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.
Your Portland, Dorset search returned 358 cottages
- Sleeps2
- Bedrooms1
- PetsNo
A delightful, romantic bolthole in the third-floor in Weymouth, Dorset. Balconies. Romantic. Sea views. Close to beach. Close to local amenities. Dorchester 8.3 miles; Bridport 19.1 miles. (Ref. 1078324)
- Wi-fi
- Dishwasher
- Washing machine
7 nights from €627
- Sleeps6
- Bedrooms3
- PetsNo
The Old Police Station is a fantastic house residing in Fortuneswell, Dorset. WiFi. Open-plan. Family-friendly. Parking. Enclosed patio. Near the beach and coast. Sea views. Easton 1.6 miles; Grove 2 miles; Weymouth 4.7 miles. (Ref. 1082042)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
- Baby-friendly
7 nights from €1111
Book your 2024 holiday with peace of mind by adding Flexible Cancellation
- Sleeps8
- Bedrooms4
- PetsNo
Detached, large and modern house for large group of friends or big family. WiFi. Garden with enclosed patio. Parking for 2 cars. Shop and pub 10 min. Beach 5 min. Weymouth 5 miles. (Ref. 994499)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Washing machine
- Baby-friendly
7 nights from €811
- Sleeps5
- Bedrooms3
- PetsNo
A wonderful, end-terrace house perched on the coast in Wyke Regis, Dorset. Sea views. Electric fire. Weymouth 2.6 miles; Dorchester 10.2 miles. (Ref. 1091445)
- Wi-fi
- Off-road parking
- Washing machine
- Baby-friendly
7 nights from €829
- Sleeps4
- Bedrooms2
- PetsNo
A stylish property resting in the resort of Weymouth, Dorset. Enclosed garden. Pet free. Beach nearby. Dorchester 10.1 miles; Bridport 18.8 miles. (Ref. 1100742)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
- Baby-friendly
7 nights from €703
- Sleeps2
- Bedrooms1
- PetsYes
Beautiful 1 bedroom stable conversion in the heart of the harbour area in Weymouth. WIFI, Close to town centre and beach. Parking for one car. (Ref. 1096825)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
7 nights from €557
- Sleeps4
- Bedrooms2
- PetsYes
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
7 nights from €516
Book your 2024 holiday with peace of mind by adding Flexible Cancellation
- Sleeps4
- Bedrooms2
- PetsNo
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
- Baby-friendly
7 nights from €725
- Sleeps5
- Bedrooms3
- PetsYes
Modern family house located on the edge of Weymouth, with sea views. Short drive to town centre. Welcomes two dogs. Garden. Pub and shop 10 min. Beach 2 min. Bridport 19 miles. (Ref. 994759)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
- Baby-friendly
7 nights from €707
- Sleeps5
- Bedrooms2
- PetsNo
A character-filled cottage located in the popular seaside town of Weymouth, Dorset. Fantastic views. Harbour. Ideal for families. Weymouth 0.9 miles; Isle of Portland 6 miles. (Ref. 1017295)
- Wi-fi
- Dishwasher
- Washing machine
7 nights from €725
- Sleeps4
- Bedrooms2
- PetsNo
A beautiful and contemporary first-floor apartment overlooking the harbour in Weymouth, Dorset. Balcony with harbour views. Master with en-suite. Allocated parking space. Dorchester 8.4 miles; Bridport 20.5 miles. (Ref. 1059263)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
- Baby-friendly
-
10% off - Sat 1st Jun to 31st Aug 2024
7 nights from €790
- Sleeps2
- Bedrooms1
- PetsNo
A beautiful, second-floor apartment overlooking the harbour in Weymouth, Dorset. Romantic. Sea views. Close to beach. Close to local amenities. Dorchester 8.3 miles; Bridport 19.1 miles. (Ref. 1107011)
- Wi-fi
- Dishwasher
- Washing machine
7 nights from €551
