Portland Cottages

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Your search returned 41 cottages.

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    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.7

      Excellent

    • Dream Cottages rating

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

    • Wi-fi
    • Dishwasher

    7 nights from £534

    Secure this property with a 30% deposit* Book now
    • Sleeps8
    • Bedrooms4
    • PetsNo

      4.8

      Excellent

    • Dream Cottages rating

    Detached, large and modern house for large group of friends or big family. (Ref. 994499)

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

    7 nights from £643

    Secure this property with a 30% deposit* Book now
    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.6

      Very good

    • Dream Cottages rating

    Bright contemporary property perfect groups of guests in the Isle of Portland. (Ref. 994754)

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

    7 nights from £682

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    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.9

      Outstanding

    • Dream Cottages rating

    St. (Ref. 994677)

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

    7 nights from £518

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    • Sleeps8
    • Bedrooms4
    • PetsNo

      4.2

      Good

    • Dream Cottages rating

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

    • Wi-fi
    • Ground floor bedroom
    • Dishwasher
    • Washing machine

    7 nights from £1059

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    • Sleeps5
    • Bedrooms3
    • PetsYes

      4.8

      Excellent

    • Dream Cottages rating

    Modern family house located on the edge of Weymouth, with sea views. (Ref. 994759)

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

    7 nights from £565

    Secure this property with a 30% deposit*
    Last booked yesterday
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    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.8

      Excellent

    • Dream Cottages rating

    Three bedrooms on Portland, moments from Chesil beach. (Ref. 994701)

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

    7 nights from £565

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    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.8

      Excellent

    • Dream Cottages rating

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

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

    7 nights from £591

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    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.9

      Outstanding

    • Dream Cottages rating

    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)

    • Wi-fi
    • Washing machine

    7 nights from £448

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    Last booked yesterday
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    • Sleeps5
    • Bedrooms3
    • PetsNo

      4.6

      Very good

    • Dream Cottages rating

    A modern terraced house on Portland, sleeps 5, close to Portland Bill. (Ref. 994573)

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

    7 nights from £565

    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.