Portland Cottages

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Your search returned 31 cottages..

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  • Cove Cottage Hideaway

    Chiswell On Portland, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsNo
    • Rating

    Charming and well-presented cottage with many traditional features. (Ref. 1043640)

    7 nights from £380

  • 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 £555

  • Old Higher Lighthouse Stopes Cottage

    Portland Bill, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo
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    Delightful, single-storey, Grade II listed cottage linked to Old Higher Lighthouse at Portland Bill on Dorset's Jurassic Coast. (Ref. 12494)

    7 nights from £626

  • 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 £597

  • Unicorn

    Portland, Dorset
    • 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 £470

  • 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 £515

    Last booked 8 hours ago
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  • Jurassica House

    Fortuneswell, Dorset
    • Sleeps8
    • Bedrooms4
    • PetsNo
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    A large, contemporary holiday house resting on the Isle of Portland in Fortuneswell. (Ref. 1043679)

    7 nights from £854

  • Pitt Hayes Cottage

    Fotrtuneswell, Dorset
    • Sleeps8
    • Bedrooms4
    • PetsYes
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    A Portland house with Stunning views, sleeps 8, tucked away in a private road, parking for 3 cars, close to the national sailing academy, (Ref. 994554)

    7 nights from £809

  • Sunset Lodge

    Portland, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsNo
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    Three bedrooms on Portland, moments from Chesil beach. (Ref. 994701)

    7 nights from £555

  • 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 £555

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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.