Portland Cottages

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Your search returned 41 cottages.

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    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.2

      Good

    • Dream Cottages rating

    Fisherman's Cottage, King Street, is a charming cottage resting in Fortuneswell, Dorset. (Ref. 1152166)

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

    7 nights from £500

    Secure your holiday with a 30% deposit* Book now
    • Sleeps2
    • Bedrooms1
    • PetsNo

      3.2

    • Dream Cottages rating

    Cove Cottage Hideaway is a romantic, terrace abode near the coast in Chiswell on Portland, Dorset. (Ref. 1150238)

    • Wi-fi
    • 5% off - Wed 1st May to 1st Sep 2024

    7 nights from £934

    Secure your holiday with a 30% deposit* Book now
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.5

      Outstanding

    • Dream Cottages rating

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

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

    7 nights from £592

    Secure your holiday with a 30% deposit*
    Last booked 2 days ago
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    • Sleeps8
    • Bedrooms4
    • PetsNo

      4.3

      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 £1144

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    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.7

      Outstanding

    • 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 £737

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    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.8

      Outstanding

    • Dream Cottages rating

    Traditional Portland Cottage. (Ref. 993922)

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

    7 nights from £502

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    • Sleeps5
    • Bedrooms3
    • PetsYes

      4.7

      Outstanding

    • Dream Cottages rating

    Off road parking. (Ref. 994270)

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

    7 nights from £552

    Secure your holiday with a 30% deposit*
    Last booked yesterday
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    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.4

      Good

    • Dream Cottages rating

    Sunset View is a perfectly-positioned, fifth-floor apartment residing in Castletown, Dorset. (Ref. 1141111)

    • Wi-fi
    • Dishwasher
    • Baby-friendly

    7 nights from £487

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    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.8

      Outstanding

    • Dream Cottages rating

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

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

    7 nights from £659

    Secure your holiday with a 30% deposit*
    Last booked yesterday
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    • Sleeps8
    • Bedrooms4
    • PetsNo

      4.6

      Outstanding

    • 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 £695

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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, Southwell, 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.