South West Dorset Accommodation

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  • Exterior of a white two-story house with a pitched roof and blue front door at The White Cottage in Weymouth
    51
    Weymouth, Dorset
    • Sleeps9
    • Bedrooms4
    • PetsYes

      4.8★

      Outstanding

    • Dream Cottages rating

    A stunning, detached home resting in Weymouth, Dorset. (Ref. 1022573)

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

    7 nights from $1356

    Secure your holiday with a 30% deposit* Book now
  • A two-story house with a balcony and outdoor seating surrounded by greenery and purple flowers at Sandy Combe in West Bay
    53
    West Bay, Dorset
    • Sleeps8
    • Bedrooms4
    • PetsYes

      4.6★

      Outstanding

    • Dream Cottages rating

    A fabulous, reverse-level, four-bedroom home resting in West Bay, Dorset. (Ref. 1059577)

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

    7 nights from $1814

    Secure your holiday with a 30% deposit* Book now
  • A lighthouse and white buildings with a stone wall and grassy area at Old Higher Lighthouse Branscombe Lodge Portland Bill
    40
    Portland Bill, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.8★

      Outstanding

    • Dream Cottages rating

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

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

    7 nights from $833

    Secure your holiday with a 30% deposit* Book now
  • A white two-story house with bay windows and a dark front door at Bay Cottage in Weymouth
    50
    Weymouth, Dorset
    • Sleeps9
    • Bedrooms4
    • PetsNo

      4.8★

      Outstanding

    • Dream Cottages rating

    Bay Cottage is a well-presented, three-storey detached house situated in the resort of Weymouth, Dorset. (Ref. 1139723)

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

    7 nights from $1348

    Secure your holiday with a 30% deposit* Book now
  • A wooden house with skylights and a small garden area surrounded by trees at Roman Lodge in Osmington
    31
    Osmington, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.5★

      Outstanding

    • Dream Cottages rating

    A bright and airy lodge resting in Osmington near Preston, Dorset. (Ref. 1093891)

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

    7 nights from $960

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  • A house with red roof and red door behind grassy hill with trees at Rempstone Farmhouse in Corfe Castle
    29
    Corfe Castle, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.9★

      Outstanding

    • Dream Cottages rating

    Rempstone Farmhouse, a delightful, detached holiday home resting near Corfe Castle in Dorset. (Ref. 1155019)

    • Wi-fi
    • Off-road parking
    • Hot Tub
    • Washing machine
    • Games room

    7 nights from $1459

    Secure your holiday with a 30% deposit*
    Last booked 3 hours ago
    Book now
  • A small garden patio with a black table and four chairs in front of a blue house with open double doors at Gone Sailing Brewers Quay Harbour
    26
    Brewers Quay Harbour, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.9★

      Outstanding

    • Dream Cottages rating

    Two bedroom cottage. (Ref. 994229)

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

    7 nights from $715

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  • A garden with green grass a small tree and outdoor dining table with chairs next to a stone and white building at Valley View Farm Annexe in Uplyme
    21
    Uplyme, Devon
    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.8★

      Outstanding

    • Dream Cottages rating

    A characterful annex resting in Uplyme, Devon. (Ref. 994749)

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

    7 nights from $524

    Secure your holiday with a 30% deposit* Book now
  • A stone and brick house with a slate roof and arched doorway by a hedge at St Mary's Chapel in West Lulworth
    25
    West Lulworth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.8★

      Outstanding

    • Dream Cottages rating

    Located in the coastal village of West Lulworth is this stunning converted chapel. (Ref. 1055781)

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

    7 nights from $1566

    Secure your holiday with a 30% deposit* Book now
  • A large stone manor house with bay windows and ivy on the walls with a garden and small pond in front at Milton Manor in Milton On Stour
    Property has offers
    82
    Milton On Stour, Dorset
    • Sleeps33
    • Bedrooms14
    • PetsYes

      4.7★

      Outstanding

    • Dream Cottages rating

    This stunning historic manor nestles in the heart of Milton on Stour, Dorset. (Ref. 1026929)

    • Wi-fi
    • Off-road parking
    • Ground floor bedroom
    • Hot Tub
    • Dishwasher
    • Washing machine
    • Baby-friendly
    • Games room

    • 5% off - Fri 7th Mar 2025 to 30th Apr 2026

    7 nights from $7473

    Secure your holiday with a 30% deposit*
    Last booked 6 hours ago
    Book now
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