Your search returned 60 cottages.
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- Sleeps4
- Bedrooms2
- PetsNo
Coastguard View is a lovely holiday cottage resting near the coast in Portland Bill on the Isle of Portland, Dorset with a Smart TV and open-plan space. (Ref. 1169819)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Washing machine
7 nights from €685
Book nowLast booked yesterday -
- Sleeps5
- Bedrooms3
- PetsNo
2-minute walk to Sandsfoot beach and the South West Coast path. (Ref. 994582)
- Wi-fi
- Dishwasher
- Washing machine
- Baby-friendly
7 nights from €826
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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
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10% off - Fri 19th Jun to 2nd Oct 2026
7 nights from €739
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- Sleeps5
- Bedrooms3
- PetsYes
Modern family house located on the edge of Weymouth, with sea views. (Ref. 994759)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
- Baby-friendly
7 nights from €782
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- Sleeps5
- Bedrooms3
- PetsYes
Off road parking. (Ref. 994270)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
- Baby-friendly
7 nights from €694
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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 €836
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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
- Baby-friendly
7 nights from €708
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- Sleeps4
- Bedrooms2
- PetsNo
A well-positioned, fourth-floor apartment resting in Castletown, Dorset. (Ref. 1119638)
- Wi-fi
- Swimming pool
- Dishwasher
- Washing machine
7 nights from €639
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- Sleeps6
- Bedrooms3
- PetsYes
Wonderfully positioned townhouse just moments from Sandsfoot beach and the South West Coast path. (Ref. 1059103)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Washing machine
7 nights from €920
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- Sleeps4
- Bedrooms2
- PetsYes
74 Reap Lane is a lovely home resting near the village of Weston, on the Isle of Portland in Dorset. (Ref. 1158199)
- Wi-fi
- Dishwasher
- Washing machine
7 nights from €547
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.