- Sleeps6
- Bedrooms3
- PetsYes
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. (Ref. 1092544)
- Wi-fi
- Off-road parking
- Dishwasher
7 nights from €915
- Sleeps4
- Bedrooms2
- PetsNo
A superb first-floor apartment resting in Weymouth, Dorest. Stunning marina views. Allocated off-road parking. WiFi. Dorchester 8.4 miles; Bridport 20.5 miles. (Ref. 1059262)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
- Baby-friendly
-
10% off - Sat 1st Jun to 31st Aug 2024
7 nights from €790
Book your 2024 holiday with peace of mind by adding Flexible Cancellation
- Sleeps5
- Bedrooms2
- PetsNo
Blue Yonder is a cheerful, terrace holiday home resting by the sea in Weymouth, Dorset. Sea views. Ground-floor living. Near beach. Close to pub. Dorchester 7.5 miles; Bridport 20.9 miles. (Ref. 1144628)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
7 nights from €631
- Sleeps5
- Bedrooms3
- PetsYes
Beautiful and spacious cottage over three floors in Weymouth. Next to the Old Harbour and close to town centre. Beach 1 mile. Pub and shop 5 min. Beach 1 mile. Dorchester 8.5 miles. (Ref. 994354)
- Wi-fi
- Washing machine
- Baby-friendly
7 nights from €572
- Sleeps4
- Bedrooms2
- PetsNo
A well-positioned, three-storey property resting in Weymouth, Dorset. Sea views. Close to amenities and the beach. Enclosed garden. Elevated position. Dorchester 8.9 miles; Bridport 20.6 miles. (Ref. 1118939)
- Wi-fi
- Dishwasher
- Washing machine
7 nights from €755
- Sleeps4
- Bedrooms2
- PetsNo
Melanie's Cottage is a lovely mews-style holiday home located in Brewers Quay Harbour, Weymouth. Allocated parking. WiFi. Close to beach and amenities. Dorchester 8.5 miles; West Lulworth 17.4 miles. (Ref. 1146011)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
- Baby-friendly
7 nights from €682
- Sleeps4
- Bedrooms2
- PetsNo
Upper ground floor apartment in the Admiral’s Quarter development. Partial sea views from the full length windows in the sitting rooms. Modern furnishings. Perfect for a family holiday exploring the delights of Weymouth. Wifi. (Ref. 994438)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
- Baby-friendly
7 nights from €717
- Sleeps8
- Bedrooms4
- PetsNo
Beautiful holiday cottage over three floors beside Old Harbour in Weymouth. Harbour views. Patio with furniture. Pubs and shop 5 mins. Beach 10 mins. Bridport 22 miles. (Ref. 994256)
- Wi-fi
- Dishwasher
- Washing machine
- Baby-friendly
- Games room
7 nights from €1509
Quick links
-
Accessible Holiday Cottages
-
Beach Holidays
-
Holiday Parks
-
Cottages by the Sea
-
Cottages with Hot Tubs
-
Dog-Friendly Cottages
-
Dog-Friendly Log Cabins
-
Holiday Cottages with Pools
-
Last Minute Holidays
-
Lodges with Hot Tubs
-
Log Cabin Holidays
-
Luxury Cottages
-
Secluded Cottages
-
Self-Catering Accommodation
-
Short Cottage Breaks
-
More…
Popular Destinations
-
Yorkshire Holiday Cottages
-
Northumberland Cottages
-
Lake District Holiday Cottages
-
Peak District Cottage Holidays
-
Cornwall Holiday Cottages
-
Shropshire Holiday Cottages
-
Devon Holiday Cottages
-
Whitby Cottages
-
Holiday Cottages in the Cotswolds
-
Heart of England Cottage Holidays
-
Dorset Cottage Holidays
-
Somerset Holiday Cottages
-
Isle of Wight Cottage Holidays
-
East Anglia Holiday Cottages
-
Norfolk Cottages
-
New Forest Holiday Cottages
-
Anglesey Cottage Holidays
-
South Coast Holiday Cottages
-
England Holiday Cottages
-
Scotland Holiday Cottages
-
Wales Holiday Cottages
-
Ireland Holiday Cottages
-
Suffolk Holiday Cottages
-
North Wales Holiday Cottages