Portland Cottages

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Your search returned 34 cottages.

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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 £555

  • 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

  • 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 £905

    Last booked 2 days ago
    Book now
  • 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

  • Smallmouth Cottage

    Wyke Regis, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo
    • Sykes rating Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes

    A charming two-bedroom terrace house resting in Wyke Regis, Weymouth. (Ref. 1073525)

    7 nights from £600

  • 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 £561

  • 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)

    • 10% off - Fri 5th Nov to 22nd Dec 2021

    • 25% off - Wed 22nd Dec 2021 to 5th Jan 2022

    7 nights from £486

    Last booked yesterday
    Book now
  • 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 £599

  • 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 £586

  • Sunset Lodge

    Portland, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsNo
    • Tourist Board rating Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon

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

    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.