Your search returned 62 cottages.
-
- Sleeps8
- Bedrooms4
- PetsNo
The Old Portland Courthouse is spacious, comfortable luxury holiday home. (Ref. 994487)
- Wi-fi
- Ground floor bedroom
- Dishwasher
- Washing machine
7 nights from €1422
Secure your holiday with a 30% deposit* Book now -
- Sleeps4
- Bedrooms2
- PetsNo
Manhattan Beach is an apartment with a balcony with sunning sea and marina vistas, on the edge of the village of Castletown, Isle of Portland, in Dorset. (Ref. 1161472)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
7 nights from €707
Secure your holiday with a 30% deposit* Book now -
- Sleeps6
- Bedrooms3
- PetsYes
Dotties Retreat, a lovely, three-storey abode located in the seaside town of Weymouth, Dorset. (Ref. 1157026)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
7 nights from €945
-
- 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 €704
Secure your holiday with a 30% deposit* Book now -
- Sleeps7
- Bedrooms4
- PetsNo
A spacious, three-storey house settled in Castletown, Portland, Dorset. (Ref. 1107230)
- Wi-fi
- Ground floor bedroom
- Dishwasher
7 nights from €1114
-
- Sleeps5
- Bedrooms3
- PetsNo
Faiirways is a delightful house situated near a beach in Wyke Regis, Dorset, boasting an enclosed garden, Smart TV, and private driveway parking. (Ref. 1047698)
- Off-road parking
- Dishwasher
- Washing machine
-
5% off - Sat 12th Apr to 30th May 2025
7 nights from €609
-
- Sleeps6
- Bedrooms3
- PetsNo
Large, modern house nestled on the outskirts of Weymouth, 1 mile from the beach and restaurants. (Ref. 1001446)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
- Baby-friendly
7 nights from €1028
Secure your holiday with a 30% deposit* Book now -
- 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
- Washing machine
7 nights from €856
Secure your holiday with a 30% deposit* Book now -
- Sleeps8
- Bedrooms4
- PetsNo
Detached, large and modern house for large group of friends or big family. (Ref. 994499)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Washing machine
- Baby-friendly
7 nights from €861
-
- Sleeps8
- Bedrooms4
- PetsYes
Modern and comfortable holiday house for up to 8 people in the Isle of Portland. (Ref. 994310)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Washing machine
- Baby-friendly
-
5% off - Tue 25th Feb to 14th Dec 2025
7 nights from €1134
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.