24/7 “On Holiday” Support
Our friendly UK team are here to help, in case of any emergency.
Award Winning Holiday Experts
Over 30 years of experience in UK self-catering holidays.
B Corp Certified Business
Committed to making a positive social and environmental impact.
Safe & Secure Payments
Flexible payment options for peace of mind.
Chiswell On Portland Holiday Cottages
REFINE SEARCH
Your
Portland, Dorset
search returned
359 cottages
- Sleeps3
- Bedrooms1
- PetsYes
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
A delightful, three bed property nestled in the heart of Weymouth, Dorset. Enclosed courtyard. Washing machine. Smart TV. Dorchester 8.3 miles; Bridport 19.1 miles. (Ref. 1132346)
- Wi-fi
- Dishwasher
- Washing machine
Traditional Portland Cottage. Beautiful scenery walks. Close to pubs. (Ref. 993922)
- Wi-fi
- Dishwasher
- Washing machine
- Baby-friendly
A lovely one-bedroom holiday home perched on the outskirts of Weymouth, Dorset. Romantic. Near a beach. Pet-free. Close to amenities. Dorchester 8.8 miles; Bridport 19.6 miles. (Ref. 1114655)
Centrally located first floor apartment with views over the marina in Weymouth, close to shops and beach. Wifi, Off road private parking. (Ref. 994383)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
- Baby-friendly
A charming, three-bedroom cottage sitting in Chickerell, Dorset. Close to amenities. Enclosed garden. Off-road parking. Weymouth 3.3 miles; Abbotsbury 5.9 miles; Portland 7.2 miles. (Ref. 1086432)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
- Sleeps10
- Bedrooms5
- PetsNo
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
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. (Ref. 1113457)
- Wi-fi
- Off-road parking
- Washing machine
- Sleeps4
- Bedrooms2
- PetsYes
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
- Sleeps4
- Bedrooms2
- PetsYes
A pretty, renovated terraced cottage, close to the old harbour and Brewers Quay in Weymouth. WiFi. Pet-friendly. Close to beach. Dorchester 8.4 miles; Bridport 19.2 miles. (Ref. 1043009)
- Wi-fi
- Dishwasher
- Washing machine
This spacious ground-floor apartment is nestled in the gorgeous seaside town of Weymouth in Dorset. Bike/kayak storage. En-suite. WiFi. Dorchester 6.3 miles; Isle of Portland 8.6 miles; West Lulworth 12.3 miles. (Ref. 1037083)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Washing machine
- Sleeps5
- Bedrooms3
- PetsYes
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
This fantastic detached bungalow is located in Portesham, Dorset. Sea views. Open fire. Off-road parking. Weymouth 7.7 miles; Dorchester 7.7 miles. (Ref. 1076553)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Washing machine
- Games room
- Sleeps4
- Bedrooms2
- PetsYes
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. (Ref. 1083146)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Washing machine
- Sleeps6
- Bedrooms3
- PetsYes
Superb, modern semi-detached holiday cottage, one of five on-site, on the edge of the Dorset village of Upwey, near Weymouth. Tastefully furnished. En-suite, Smart TVs. Dog-friendly. Short drive to Weymouth beach. Weymouth 3.5 miles. (Ref. 932161)
- Wi-fi
- Ground floor bedroom
- Dishwasher
- Washing machine
- Baby-friendly
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
A self-contained annexe resting in the popular resort of Weymouth, Dorset. Romantic. Quiet location. Wi-Fi. Washing machine. Dorchester 4.5 miles; Bridport 18.2 miles. (Ref. 1124162)
- Wi-fi
- Ground floor bedroom
- Washing machine
- Sleeps4
- Bedrooms2
- PetsYes
Lovely property near the heart of Weymouth’s town centre. Quiet location. Beach 5 min. Welcomes two dogs. Pub and shop 5 min. Dorchester 8 miles. (Ref. 994486)
- Wi-fi
- Dishwasher
- Washing machine
- Baby-friendly
Second floor, two bedroom apartment on harbourside in Weymouth. WiFi. Close to pubs and restaurants. (Ref. 994428)
- Wi-fi
- Dishwasher
- Washing machine
- Baby-friendly
A homely, mid-terraced holiday property resting in Weymouth, Dorset. Off-road parking. Pet-free. Close to a beach and amenities. Dorchester 6.6 miles; Bridport 18.2 miles. (Ref. 1116564)
- Wi-fi
- Off-road parking
- Washing machine