Dorset Holiday Cottages for 2026

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Your search returned 560 cottages.

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  • A street view showing old and new boathouse buildings and inner harbour with boats in the background at Old Boathouse Weymouth
    23
    Weymouth, Dorset
    • Sleeps5
    • Bedrooms3
    • PetsNo

      4.5★

      Outstanding

    • Dream Cottages rating

    Centrally located in Weymouth beautiful holiday home for family or friends. (Ref. 994461)

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

    7 nights from $830

    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 $815

    Secure your holiday with a 30% deposit* Book now
  • A brick residential building with multiple windows a gated entrance and a small staircase at Ocean Watch 1 in Greenhill
    20
    Greenhill, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.7★

      Outstanding

    • Dream Cottages rating

    Modern one level apartment. (Ref. 994505)

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

    7 nights from $784

    Secure your holiday with a 30% deposit* Book now
  • A white house with solar panels on the roof a lawn and a gravel garden at The White House in Weymouth
    35
    Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.7★

      Outstanding

    • Dream Cottages rating

    This fabulous three-bedroom abode resides in Weymouth, Dorset. (Ref. 1125198)

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

    7 nights from $824

    Secure your holiday with a 30% deposit* Book now
  • An exterior view of a cottage with a wooden picnic table and umbrella on a paved patio at New Barn in Winterborne Stickland
    24
    Winterborne Stickland, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.7★

      Outstanding

    • Dream Cottages rating

    Lovely, well-appointed single-storey cottage near Winterborne Stickland. (Ref. 905896)

    • Wi-fi
    • Off-road parking
    • Electric car charging
    • Ground floor bedroom
    • Dishwasher
    • Washing machine
    • Baby-friendly
    • Games room

    7 nights from $625

    Secure your holiday with a 30% deposit* Book now
  • A harbor with boats docked and modern buildings in the background at The Boardwalk in West Bay
    19
    West Bay, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.7★

      Outstanding

    • Dream Cottages rating

    Central location of West Bay, 1st floor apartment. (Ref. 994014)

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

    7 nights from $847

    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 $1357

    Secure your holiday with a 30% deposit* Book now
  • A brick house with a sloped roof and skylights with a gravel driveway at Baytree Lodge in Osmington
    59
    Osmington, Dorset
    • Sleeps12
    • Bedrooms5
    • PetsYes

      4.8★

      Outstanding

    • Dream Cottages rating

    Luxurious 5 star contemporary property. (Ref. 993982)

    • Wi-fi
    • Off-road parking
    • Swimming pool
    • Dishwasher
    • Washing machine
    • Baby-friendly
    • Games room

    7 nights from $4512

    Secure your holiday with a 30% deposit* Book now
  • A living room with a brown leather sofa blue armchair glass coffee table and television at Tides Corner in Bowleaze
    36
    Bowleaze, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.8★

      Outstanding

    • Dream Cottages rating

    A modern ground floor annex in Weymouth, just moments from the beach. (Ref. 994726)

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

    7 nights from $1003

    Secure your holiday with a 30% deposit* Book now
  • A multi story residential building with large windows and a gravel driveway at Pointers View in Weymouth
    30
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.9★

      Outstanding

    • Dream Cottages rating

    A well-presented, upper-ground floor apartment set in a contemporary development in Weymouth, Dorset. (Ref. 1123114)

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

    7 nights from $819

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    Book now
Most relevant
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