Southwell Cottages

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Your search returned 34 cottages.

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  • The front exterior of a red brick house with white framed windows and a white front door at 74 Reap Lane Southwell near Weston
    30
    Southwell near Weston, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.5★

      Outstanding

    • Dream Cottages rating

    74 Reap Lane is a lovely home resting near the village of Weston, on the Isle of Portland in Dorset. (Ref. 1158199)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from £471

    Secure your holiday with a 30% deposit* Book now
  • A stone house with a tiled roof and a garage next to a paved driveway at St Johns View in Portland
    19
    Portland, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.5★

      Outstanding

    • Dream Cottages rating

    St. (Ref. 994677)

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

    7 nights from £629

    Secure your holiday with a 30% deposit* Book now
  • Two beige houses with black doors and windows on a paved street at Jurassic Coast House in Portland
    Property has offers
    42
    Portland, Dorset
    • Sleeps8
    • Bedrooms4
    • PetsYes

      4.5★

      Outstanding

    • Dream Cottages rating

    Modern and comfortable holiday house for up to 8 people in the Isle of Portland. (Ref. 994310)

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

    • 5% off - Sat 6th Sep to 20th Dec 2025

    7 nights from £983

    Secure your holiday with a 30% deposit* Book now
  • A balcony with a round glass table and wicker chairs overlooking a marina and trees at Sunset View in Castletown Portland
    50
    Castletown, Portland, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.3★

      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 £508

    Secure your holiday with a 30% deposit* Book now
  • A living room with two blue sofas a wooden coffee table a rug a TV a bookshelf and a fireplace at Ammonite Cottage Fortuneswell Portland
    32
    Fortuneswell Portland, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.7★

      Outstanding

    • Dream Cottages rating

    Traditional Portland Cottage. (Ref. 993922)

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

    7 nights from £529

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  • A stone house with windows and a garden with bushes in front at Anchor Cottage in Weston Portland
    35
    Weston, Portland, Dorset
    • Sleeps5
    • Bedrooms3
    • PetsNo

      4.5★

      Outstanding

    • Dream Cottages rating

    Anchor Cottage is a traditional 19th-century Portland Stone cottage resting in the charming village of Weston, Portland, Dorset, with off-road parking. (Ref. 1160217)

    • Wi-fi
    • Off-road parking
    • Dishwasher

    7 nights from £614

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  • A modern residential area with brick and stone buildings a driveway and a streetlamp at Sea Gem in Castletown Portland
    43
    Castletown, Portland, Dorset
    • 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 £922

    Secure your holiday with a 30% deposit* Book now
  • A row of yellow terraced houses with street lamps and paved walkways at Olympic Cottage in Portland
    23
    Portland, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.7★

      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 £638

    Secure your holiday with a 30% deposit* Book now
  • An old stone building with multiple gables and windows behind a stone wall at The Old Portland Courthouse in Portland
    33
    Portland, Dorset
    • Sleeps8
    • Bedrooms4
    • PetsNo

      4.6★

      Outstanding

    • 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 £1176

    Secure your holiday with a 30% deposit* Book now
  • A dining and living area with a round table set for four near large windows and a glass door overlooking an outdoor area with a lighthouse visible beyond at Coastguard View in Portland Bill
    27
    Portland Bill, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.8★

      Outstanding

    • Dream Cottages rating

    Coastguard View is a lovely holiday cottage resting near the coast in Portland Bill on the Isle of Portland, Dorset with a Smart TV and open-plan space. (Ref. 1169819)

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

    7 nights from £600

    Secure your holiday with a 30% deposit* Book now
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