Portland Cottages

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Your search returned 39 cottages.

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    • Sleeps7
    • Bedrooms3
    • PetsYes
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    An attractive, terraced, three-storey house near Chesil Beach in Fortuneswell, Dorset. (Ref. 1091335)

    7 nights from £612

    Secure this property with a 30% deposit*
    Last booked yesterday
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    • Sleeps2
    • Bedrooms1
    • PetsYes
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    A lovely ground-floor apartment resting in Southwell, Dorset. (Ref. 1104308)

    7 nights from £443

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    • Sleeps6
    • Bedrooms3
    • PetsNo
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    This semi-detached, three-storey house sits in Wakeham, Portland, in Dorset. (Ref. 1101098)

    7 nights from £683

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    • Sleeps4
    • Bedrooms2
    • PetsNo
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    An inviting, end-terrace holiday home resting in Fortuneswell, Isle of Portland. (Ref. 1101097)

    7 nights from £524

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    • Sleeps2
    • Bedrooms1
    • PetsNo
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    A lovely one-bedroom terraced house resting in Fortuneswell, Dorset. (Ref. 1082792)

    7 nights from £519

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    • Sleeps4
    • Bedrooms2
    • PetsNo
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    A contemporary, mid-terrace holiday home resting in Fortuneswell, Isle of Portland. (Ref. 1100985)

    7 nights from £524

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    • Sleeps6
    • Bedrooms3
    • PetsYes
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    An enticing, semi-detached house sitting in Wyke Regis, Dorset. (Ref. 1097679)

    7 nights from £638

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    • Sleeps4
    • Bedrooms2
    • PetsNo
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    A well-presented two-bedroom cottage resting in Fortuneswell in Dorset. (Ref. 1082838)

    7 nights from £534

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    • Sleeps12
    • Bedrooms6
    • PetsYes
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    A charming mid-terrace house resting in Fortuneswell in Portland, Dorset. (Ref. 1085153)

    7 nights from £1359

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    • Sleeps4
    • Bedrooms2
    • PetsNo
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    A beautifully presented apartment with stunning views across the bay and Portland Bill. (Ref. 1070193)

    7 nights from £530

    Secure this property with a 30% deposit*
    Last booked yesterday
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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.