Portland Cottages

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Your search returned 34 cottages.

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  • The Chesil Lookout

    Fortuneswell, Dorset
    • Sleeps12
    • Bedrooms6
    • PetsYes
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    A charming mid-terrace house resting in Fortuneswell in Portland, Dorset. (Ref. 1085153)

    7 nights from £1359

    Secure this property with a 30% deposit*
    Last booked 2 days ago
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  • Beach View House

    Wyke Regis, Dorset
    • 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 £565

    Secure this property with a 30% deposit* Book now
  • The Shambles

    Fortuneswell, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo
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    A well-presented two-bedroom cottage resting in Fortuneswell in Dorset. (Ref. 1082838)

    7 nights from £534

    Secure this property with a 30% deposit* Book now
  • 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 £592

    Secure this property with a 30% deposit*
    Last booked 3 hours ago
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  • The Old Police Station

    Fortuneswell, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsNo
    • Sykes rating Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes

    The Old Police Station is a fantastic house residing in Fortuneswell, Dorset. (Ref. 1082042)

    7 nights from £1031

    Secure this property with a 30% deposit* Book now
  • Old Higher Lighthouse Branscombe Lodge

    Portland Bill, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo
    • Sykes rating Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes

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

    7 nights from £577

    Secure this property with a 30% deposit*
    Last booked 3 hours ago
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  • Sunrise Hill

    Castletown, Portland, Dorset
    • 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 £374

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  • Sunset Lodge

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

    7 nights from £565

    Secure this property with a 30% deposit*
    Last booked 2 days ago
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  • Jurassic Coast House

    Portland, Dorset
    • Sleeps8
    • Bedrooms4
    • PetsYes
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    Modern and comfortable holiday house for up to 8 people in the Isle of Portland. (Ref. 994310)

    7 nights from £847

    Secure this property with a 30% deposit*
    Last booked 2 days ago
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  • St Johns View

    Portland, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo
    • Tourist Board rating Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon

    St. (Ref. 994677)

    7 nights from £482

    Secure this property with a 30% deposit* Book now
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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.