Summer Breaks in Dorset

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Your search returned 516 cottages.

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  • A marina with boats docked and buildings in the background at Harbourside Haven Apartment 2 in Weymouth
    Property has offers
    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 Fri 21st Aug £1273

    Last booked 3 days ago
    Book now
  • An outdoor garden area with a gravel path picnic table plastic chairs and trees at Riverhouse Lodge in Upwey
    Property has offers
    21
    Upwey, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.6★

      Outstanding

    • Dream Cottages rating

    A pretty village lodge, close to the seaside town of Weymouth in Dorset. (Ref. 1017591)

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

    7 nights from Sat 22nd Aug £1082

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  • A cottage with a patio and garden at Droop Farm Cottage in Droop near Hazelbury Bryan
    Property has offers
    44
    Droop near Hazelbury Bryan, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      5.0★

      Perfect

    • Dream Cottages rating

    A superb, Grade II listed cottage built of local stone and set deep in the Dorset countryside. (Ref. 988951)

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

    7 nights from Fri 21st Aug was £1406 £1350

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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
    Property has offers
    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 Fri 17th Jul £1083

    Last booked yesterday
    Book now
  • An outdoor patio with a hot tub sofa and a small fireplace outside a cottage at Pheasant Lodge in Wimborne Minster
    Property has offers
    41
    Wimborne Minster, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.9★

      Outstanding

    • Dream Cottages rating

    A lovely, detached holiday home based on the outskirts of Wimborne Minster, East Dorset. (Ref. 974603)

    • Wi-fi
    • Ground floor bedroom
    • Hot Tub
    • Dishwasher

    • 10% off - Fri 17th Apr to 1st May 2026

    7 nights from Fri 17th Jul £981

    Last booked 2 days ago
    Book now
  • A stone cottage with a tiled roof and potted plants outside at Leys At Valley View Farm in Uplyme
    Property has offers
    44
    Uplyme, Devon
    • Sleeps8
    • Bedrooms4
    • PetsNo

      4.8★

      Outstanding

    • Dream Cottages rating

    Leys at Valley View Farm is a high specification luxury barn conversion. (Ref. 994328)

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

    7 nights from Sat 6th Jun £1666

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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
    Property has offers
    34
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      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 Sat 13th Jun £789

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  • A window view of a harbor with sailboats and buildings in the background at The Ferryman in Weymouth
    Property has offers
    16
    Weymouth, Dorset
    • Sleeps5
    • Bedrooms2
    • PetsNo

      4.8★

      Outstanding

    • Dream Cottages rating

    A character-filled cottage located in the popular seaside town of Weymouth, Dorset. (Ref. 1017295)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from Sat 8th Aug was £1472 £1457

    Book now
  • A thatched roof cottage with white walls green bushes and a blue door at Lime Cottage in Burton Bradstock
    Property has offers
    35
    Burton Bradstock, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.7★

      Outstanding

    • Dream Cottages rating

    A charming, two-bedroom, thatched cottage resting in Burton Bradstock, Dorset. (Ref. 1124979)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from Fri 28th Aug was £1059 £1056

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  • A living room with black leather sofas a glass coffee table with flowers and a lamp by the window at Harbourside Haven Apartment 3 in Weymouth
    Property has offers
    17
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.7★

      Outstanding

    • Dream Cottages rating

    An immaculate second-floor apartment resting in the centre of Weymouth. (Ref. 1059264)

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

    7 nights from Fri 5th Jun £1051

    Book now
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