Dorset Holiday Cottages for 2026

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  • An outdoor dining area with a table and six chairs set in front of a bunker entrance with grass on the roof at The Transmitter Bunker in Ringstead
    33
    Ringstead, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      4.8★

      Outstanding

    • Dream Cottages rating

    This quirky, converted bunker rests in Ringstead near Preston, Dorset. (Ref. 1131689)

    • Pets go free
    • Wi-fi
    • Off-road parking
    • Ground floor bedroom
    • Dishwasher

    7 nights from From $1068

    Book now
  • A garden with a deck, table, and chairs overlooking the sea at Hoppapill House in Bournemouth
    48
    Bournemouth, Dorset
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyNo

      4.9★

      Outstanding

    • Dream Cottages rating

    A fantastic ground-floor apartment located in West Cliff near Bournemouth, Dorset. (Ref. 1083610)

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

    7 nights from From $4143

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  • A stone cottage with a glass conservatory and a garden with flowers and trees at Grazeland Cottage in Bridport
    28
    Bridport, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      5.0★

      Perfect

    • Dream Cottages rating

    Perfect cottage to base yourself surrounded by the beautiful Dorset countryside. (Ref. 994231)

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

    7 nights from From $714

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  • An outdoor patio area with a glass table and six chairs under an umbrella next to a modern house at Bramley Cottage Henley near Langport
    41
    Henley near Langport, Somerset
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes

      4.9★

      Outstanding

    • Dream Cottages rating

    An exceptional detached property resting on the outskirts of Langport, Somerset. (Ref. 1074556)

    • Pets go free
    • Wi-fi
    • Off-road parking
    • Hot Tub
    • Dishwasher
    • Washing machine
    • Baby-friendly
    • Sky TV

    7 nights from From $1209

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  • A garden with a table and chairs on a deck at Little Gem in Weymouth
    39
    Weymouth, Dorset
    • Sleeps2
    • Bedrooms1
    • Pet FriendlyNo

    • Dream Cottages rating

    Little Gem, a romantic ground-floor apartment resting in Weymouth, Dorset, boasts stunning coastal views and proximity to the beach and local amenities. (Ref. 1203646)

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

    7 nights from From $979

    Last booked yesterday
    Book now
  • The exterior of a modern house with curved walls dark framed windows a paved pathway and garden beds at Flat 2 38 Preston Road Weymouth
    27
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

      4.8★

      Outstanding

    • Dream Cottages rating

    This spacious ground-floor apartment is nestled in the gorgeous seaside town of Weymouth in Dorset. (Ref. 1037083)

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

    7 nights from From $634

    Last booked yesterday
    Book now
  • A house with a deck and garden at Little Retreat in Upwey
    27
    Upwey, Dorset
    • Sleeps2
    • Bedrooms1
    • Pet FriendlyNo

      4.9★

      Outstanding

    • Dream Cottages rating

    Village pubs and tea rooms. (Ref. 994358)

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

    7 nights from From $647

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  • A bungalow with a tiled roof and gravel front garden with plants at The Willows in Preston Weymouth
    31
    Preston, Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

      4.8★

      Outstanding

    • Dream Cottages rating

    This delightful, two-bedroom bungalow rests in Preston, Dorset. (Ref. 1126160)

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

    7 nights from From $820

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  • A patio with a table and chairs set outside a house with open glass doors and a large plant at Park Mews Weymouth
    34
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

      4.9★

      Outstanding

    • Dream Cottages rating

    A stunning holiday home in the bustling seaside town centre of Weymouth in Dorset. (Ref. 1054948)

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

    7 nights from From $731

    Book now
  • A house with a garage and plants in front at Millmead House Annex Portesham
    27
    Portesham, Dorset
    • Sleeps2
    • Bedrooms1
    • Pet FriendlyNo

    • Dream Cottages rating

    Millmead House Annex is a welcoming holiday annex in Portesham, Dorset, featuring open‑plan living, a woodburning stove and an enclosed garden. (Ref. 1201417)

    • Wi-fi
    • Off-road parking

    7 nights from From $512

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