Summer Breaks in Dorset

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Your search returned 509 cottages.

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  • A white house with solar panels on the roof a lawn and a gravel garden at The White House in Weymouth
    Property has offers
    35
    Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.8★

      Outstanding

    • Dream Cottages rating

    This fabulous three-bedroom abode resides in Weymouth, Dorset. (Ref. 1125198)

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

    7 nights from Fri 28th Aug was £1394 £1079

    Secure your holiday with a 30% deposit* Book now
  • A carport with gravel driveway and trees at The Halt in Maiden Newton
    Property has offers
    31
    Maiden Newton, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsNo

      5.0★

      Perfect

    • Dream Cottages rating

    The Halt is a delightful, romantic holiday annex situated in the lovely little village of Maiden Newton in Dorset with a studio-style living space. (Ref. 1165359)

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

    • 10% off - Sun 5th Oct to 30th Nov 2025

    • 10% off - Fri 5th Dec to 19th Dec 2025

    • 20% off - Sat 20th Dec 2025 to 2nd Jan 2026

    • 10% off - Sat 3rd Jan to 31st Jan 2026

    7 nights from Fri 5th Jun was £657 £575

    Secure your holiday with a 30% deposit* Book now
  • Front view of a brick house with decorated windows and a black door with red steps and a driveway at Gone Fishing in Brewers Quay Harbour
    Property has offers
    32
    Brewers Quay Harbour, Dorset
    • Sleeps8
    • Bedrooms4
    • PetsNo

      4.5★

      Outstanding

    • Dream Cottages rating

    Four bedroom semi-detached property in Weymouth. (Ref. 994226)

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

    7 nights from Sat 6th Jun was £1208 £1163

    Secure your holiday with a 30% deposit*
    Last booked 2 hours ago
    Book now
  • A brick terraced house with a white front door gravel front garden and small plants at Home Waters in Wyke Regis
    Property has offers
    23
    Wyke Regis, Dorset
    • Sleeps5
    • Bedrooms3
    • PetsYes

      4.8★

      Outstanding

    • Dream Cottages rating

    Off road parking. (Ref. 994270)

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

    7 nights from Fri 26th Jun was £891 £808

    Secure your holiday with a 30% deposit* Book now
  • 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
    Property has offers
    33
    Ringstead, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.8★

      Outstanding

    • Dream Cottages rating

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

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

    7 nights from Sat 22nd Aug was £1804 £1622

    Secure your holiday with a 30% deposit*
    Last booked 2 hours ago
    Book now
  • A garden with flowers a wooden arch and a raised deck attached to a brick house at Little Retreat in Upwey
    Property has offers
    22
    Upwey, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsNo

      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 Sat 29th Aug was £783 £732

    Secure your holiday with a 30% deposit* Book now
  • A living room with leather sofas glass coffee table and large windows overlooking a marina at Harbourside Haven Penthouse 1 in Weymouth
    Property has offers
    16
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.4★

      Good

    • Dream Cottages rating

    An immaculate penthouse apartment resting in the centre of Weymouth, Dorset. (Ref. 1059266)

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

    7 nights from Sat 29th Aug was £1173 £1021

    Secure your holiday with a 30% deposit* Book now
  • Exterior view of a building with black doors and windows a wooden picnic table and umbrella on a patio at Rowdens Barn in Winterborne Stickland
    27
    Winterborne Stickland, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.9★

      Outstanding

    • Dream Cottages rating

    Beamed, single-storey holiday cottage near Winterborne Stickland. (Ref. 905898)

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

    7 nights from Mon 1st Jun £820

    Secure your holiday with a 30% deposit* Book now
  • Front view of two adjoining houses with black doors and white brick walls with a paved driveway at Maisy Cottage in Weymouth
    Property has offers
    25
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.7★

      Outstanding

    • Dream Cottages rating

    Modern and beautiful cottage in the heart of Weymouth. (Ref. 994369)

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

    7 nights from Sat 6th Jun was £796 £767

    Secure your holiday with a 30% deposit* Book now
  • A patio with a table and chairs under an umbrella outside a house with a tiled roof and a garden area at Rosamond in Shipton Gorge
    26
    Shipton Gorge, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.9★

      Outstanding

    • Dream Cottages rating

    This lovely property rests in the pretty village of Shipton Gorge, Dorset. (Ref. 1020427)

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

    7 nights from Mon 1st Jun £1100

    Secure your holiday with a 30% deposit* Book now
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