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
  • Stone house exterior with green door and windows surrounded by plants and small trees at Fiddlesticks Cottage in Beaminster
    25
    Beaminster, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      4.7★

      Outstanding

    • Dream Cottages rating

    This detached, 19th century cottage rests in Beaminster, Devon. (Ref. 1120154)

    • Pets go free
    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from Fri 30th Apr From £493

    Book now
  • A stone cottage with a path leading to the door and a grassy field with a tree and sea in the background at Washingpools in West Bexington
    28
    West Bexington, Dorset
    • Sleeps2
    • Bedrooms1
    • Pet FriendlyYes

      4.5★

      Outstanding

    • Dream Cottages rating

    Cosy property located in the coastal village of West Bexington. (Ref. 994761)

    • Pets go free
    • Off-road parking
    • Ground floor bedroom
    • Washing machine

    3 nights from Fri 30th Apr From £445

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  • An exterior view of a building with a door and windows and flower pots at the entrance at Sandy Haven in Swanage
    37
    Swanage, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

      4.7★

      Outstanding

    • Dream Cottages rating

    Sandy Haven is a delightful, ground-floor apartment resting in Swanage, Dorset. (Ref. 1140492)

    • Wi-fi
    • Ground floor bedroom

    3 nights from Fri 30th Apr From £580

    Book now
  • A living room with a sofa armchair wooden chest coffee table dining table and plants at Beach Side in West Bay
    26
    West Bay, Dorset
    • Sleeps2
    • Bedrooms1
    • Pet FriendlyYes

      4.8★

      Outstanding

    • Dream Cottages rating

    A delightful, ground-floor apartment resting in West Bay, Dorset. (Ref. 1095399)

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

    3 nights from Fri 30th Apr From £469

    Book now
  • Two triangular wooden cabins with stairs surrounded by trees and grass at Rose Lodge in Milton on Stour
    30
    Milton on Stour, Dorset
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes

      4.6★

      Outstanding

    • Dream Cottages rating

    This cosy lodge on a peaceful15 acre site, is resting near village of Milton on Stour in Dorset. (Ref. 967741)

    • Pets go free
    • Wi-fi
    • Off-road parking
    • Ground floor bedroom
    • Dishwasher
    • Baby-friendly

    3 nights from Fri 7th May From £516

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  • A harbor with boats docked near buildings and a raised drawbridge at Harbours Edge in Brewers Quay Harbour
    27
    Brewers Quay Harbour, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

      4.3★

      Good

    • Dream Cottages rating

    Perfectly located on the harbour side in the heart of Weymouth. (Ref. 994172)

    • Wi-fi
    • Washing machine

    3 nights from Sun 2nd May From £444

    Book now
  • A thatched roof cottage with a path leading through a lawn and a garden at Thatch Cottage in Buckland Newton
    27
    Buckland Newton, Dorset
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes

      4.5★

      Outstanding

    • Dream Cottages rating

    A traditional, thatched cottage situated within the village of Buckland Newton, Dorset. (Ref. 1132784)

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

    3 nights from Sun 2nd May From £690

    Book now
  • A kitchen with a view of a street and houses at Flat 3
    New property
    27
    Fortuneswell, Dorset
    • Sleeps2
    • Bedrooms1
    • Pet FriendlyYes

    • Dream Cottages rating

    Seaview Portland is a stylish ground-floor apartment in Fortuneswell, Dorset, boasting glorious sea views, an open-plan living space and a well-equipped kitchen. (Ref. 1197543)

    • Pets go free
    • Wi-fi
    • Ground floor bedroom
    • Dishwasher

    3 nights from Fri 30th Apr From £430

    Last booked 5 hours ago
    Book now
  • A waterfront with boats and buildings including Buccaneer Cottage at Brewers Quay Harbour
    23
    Brewers Quay Harbour, Dorset
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes

      4.5★

      Outstanding

    • Dream Cottages rating

    Pretty cottage in the heart of Weymouth. (Ref. 994047)

    • Pets go free
    • Wi-fi
    • Ground floor bedroom
    • Dishwasher
    • Washing machine
    • Baby-friendly

    3 nights from Fri 30th Apr From £787

    Last booked 5 hours ago
    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
    • Pet FriendlyYes

      4.6★

      Outstanding

    • Dream Cottages rating

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

    • Pets go free
    • Wi-fi
    • Dishwasher
    • Washing machine

    • 30% off - Mon 18th May to 25th Sep 2026

    3 nights from Wed 5th May From £726

    Book now
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