May Bank Holidays 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 thatched roof cottage next to a white building with parking spaces near trees at Thimble Cottage in Winterborne Stickland near Blandford Forum
    Property has offers
    24
    Winterborne Stickland near Blandford Forum, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.9★

      Outstanding

    • Dream Cottages rating

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

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

    7 nights from Fri 29th May €895

    Book now
  • A row of houses with a white picket fence and small garden in front at Smugglers Cottage in Christchurch
    Property has offers
    32
    Christchurch, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.6★

      Outstanding

    • Dream Cottages rating

    A pretty, one-bedroom cottage resting in Christchurch, Dorset. (Ref. 1098695)

    • Wi-fi
    • Dishwasher
    • Washing machine

    • 40% off - Fri 27th Feb to 25th Sep 2026

    7 nights from Fri 29th May was €1330 €937

    Last booked 2 hours ago
    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
    • PetsNo

      4.7★

      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 Mon 18th May €895

    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

    7 nights from Fri 29th May €1170

    Book now
  • A cottage with a thatched roof brick walls and a wooden door surrounded by grass at Cosy Cot in Stapleford
    20
    Stapleford, Wiltshire
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.6★

      Outstanding

    • Dream Cottages rating

    Utterly Idyllic thatched cottage with the 'wow' factor in stunning village. (Ref. 988969)

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

    7 nights from Tue 19th May €1390

    Book now
  • A street view of row houses with brick walls and bay windows with plants in front at Sandsfoot Rest in Weymouth
    26
    Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.6★

      Outstanding

    • Dream Cottages rating

    An attractive, Edwardian terraced house situated in Weymouth, Dorset. (Ref. 1001484)

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

    7 nights from Sat 30th May €867

    Book now
  • 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 29th May €1044

    Book now
  • A street view of terraced houses with white doors and windows at Angel Cottage in Weymouth
    Property has offers
    25
    Weymouth, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.6★

      Outstanding

    • Dream Cottages rating

    A characterful one-bedroom property resting in Weymouth, Dorset. (Ref. 1125691)

    • Wi-fi

    • 10% off - Sat 18th Apr to 30th Jun 2026

    • 5% off - Wed 1st Jul to 31st Jul 2026

    7 nights from Sat 30th May €408

    Book now
  • A beachfront with kayaks lined up near houses and water at Fairways in Wyke Regis
    22
    Wyke Regis, Dorset
    • Sleeps5
    • Bedrooms3
    • PetsNo

      4.4★

      Good

    • Dream Cottages rating

    Fairways is a delightful house situated less than 2 mins walk to Smallmouth beach in Wyke Regis, Dorset, boasting an enclosed garden, Smart TV, and private driveway parking. (Ref. 1047698)

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

    7 nights from Sun 17th May €1605

    Last booked 2 days ago
    Book now
  • A living room with stone fireplace and wood stove with blue and brown chairs at Craft Cottage Beer near Seaton
    Property has offers
    18
    Beer near Seaton, Devon
    • Sleeps6
    • Bedrooms4
    • PetsYes

      4.6★

      Outstanding

    • Dream Cottages rating

    Grade II listed stone cottage in the heart of Beer, just short stroll from the beach. (Ref. 925632)

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

    7 nights from Fri 29th May €1231

    Book now
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