Portland Cottages

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Your search returned 41 cottages.

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    • Sleeps4
    • Bedrooms2
    • PetsNo
    • Dream Cottages rating

    This homely, terraced house sits in Fortuneswell, Dorset. (Ref. 1109879)

    • Wi-fi
    • Dishwasher
    • Washing machine
    • Baby-friendly

    7 nights from £529

    Secure this property with a 30% deposit* Book now
    • Sleeps4
    • Bedrooms2
    • PetsNo
    • Dream Cottages rating

    A fantastic two-bedroom holiday home resting in Wyke Regis, Dorset. (Ref. 1049298)

    • Wi-fi
    • Off-road parking
    • Dishwasher
    • Washing machine

    7 nights from £501

    Secure this property with a 30% deposit* Book now
    • Sleeps5
    • Bedrooms3
    • PetsNo
    • Dream Cottages rating

    A wonderful, end-terrace house perched on the coast in Wyke Regis, Dorset. (Ref. 1091445)

    • Wi-fi
    • Off-road parking
    • Washing machine
    • Baby-friendly

    7 nights from £565

    Secure this property with a 30% deposit* Book now
    • Sleeps7
    • Bedrooms4
    • PetsNo
    • Dream Cottages rating

    A spacious, three-storey house settled in Castletown, Portland, Dorset. (Ref. 1107230)

    • Wi-fi
    • Ground floor bedroom
    • Dishwasher

    7 nights from £848

    Secure this property with a 30% deposit*
    Last booked 2 days ago
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    • Sleeps7
    • Bedrooms3
    • PetsYes

      4.9

      Outstanding

    • Dream Cottages rating

    An attractive, terraced, three-storey house near Chesil Beach in Fortuneswell, Dorset. (Ref. 1091335)

    • Wi-fi
    • Off-road parking
    • Dishwasher
    • Washing machine

    7 nights from £640

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    • Sleeps4
    • Bedrooms2
    • PetsNo
    • Dream Cottages rating

    This charming mid-terraced house lies near Weston on the Isle of Portland. (Ref. 1099790)

    • Wi-fi
    • Off-road parking
    • Washing machine
    • Sky TV
    • 5% off - Fri 15th Jul to 2nd Sep 2022

    7 nights from £524

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    • Sleeps2
    • Bedrooms1
    • PetsYes
    • Dream Cottages rating

    A lovely ground-floor apartment resting in Southwell, Dorset. (Ref. 1104308)

    • Wi-fi
    • Off-road parking
    • Washing machine
    • Baby-friendly

    7 nights from £403

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    Last booked yesterday
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    • Sleeps6
    • Bedrooms3
    • PetsNo
    • Dream Cottages rating

    This semi-detached, three-storey house sits in Wakeham, Portland, in Dorset. (Ref. 1101098)

    • Wi-fi
    • Off-road parking
    • Ground floor bedroom
    • Dishwasher
    • Washing machine
    • Baby-friendly

    7 nights from £683

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    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.2

      Good

    • Dream Cottages rating

    A lovely one-bedroom terraced house resting in Fortuneswell, Dorset. (Ref. 1082792)

    • Washing machine

    7 nights from £487

    Secure this property with a 30% deposit*
    Last booked 2 days ago
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    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.9

      Outstanding

    • Dream Cottages rating

    An enticing, semi-detached house sitting in Wyke Regis, Dorset. (Ref. 1097679)

    • Wi-fi
    • Off-road parking

    7 nights from £609

    Secure this property with a 30% deposit* Book now
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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 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, 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.