Dorset Holiday Cottages for 2026

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    A property's star rating is the average of the star ratings received from guests that wish for their review to be published
  • A gravel driveway in front of a building with large windows and a slate roof at The Courtyard - Hilltop Barn in Winterborne Zelston near Wareham
    41
    Winterborne Zelston near Wareham, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.8★

      Outstanding

    • Dream Cottages rating

    A beautiful detached barn conversion situated in the lovely Dorset area of Winterborne Zelston near Wareham and Wimborne Minster. (Ref. 1058078)

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

    7 nights from $915

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  • A marina with boats docked and buildings in the background at Harbourside Haven Apartment 2 in Weymouth
    17
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.6★

      Outstanding

    • Dream Cottages rating

    A beautiful and contemporary first-floor apartment overlooking the harbour in Weymouth, Dorset. (Ref. 1059263)

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

    7 nights from $845

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  • Front view of a two-storey house with white framed windows and doors with flowering bushes in front at Chine Heights in Bournemouth
    32
    Bournemouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.8★

      Outstanding

    • Dream Cottages rating

    A duplex apartment resting in the coastal town of Bournemouth, Dorset. (Ref. 1133748)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from $896

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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

      4.8★

      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 $1579

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  • A stone house with a small porch table and chairs next to a gravel driveway surrounded by bushes at Glyde House in Dorchester
    55
    Dorchester, Dorset
    • Sleeps8
    • Bedrooms5
    • PetsYes

      5.0★

      Perfect

    • Dream Cottages rating

    Glyde House is a detached property situated in Dorchester, Dorset. (Ref. 1150284)

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

    7 nights from $1611

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  • A single-story house with a garage and a lawn at Shipton Hill View in Shipton Gorge
    36
    Shipton Gorge, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.8★

      Outstanding

    • Dream Cottages rating

    Situated in a stunning loaction overlooking hills in Dorset. (Ref. 994654)

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

    7 nights from $1198

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  • A patio with a hot tub and a small table and chair set opening onto a grassy field at Deer Lodge in Wimborne Minster
    41
    Wimborne Minster, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsNo

      5.0★

      Perfect

    • Dream Cottages rating

    This detached lodge rests on the outskirts of Wimborne Minster, Dorset. (Ref. 1038027)

    • Wi-fi
    • Off-road parking
    • Ground floor bedroom
    • Hot Tub

    7 nights from $1108

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  • A brick building with multiple bay windows and doors along a street at The BoBo House in Weymouth
    56
    Weymouth, Dorset
    • Sleeps12
    • Bedrooms6
    • PetsNo

      5.0★

      Perfect

    • Dream Cottages rating

    The BoBo House is a delightful terraced holiday home resting in the popular coastal town of Weymouth in Dorset set over four floors and near the beach. (Ref. 1059621)

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

    7 nights from $1483

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  • A living room with a wooden coffee table two patchwork chairs a fireplace and a window with an ocean view at Beach Retreat in Weymouth
    40
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.8★

      Outstanding

    • Dream Cottages rating

    A sea-front two-bedroom apartment fronting Weymouth bay, Dorset. (Ref. 1100406)

    • Wi-fi
    • Dishwasher

    7 nights from $869

    Book now
  • A marina with boats and yachts docked and buildings in the background at Harbourside Haven Apartment 1 in Weymouth
    18
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.8★

      Outstanding

    • Dream Cottages rating

    A superb first-floor apartment resting in Weymouth, Dorest. (Ref. 1059262)

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

    7 nights from $852

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