Your search returned 63 cottages.
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- Sleeps4
- Bedrooms2
- PetsNo
A beautiful stone cottage, complete with garden on the quieter end of Portland, however situated on the main bus route to Weymouth and beyond. (Ref. 994021)
- Wi-fi
- Washing machine
7 nights from £499
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- Sleeps4
- Bedrooms2
- PetsNo
Delightful, single-storey, Grade II listed cottage linked to Old Higher Lighthouse at Portland Bill on Dorset's Jurassic Coast. (Ref. 12494)
- Wi-fi
- Off-road parking
- Swimming pool
- Ground floor bedroom
- Dishwasher
- Washing machine
7 nights from £714
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- Sleeps5
- Bedrooms3
- PetsYes
A charming cottage based in the village of Wyke Regis, Dorset. (Ref. 1121449)
- Wi-fi
- Off-road parking
- Electric car charging
- Dishwasher
- Washing machine
- Baby-friendly
7 nights from £644
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- Sleeps4
- Bedrooms2
- PetsNo
Charming detached Grade II listed lighthouse cottage at Portland Bill on Dorset's Jurassic Coast. (Ref. 12497)
- Wi-fi
- Off-road parking
- Swimming pool
- Ground floor bedroom
- Washing machine
7 nights from £649
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- Sleeps6
- Bedrooms3
- PetsYes
An enticing, semi-detached house sitting in Wyke Regis, Dorset. (Ref. 1097679)
- Wi-fi
- Off-road parking
7 nights from £740
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- Sleeps4
- Bedrooms2
- PetsNo
A stylish property resting in the resort of Weymouth, Dorset. (Ref. 1100742)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
- Baby-friendly
7 nights from £599
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- Sleeps5
- Bedrooms3
- PetsYes
A delightful, mid-terrace home just moments from the beach in the village of Wyke Regis, Weymouth. (Ref. 1071852)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
7 nights from £579
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- Sleeps5
- Bedrooms3
- PetsNo
Fairways is a delightful house situated less than 2 mins walk to Smallmouth beach in Wyke Regis, Dorset, boasting an enclosed garden, Smart TV, and private driveway parking. (Ref. 1047698)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
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10% off - Mon 30th Jun to 31st Jul 2025
7 nights from £524
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- Sleeps6
- Bedrooms3
- PetsYes
A fabulous three-bedroom holiday home in Wyke Regis, Dorset. (Ref. 1103441)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
- Baby-friendly
7 nights from £763
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- Sleeps4
- Bedrooms2
- PetsYes
Situated in the Isle of Portland, Langham Cottage is very comfortable and spacious holiday home. (Ref. 994321)
- Wi-fi
- Dishwasher
- Washing machine
- Baby-friendly
7 nights from £462
Our properties on the wonderful Isle of Portland range from modern contemporary lodges overlooking the sea to stunning harbourside properties with unrivalled sea views, just a stone’s throw from the beautiful Jurassic Coast.
Portland itself offers arguably the best sailing and windsurfing waters in the world, equipped with an abundance of rare wildlife, miles of stunning coastal walks and a beautiful marina to facilitate great fishing trips. Portland also plays host to beautiful beaches, some of which are dog-friendly all year round, fantastic pubs and some of the best cream teas in the whole of Dorset.
Portland Holiday Cottages
Our Portland holiday cottages are equally perfect for those wishing to enjoy the great outdoors, as well as those wishing to cosy up with stunning views right outside their cottage windows.
Our cottages sleep parties of all sizes, as well as many accommodating dogs and young children. Stay in the heart of Portland itself in a lovely village like Easton, or stay in the surrounding area to bask in the beauty of the Dorset coast.
Places to visit near Portland
If you're looking to venture outside of Portland during your stay, then you won't be short for choice. With many other Dorset favourites just a short drive away, you can explore the likes of Chesil Beach and the Jurassic Coast in a day. Locations such as Abbotsbury, Osmington, West Bexington, Chesil Beach, Southwell, West Lulworth and Weymouth are just as beautiful as Portland and offer all sorts of different attractions and days out.
Start your Portland adventure today by chatting to one of our helpful travel experts or continue browsing our secure website.