Portland Cottages

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Your search returned 40 cottages.

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    • Sleeps5
    • Bedrooms3
    • PetsYes
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    A stone Fisherman's cottage on Portland, WIFI, ideal location for exploring Portland, sail at the National Sailing academy and the Jurassic Coast. (Ref. 993918)

    7 nights from £529

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    • Sleeps5
    • Bedrooms3
    • PetsYes
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    Off road parking. (Ref. 994270)

    7 nights from £501

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    • Sleeps4
    • Bedrooms2
    • PetsYes
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    Traditional cosy terraced cottage on Portland, close to Chesil Beach, WIFI, parking for one car. (Ref. 994744)

    7 nights from £483

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    • Sleeps2
    • Bedrooms1
    • PetsNo
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    Sunrise Hill is a well-presented, modern apartment in Castletown on the beautiful Isle of Portland. (Ref. 1079649)

    7 nights from £410

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    • Sleeps5
    • Bedrooms3
    • PetsYes
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    A wonderful, end-terrace house perched on the coast in Wyke Regis, Dorset. (Ref. 1065700)

    7 nights from £577

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    • Sleeps4
    • Bedrooms2
    • PetsYes
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    Modern and spacious cottage for couples or family in the Isle of Portland. (Ref. 994497)

    7 nights from £529

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    • Sleeps5
    • Bedrooms3
    • PetsYes
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    A delightful, mid-terrace home just moments from the beach in the village of Wyke Regis, Weymouth. (Ref. 1071852)

    7 nights from £610

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    • Sleeps8
    • Bedrooms4
    • PetsNo
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    The Old Portland Courthouse is spacious, comfortable luxury holiday home. (Ref. 994487)

    7 nights from £1060

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    • Sleeps6
    • Bedrooms3
    • PetsYes
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    Sitting proudly in Easton on the Isle of Portland is this pretty stone house which has been lovingly updated by the owners, including an impressive kitchen and a unique bathroom with slipper bath. (Ref. 994077)

    7 nights from £564

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    • Sleeps4
    • Bedrooms2
    • PetsNo
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    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)

    7 nights from £449

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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.