiswell On Portland Holiday Cottages

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Your Portland, Dorset search returned 354 cottages

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  • Sleeps10
  • Bedrooms4
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

Few minutes from Weymouth beach, Sandcastles is perfect for large groups or big families. Hot tub. WiFi. Garage and forecourt parking. Pub and hop 10 min. Beach 5 min. Dorchester 7 miles. (Ref. 1092692)

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

7 nights from $1787

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

This superb recently renovated cottage is situated in West Lulworth, Dorset. Pet-friendly. WiFi. En-suite. Wareham 9.1 miles; Weymouth 14.7 miles. (Ref. 988187)

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

7 nights from $893

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

Sleeping four near harbourside in Weymouth. Welcome two dogs. Pubs, restaurants and harbour 5 mins walk. (Ref. 994584)

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

7 nights from $778

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A Grade II listed, maisonette apartment in the Dorset town of Weymouth. WiFi. One dog welcome. Pub and shop within 0.1 miles. (Ref. 1011525)

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

7 nights from $954

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.4

    Good

  • Sykes rating

Grade II listed house just a few moments walk from Weymouth Beach, Ideally located in the heart of old Weymouth. 5 minutes walk to shops, bars and restaurants. Off Road Parking. (Ref. 994168)

  • Wi-fi
  • Washing machine

7 nights from $542

  • 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 $787

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.1

    Good

  • Sykes rating

A well-presented, modern apartment on the rugged Isle of Portland. Far reaching sea views. Open plan living. Balcony with seating. Access to indoor swimming pool and gym. Close to pub, beach and shop. WIFI and allocated parking. Weymouth within 6 miles. (Ref. 1034885)

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

7 nights from $795

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

Modern and well-presented second floor apartment. Situated on the Isle of Portland. Sleeps 2. WIFI. Close to shop, pub and beach. Weymouth 5 miles. (Ref. 1117687)

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

7 nights from $541

  • Sleeps4
  • Bedrooms2
  • PetsNo
  • Sykes rating

A well-appointed, first-floor apartment resting in Weymouth, Dorset. Sea glimpses. Close to amenities, attractions and beach. Stylish. Off-road parking. Open-plan living. Near AONB. Dorchester 8.6 miles; Bridport 18.6 miles. (Ref. 1123245)

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

7 nights from $730

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.4

    Good

  • Sykes rating

A characterful, thatched cottage resting in Langton Herring near Chickerell, Dorset. Original features. Close to amenities. Dorset AONB. Pet-friendly. Abbotsbury 4.5 miles; Weymouth 5.8 miles; Portland 9.3 miles; Dorchester 9.7 miles. (Ref. 1123272)

  • Wi-fi
  • Baby-friendly

7 nights from $702

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A contemporary townhouse situated just a stone’s throw from Chesil Beach. Pet-friendly. Three floors. Beach views. Weymouth 4.5 miles. (Ref. 1084822)

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

7 nights from $794

  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

This charming, four-bedroom holiday home rests in Weymouth, Dorset. Over three floors. Open plan. Off-road parking. Dorchester 8.5 miles; Bridport 19.2 miles. (Ref. 1043677)

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

7 nights from $1449

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

Ground Floor modern accommodation. Near to Weymouth Town centre and nature reserve. Perfect for families or couples. Allocated parking. Modern property. WIFI. (Ref. 994034)

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

7 nights from $555

  • 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
  • 5% off - Wed 22nd May to 30th Sep 2024

7 nights from $923

Last booked yesterday
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  • Sleeps10
  • Bedrooms5
  • PetsNo

    4.2

    Good

  • Sykes rating

Sleeps 10, fully renovated 5 storey Georgian sea front house, Large TV, sea views, 3 en-suite bedrooms, less than 50m to the beach. WiFi. (Ref. 1001820)

  • Wi-fi
  • Dishwasher
  • Baby-friendly

7 nights from $2054

  • 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 $1185

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

A well-positioned, three-storey home resting in Weymouth, Dorset. Close to amenities, harbour, and the beach. Family-friendly. Stylish. Elevated terrace. Central. Dorchester 8.4 miles; Bridport 18.5 miles. (Ref. 1122030)

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

7 nights from $767

  • 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 $957

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • 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. (Ref. 1106680)

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

7 nights from $701

Last booked yesterday
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  • 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 $724