Portland Cottages

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Your search returned 62 cottages.

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    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.8

      Outstanding

    • Dream Cottages rating

    33 High Street is a well-positioned, three-bedroom home resting in Fortuneswell, Dorset. (Ref. 1138399)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from $765

    Secure your holiday with a 30% deposit* Book now
    • Sleeps8
    • Bedrooms4
    • PetsYes

      4.9

      Outstanding

    • Dream Cottages rating

    Home From Home is a delightful cottage nestled in the village of Fortuneswell in Dorset, Isle of Portland and is pet-friendly and near the beach. (Ref. 1158103)

    • Wi-fi
    • Washing machine
    • 10% off - Sat 7th Jun to 31st Aug 2025

    7 nights from $710

    Secure your holiday with a 30% deposit* Book now
    • Sleeps4
    • Bedrooms2
    • PetsNo
    • Dream Cottages rating

    Manhattan Beach is an apartment with a balcony with sunning sea and marina vistas, on the edge of the village of Castletown, Isle of Portland, in Dorset. (Ref. 1161472)

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

    7 nights from $792

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

      4.2

      Good

    • Dream Cottages rating

    A well-presented, modern apartment on the rugged Isle of Portland. (Ref. 1034885)

    • Wi-fi
    • Off-road parking
    • Swimming pool
    • Dishwasher
    • Washing machine

    7 nights from $772

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    • Sleeps6
    • Bedrooms3
    • PetsYes
    • Dream Cottages rating

    Dotties Retreat, a lovely, three-storey abode located in the seaside town of Weymouth, Dorset. (Ref. 1157026)

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

    7 nights from $896

    Secure your holiday with a 30% deposit* Book now
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.0

      Good

    • Dream Cottages rating

    A coastal cottage resting in Weymouth, Dorset. (Ref. 1092544)

    • Wi-fi
    • Off-road parking
    • Dishwasher

    7 nights from $1002

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    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.1

      Good

    • Dream Cottages rating

    This contemporary holiday home rests in Portland, Dorset. (Ref. 1122555)

    • Wi-fi
    • Hot Tub
    • Dishwasher
    • Washing machine

    7 nights from $656

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    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.4

      Good

    • Dream Cottages rating

    An attractive, Edwardian terraced house situated in Weymouth, Dorset. (Ref. 1001484)

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

    7 nights from $713

    Secure your holiday with a 30% deposit* Book now
    • Sleeps4
    • Bedrooms2
    • PetsNo
    • Dream Cottages rating

    The Lobster Pot, a nicely-presented apartment rests in the gorgeous seaside town of Weymouth in Dorset. (Ref. 1151706)

    • Wi-fi
    • Off-road parking
    • Dishwasher
    • 10% off - Thu 5th Jun to 31st Jul 2025

    7 nights from $671

    Secure your holiday with a 30% deposit* Book now
    • Sleeps7
    • Bedrooms4
    • PetsNo

      4.9

      Outstanding

    • Dream Cottages rating

    A spacious, three-storey house settled in Castletown, Portland, Dorset. (Ref. 1107230)

    • Wi-fi
    • Ground floor bedroom
    • Dishwasher

    7 nights from $1236

    Secure your holiday with a 30% deposit* Book now
Most relevant
  • Distance to Location
  • Most relevant
  • Price (lowest first)
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  • Sleeps (lowest first)
  • Sleeps (highest first)
  • Rating (lowest first)
  • Rating (highest first)
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