Summer Breaks in Dorset

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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 house with a red tiled roof garage a tree with white flowers and green lawn at Bridge Studio in Broad Chalke
    39
    Near Broad Chalke, Wiltshire
    • Sleeps3
    • Bedrooms1
    • Pet FriendlyYes

      4.6★

      Outstanding

    • Dream Cottages rating

    Superb barn conversion in idyllic village, Stylishly furnished and with great space. (Ref. 988924)

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

    7 nights from Fri 20th Aug From €1003

    Book now
  • Stone house with wooden door and four windows and plants in front at Norden House in Maiden Newton
    29
    Maiden Newton, Dorset
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes

      4.9★

      Outstanding

    • Dream Cottages rating

    A character filled property resting in the pretty village of Maiden Netwon in Dorset. (Ref. 1072294)

    • Pets go free
    • Wi-fi
    • Off-road parking
    • Dishwasher

    7 nights from Fri 4th Jun From €1063

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

      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 4th Jun From €1073

    Book now
  • A garden with chairs and flowers at Vine Cottage in Burton Bradstock
    39
    Burton Bradstock, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      4.8★

      Outstanding

    • Dream Cottages rating

    Vine Cottage is a beautiful 17th-century stone cottage tucked away in the heart of the charming village of Burton Bradstock, Dorset. (Ref. 1189482)

    • Pets go free
    • Wi-fi
    • Off-road parking
    • Dishwasher

    7 nights from Fri 27th Aug From €950

    Last booked yesterday
    Book now
  • A thatched roof cottage next to a white building with parking spaces near trees at Thimble Cottage in Winterborne Stickland near Blandford Forum
    24
    Winterborne Stickland near Blandford Forum, Dorset
    • Sleeps2
    • Bedrooms1
    • Pet FriendlyYes

      4.9★

      Outstanding

    • Dream Cottages rating

    This charming, one-bedroom holiday home rests in Winterborne Stickland near Blandford Forum, Dorset. (Ref. 1068261)

    • Pets go free
    • Wi-fi
    • Off-road parking
    • Electric car charging
    • Dishwasher
    • Washing machine

    7 nights from Fri 16th Jul From €1017

    Book now
  • A small dining area with a round table set for four near a window with a view of the beach and ocean at 5 The Beaches Weymouth
    18
    Weymouth, Dorset
    • Sleeps2
    • Bedrooms1
    • Pet FriendlyNo

      4.8★

      Outstanding

    • Dream Cottages rating Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon

    Beautiful seafront apartment within the popular resort of Weymouth in Dorset. (Ref. 1003083)

    • Wi-fi
    • Dishwasher

    7 nights from Tue 1st Jun From €1004

    Book now
  • A terrace with table and chair overlooking a street at Harbour Retreat in Weymouth
    36
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

      4.8★

      Outstanding

    • Dream Cottages rating

    Harbour Retreat is an eclectic first-floor apartment close to the harbour and beach, with roadside parking, in the heart of Weymouth in Dorset. (Ref. 1164179)

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

    7 nights from Fri 4th Jun From €967

    Last booked 2 days ago
    Book now
  • A house exterior with a balcony and stone wall at Tides Corner in Bowleaze
    22
    Bowleaze, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      4.8★

      Outstanding

    • Dream Cottages rating

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

    • Pets go free
    • Wi-fi
    • Off-road parking
    • Dishwasher
    • Washing machine

    7 nights from Sat 5th Jun From €1485

    Book now
  • An outside view of a small brick building with a red door and a window with plants and a green utility box at Fountain Cottage in Weymouth
    16
    Weymouth, Dorset
    • Sleeps2
    • Bedrooms1
    • Pet FriendlyNo

      4.6★

      Outstanding

    • Dream Cottages rating

    A cosy stone cottage for two this is the ideal place to spend quality time together, walking and exploring the local area. (Ref. 994208)

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

    7 nights from Sat 12th Jun From €833

    Book now
  • 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
    42
    Wimborne Minster, Dorset
    • Sleeps2
    • Bedrooms1
    • Pet FriendlyNo

      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

    • 5% off - Fri 30th Oct to 6th Nov 2026

    7 nights from Fri 16th Jul From €1386

    Last booked yesterday
    Book now
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