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 354 cottages
- Sleeps4
- Bedrooms2
- PetsNo
Charming detached Grade II listed lighthouse cottage at Portland Bill on Dorset's Jurassic Coast. Upside down accommodation with sensational sea views. Shared access to Lighthouse observatory. Shared use of heated pool and Jacuzzi. (Ref. 12497)
- Wi-fi
- Off-road parking
- Swimming pool
- Ground floor bedroom
- Washing machine
7 nights from €769
- Sleeps7
- Bedrooms4
- PetsNo
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. (Ref. 1107230)
- Wi-fi
- Ground floor bedroom
- Dishwasher
7 nights from €1050
Book your 2024 holiday with peace of mind by adding Flexible Cancellation
- Sleeps6
- Bedrooms3
- PetsNo
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
7 nights from €1336
- Sleeps6
- Bedrooms3
- PetsNo
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
7 nights from €790
- Sleeps8
- Bedrooms5
- PetsYes
Victorian Town House is a large, coastal property resting in the seaside town of Weymouth, Dorset. Close to a shop, a pub, and a beach. Large property. Dorchester 7.5 miles; West Bay 17.5 miles. (Ref. 1035186)
- Wi-fi
- Dishwasher
- Washing machine
7 nights from €853
- Sleeps6
- Bedrooms3
- PetsYes
A bright and airy lodge resting in Osmington near Preston, Dorset. Open-plan. Close to beach. Pet-friendly. Weymouth 5.4 miles; Poole 23.4 miles; Bournemouth 29.1 miles. (Ref. 1093891)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Washing machine
7 nights from €774
- Sleeps4
- Bedrooms2
- PetsNo
A superb two-bedroom apartment resting in Weymouth, Dorset. Opposite beach. Sea views. Close to amenities. Dorchester 7.4 miles; Bridport 18.8 miles. (Ref. 1053562)
- Wi-fi
- Ground floor bedroom
- Washing machine
7 nights from €803
Book your 2024 holiday with peace of mind by adding Flexible Cancellation
- Sleeps4
- Bedrooms2
- PetsYes
Comfortable Spanish style holiday home in Weymouth. Off road parking for two cars. Patio garden with furniture. Sea views. Beach 5 min. Pub and shop 10 min. Dorchester 9 miles. (Ref. 994352)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
7 nights from €727
- Sleeps6
- Bedrooms3
- PetsYes
Dirdale is a tasteful lodge resting in rural Nottington near Weymouth, Dorset. Dog-friendly. Off-road parking. Shared garden. Barbecue. Family-friendly. Weymouth 3.4 miles; Dorchester 6.4 miles; Fortuneswell 7.1 miles. (Ref. 1105458)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Washing machine
- Baby-friendly
7 nights from €769
- Sleeps10
- Bedrooms4
- PetsNo
Electronically gated property. Gated parking for three cars. Sleeps 10. Two min walk to harbour and amenities. (Ref. 994443)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Washing machine
- Baby-friendly
- Sky TV
7 nights from €1509
- 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
7 nights from €808
- Sleeps12
- Bedrooms6
- PetsNo
A spacious, detached, three-storey house nestled in Weymouth, Dorset. Close to amenities. Close to beach. Pet-free. Enclosed garden. Dorchester 6.5 miles; Bridport 18 miles. (Ref. 1080182)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Washing machine
- Baby-friendly
7 nights from €1634
- Sleeps4
- Bedrooms2
- PetsNo
The Cottage is a charming, two-bedroom townhouse resting in Weymouth, Dorset. Close to amenities. Smart TV. Enclosed balcony. Dorchester 8.5 miles; Bridport 20.6 miles. (Ref. 1137088)
- Wi-fi
- Dishwasher
- Washing machine
- Baby-friendly
7 nights from €645
- Sleeps5
- Bedrooms2
- PetsNo
This well-presented, two-bedroom abode resides in Weymouth, Dorset. Close to amenities and a beach. Enclosed courtyard. Near an AONB. Dorchester 7.7 miles; Bridport 19.2 miles. (Ref. 1137075)
- Wi-fi
- Washing machine
7 nights from €575
Book your 2024 holiday with peace of mind by adding Flexible Cancellation
- Sleeps10
- Bedrooms5
- PetsNo
Beautiful, Georgian seafront house, nestled in the lively town of Weymouth. Sea views. En-suite bedrooms. WiFi. Beach less than 50 metres away. (Ref. 1006583)
- Wi-fi
- Dishwasher
- Baby-friendly
7 nights from €1885
- Sleeps4
- Bedrooms2
- PetsYes
Modern refurbished terraced cottage in Weymouth, sleeping 4, short walk to the beach and town, WiFi, Off road parking for 1 car. (Ref. 994696)
- Wi-fi
- Off-road parking
- Washing machine
- Baby-friendly
7 nights from €583
- Sleeps9
- Bedrooms4
- PetsNo
Bay Cottage is a well-presented, three-storey detached house situated in the resort of Weymouth, Dorset. Smart TV. Decking with furniture. Near a beach. Dorchester 8.4 miles; Bridport 20.3 miles. (Ref. 1139723)
- Wi-fi
- Dishwasher
- Washing machine
- Baby-friendly
7 nights from €1130
- Sleeps6
- Bedrooms3
- PetsYes
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. (Ref. 1103441)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
- Baby-friendly
7 nights from €882
- Sleeps6
- Bedrooms3
- PetsNo
Large, modern house nestled on the outskirts of Weymouth, 1 mile from the beach and restaurants. Off-road parking. WiFi. Enclosed garden. (Ref. 1001446)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
- Baby-friendly
7 nights from €1091
- Sleeps8
- Bedrooms4
- PetsNo
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
7 nights from €1236
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