Portland Cottages

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Your search returned 32 cottages.

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  • Tidal Drift

    Wyke Regis, Dorset
    • 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 £616

    Last booked 9 hours ago
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  • Portland View

    Portland Bill, Dorset
    • 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 £550

  • Bowman's Cottage

    Wakeham, Dorset
    • 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 £481

  • Langham Cottage

    Portland, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes
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    Situated in the Isle of Portland, Langham Cottage is very comfortable and spacious holiday home. (Ref. 994321)

    7 nights from £497

  • Old Higher Lighthouse Branscombe Lodge

    Portland Bill, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo
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    Charming detached Grade II listed lighthouse cottage at Portland Bill on Dorset's Jurassic Coast. (Ref. 12497)

    7 nights from £652

  • Cove Cottage Hideaway

    Chiswell On Portland, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsNo
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    Charming and well-presented cottage with many traditional features. (Ref. 1043640)

    7 nights from £391

  • The View

    Portland, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsNo
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    Bright contemporary property perfect groups of guests in the Isle of Portland. (Ref. 994754)

    7 nights from £732

  • Waters Edge

    Wyke Regis, Dorset
    • Sleeps5
    • Bedrooms3
    • PetsYes
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    Modern family house located on the edge of Weymouth, with sea views. (Ref. 994759)

    7 nights from £580

  • Telltales

    Fortuneswell, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes
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    Contemporary and spacious accommodation on the beautiful Isle of Portland, Dorset. (Ref. 1056087)

    7 nights from £573

  • Quarry Trails

    Portland, Dorset
    • Sleeps5
    • Bedrooms3
    • PetsNo
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    A modern terraced house on Portland, sleeps 5, close to Portland Bill. (Ref. 994573)

    7 nights from £606

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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.