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 large glass windows and a stone path leading to it surrounded by a garden at The Cart Barn in Ridge near Chilmark
    Property has offers
    28
    Ridge near Chilmark, Wiltshire
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.9★

      Outstanding

    • Dream Cottages rating

    Fabulous conversion of a former cart shed set in peaceful surroundings and rolling countryside. (Ref. 988879)

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

    7 nights from Fri 3rd Jul $1427

    Last booked 2 days ago
    Book now
  • A building with balconies and stairs in front with a palm tree on the side at Lookout in Cove Castle
    Property has offers
    38
    Cove Castle, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.8★

      Outstanding

    • Dream Cottages rating

    Comfortable Spanish style holiday home in Weymouth. (Ref. 994352)

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

    7 nights from Fri 28th Aug $1386

    Book now
  • Front view of a brick house with white framed windows a white door two black chairs and a palm tree at Reaver Brewers Quay harbour
    Property has offers
    27
    Brewers Quay harbour, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.6★

      Outstanding

    • Dream Cottages rating

    Sleeping four near harbourside in Weymouth. (Ref. 994584)

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

    7 nights from Fri 14th Aug $1872

    Book now
  • A cottage with a patio and chairs at Bubbs Cottage
    Property has offers
    39
    Winfrith Newburgh, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

    • Dream Cottages rating

    Bubbs Cottage is a charming thatched cottage near Winfrith Newburgh, Dorset, boasting proximity to the Jurassic Coast, WiFi, a garden and allows pets. (Ref. 1183195)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from Sat 4th Jul $1384

    Book now
  • A white two-story house with bay windows and a dark front door at Bay Cottage in Weymouth
    49
    Weymouth, Dorset
    • Sleeps9
    • Bedrooms4
    • PetsNo

      4.7★

      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 Sun 14th Jun $1897

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  • An outdoor patio with a table and chairs in front of a stone cottage with large windows and a glass door at Puffin Cottage in Hawkchurch
    Property has offers
    21
    Hawkchurch, Devon
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.8★

      Outstanding

    • Dream Cottages rating

    Romantic single storey cottage in Hawkchurch. (Ref. 1020961)

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

    7 nights from Fri 28th Aug $1223

    Last booked yesterday
    Book now
  • A blue two-story building with bay windows and white doors on a brick street at Tradewinds Brewers Quay Harbour
    Property has offers
    17
    Brewers Quay Harbour, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.7★

      Outstanding

    • Dream Cottages rating

    Situated in front of the Old Harbour in Weymouth, Tradewinds is perfect base for couples. (Ref. 994737)

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

    7 nights from Sat 20th Jun $1254

    Book now
  • A row of terraced houses with flowers and bushes in front and a view of the sea at Langham Cottage in Portland
    Property has offers
    35
    Portland, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.9★

      Outstanding

    • Dream Cottages rating

    Situated in the Isle of Portland, Langham Cottage is very comfortable and spacious holiday home. (Ref. 994321)

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

    7 nights from Mon 8th Jun was $877 $795

    Book now
  • A patio with a round table and chairs under a green umbrella surrounded by potted plants and garden furniture at Sixpenny Cottage in Upwey
    Property has offers
    18
    Upwey, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.7★

      Outstanding

    • Dream Cottages rating

    This picturesque cottage, situated in the village of Upwey, with parking. (Ref. 994658)

    • Wi-fi
    • Washing machine
    • Baby-friendly

    7 nights from Fri 28th Aug $838

    Last booked yesterday
    Book now
  • A small bay with several boats on the water a sandy beach and people near the shore with bushes and flower pots in the foreground at Beach View House in Wyke Regis
    28
    Wyke Regis, Dorset
    • Sleeps5
    • Bedrooms3
    • PetsNo

      4.8★

      Outstanding

    • Dream Cottages rating

    A wonderful, end-terrace house perched on the coast in Wyke Regis, Dorset. (Ref. 1091445)

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

    7 nights from Wed 15th Jul $1569

    Book now
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