May Bank Holidays in Dorset

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Your search returned 488 cottages.

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  • A building with balconies and stairs in front with a palm tree on the side at Lookout in Cove Castle
    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 1st May €916

    Secure your holiday with a 30% deposit* Book now
  • A house with a red tiled roof garage a tree with white flowers and green lawn at Bridge Studio in Broad Chalke
    35
    Broad Chalke, Wiltshire
    • Sleeps3
    • Bedrooms1
    • PetsYes

      4.8★

      Outstanding

    • Dream Cottages rating

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

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

    7 nights from Fri 1st May €807

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    Book now
  • A two-story house with stone and brick exterior a paved driveway and flowering bushes at The Brewery in Brewers Quay Harbour
    24
    Brewers Quay Harbour, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.5★

      Outstanding

    • Dream Cottages rating

    A beautifully presented property just moments from Weymouth harbour and Netwon's Cove in Dorset. (Ref. 1056258)

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

    7 nights from Fri 8th May €983

    Secure your holiday with a 30% deposit* Book now
  • Stone goose sculpture on grass with white buildings and a lighthouse tower in the background at Old Higher Lighthouse Stopes Cottage in Portland Bill
    55
    Portland Bill, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.8★

      Outstanding

    • Dream Cottages rating

    Delightful, single-storey, Grade II listed cottage linked to Old Higher Lighthouse at Portland Bill on Dorset's Jurassic Coast. (Ref. 12494)

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

    7 nights from Fri 1st May €1250

    Secure your holiday with a 30% deposit* Book now
  • An old stone building with multiple gables and windows behind a stone wall at The Old Portland Courthouse in Portland
    33
    Portland, Dorset
    • Sleeps8
    • Bedrooms4
    • PetsNo

      4.2★

      Good

    • Dream Cottages rating

    The Old Portland Courthouse is spacious, comfortable luxury holiday home. (Ref. 994487)

    • Wi-fi
    • Ground floor bedroom
    • Dishwasher
    • Washing machine

    7 nights from Fri 1st May €1502

    Secure your holiday with a 30% deposit* Book now
  • A grass lawn and a pathway leading to a thatched cottage with a wooden door and adjoining glass structure at Under Acre Cottage in Winterborne Whitechurch
    53
    Winterborne Whitechurch, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.6★

      Outstanding

    • Dream Cottages rating

    A 16th century, Grade II listed, thatched property situated within Winterborne Whitechurch village. (Ref. 1062552)

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

    7 nights from Sat 2nd May €1593

    Secure your holiday with a 30% deposit* Book now
  • A garden with red roses and a metal chair beside a brick house at The Corner House in Weymouth
    39
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.8★

      Outstanding

    • Dream Cottages rating

    The Corner House is a delightful terrace home resting in the popular seaside town of Weymouth, Dorset. (Ref. 1129331)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from Mon 4th May €708

    Secure your holiday with a 30% deposit* Book now
  • Exterior of a row of white buildings with balconies and doors including a restaurant named ENZO at Bliss On The Bay Weymouth
    24
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.7★

      Outstanding

    • Dream Cottages rating

    A stylish apartment resting on Weymouth's beautiful esplanade. (Ref. 1067722)

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

    7 nights from Sat 2nd May €853

    Secure your holiday with a 30% deposit* Book now
  • A white two-story house with bay windows and a dark front door at Bay Cottage in Weymouth
    50
    Weymouth, Dorset
    • Sleeps9
    • Bedrooms4
    • PetsNo

      4.8★

      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 Fri 8th May €1355

    Secure your holiday with a 30% deposit* Book now
  • Exterior of a white two-story house with a pitched roof and blue front door at The White Cottage in Weymouth
    51
    Weymouth, Dorset
    • Sleeps9
    • Bedrooms4
    • PetsYes

      4.8★

      Outstanding

    • Dream Cottages rating

    A stunning, detached home resting in Weymouth, Dorset. (Ref. 1022573)

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

    7 nights from Fri 8th May €1554

    Secure your holiday with a 30% deposit* Book now
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