Portland Cottages

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Your search returned 61 cottages.

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  • A red brick residential building with multiple windows and a paved driveway near a tree at Flat 6 Thornlow Heights in Weymouth
    Property has offers
    31
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.4★

      Good

    • Dream Cottages rating

    A well-appointed, first-floor apartment resting in Weymouth, Dorset. (Ref. 1123245)

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

    • 5% off - Mon 22nd Dec 2025 to 5th Jan 2026

    7 nights from £562

    Secure your holiday with a 30% deposit* Book now
  • A street view of row houses with brick walls and bay windows with plants in front at Sandsfoot Rest in Weymouth
    26
    Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.6★

      Outstanding

    • Dream Cottages rating

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

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

    7 nights from £583

    Secure your holiday with a 30% deposit* Book now
  • An outdoor hot tub with water and jets next to a wall with ivy and a door at Pebble Reef in Easton Portland
    36
    Easton, Portland, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsNo

      3.8★

      Good

    • Dream Cottages rating

    A lovely three-bedroom cottage perched in Easton, Dorset. (Ref. 1122341)

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

    7 nights from £677

    Secure your holiday with a 30% deposit* Book now
  • A white two-story building with a blue door and black framed windows labeled Neptune Cottage in Fortuneswell
    20
    Fortuneswell, Dorset
    • Sleeps5
    • Bedrooms3
    • PetsYes

      3.8★

      Good

    • Dream Cottages rating

    Neptune cottage situated in the Isle of Portland is very cosy and comfortable. (Ref. 994425)

    • Dishwasher
    • Washing machine
    • Baby-friendly

    7 nights from £608

    Secure your holiday with a 30% deposit* Book now
  • A balcony dining setup with plates glassware fruit bowl and bread overlooking a harbor at 65 Ocean View in Castletown Portland
    31
    Castletown, Portland, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      3.7★

      Good

    • Dream Cottages rating

    A well-presented apartment with views over Portland Marina in Castletown, Dorset. (Ref. 1136982)

    • Wi-fi
    • Washing machine

    7 nights from £479

    Secure your holiday with a 30% deposit* Book now
  • An outdoor hot tub next to a blue house with glass doors and a garden with grass and bushes at Fisherman's Cottage in Southwell
    25
    Southwell, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsNo

    • Dream Cottages rating

    A historic, 18th-century cottage resting in Portland, Dorset. (Ref. 1122551)

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

    7 nights from £786

    Secure your holiday with a 30% deposit* Book now
  • A brick semi detached house with a driveway garage and stairs leading to a gate at Dotties Retreat in Weymouth
    46
    Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      3.8★

      Good

    • 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 £711

    Secure your holiday with a 30% deposit* Book now
  • Exterior view of a row of houses with bay windows a blue door and a plant in a pot at The Shambles in Fortuneswell
    25
    Fortuneswell, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.4★

      Good

    • Dream Cottages rating

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

    • Wi-fi
    • Dishwasher

    7 nights from £620

    Secure your holiday with a 30% deposit* Book now
  • A building with windows and a door at Lily's Pad in Weston, Portland
    25
    Weston, Portland, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

    • Dream Cottages rating

    Lily's Pad is an intimate apartment in Weston, Dorset, with ground-floor living and is close to the picturesque coastline, alongside several amenities. (Ref. 1173596)

    • Wi-fi
    • Ground floor bedroom
    • Washing machine
    • Baby-friendly

    7 nights from £432

    Secure your holiday with a 30% deposit* Book now
  • A street view of two attached brick houses with windows and a trimmed hedge at 18 Chamberlaine Road in Weymouth
    31
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      3.2★

    • Dream Cottages rating

    18 Chamberlaine Road is a lovely and welcoming abode, near a beach, situated in the heart of Weymouth, Dorset, only a short walk to a local shop and pub. (Ref. 1161457)

    • Wi-fi
    • Washing machine

    7 nights from £468

    Secure your holiday with a 30% deposit* Book now
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