May Half-Term Breaks

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Your search returned 274 cottages.

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    • Sleeps4
    • Bedrooms2
    • PetsYes
    • Dream Cottages rating

    Half Pint Cottage, a lovely, 250-year-old dwelling situated in the town of Beaminster in Dorset, with a pet-friendly policy and a short walk from a pub. (Ref. 1153238)

    • Wi-fi
    • Off-road parking
    • Dishwasher

    3 nights from Tue 27th May €522

    Secure your holiday with a 30% deposit* Book now
    • Sleeps3
    • Bedrooms2
    • PetsYes

      4.0

      Good

    • Dream Cottages rating

    Wayside is a charming, two-bedroom cottage residing in Stoke Abbot near Beaminster, Dorset. (Ref. 1138149)

    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from Sat 31st May €464

    Secure your holiday with a 30% deposit* Book now
    • Sleeps12
    • Bedrooms5
    • PetsYes

      4.8

      Outstanding

    • Dream Cottages rating

    Luxurious 5 star contemporary property. (Ref. 993982)

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

    3 nights from Sat 31st May €4893

    Secure your holiday with a 30% deposit*
    Last booked 2 days ago
    Book now
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.6

      Outstanding

    • Dream Cottages rating

    Beautiful and cosy cottage located in a peaceful village of Shipton Gorge. (Ref. 994340)

    • Wi-fi
    • Off-road parking
    • Ground floor bedroom
    • Dishwasher
    • Washing machine
    • 5% off - Fri 28th Mar to 30th Jun 2025

    3 nights from Sun 25th May €700

    Secure your holiday with a 30% deposit*
    Last booked yesterday
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    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.7

      Outstanding

    • Dream Cottages rating

    An immaculate second-floor apartment resting in the centre of Weymouth. (Ref. 1059264)

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

    3 nights from Fri 30th May was €1132 €1099

    Secure your holiday with a 30% deposit* Book now
    • Sleeps5
    • Bedrooms3
    • PetsYes
    • Dream Cottages rating

    Vinney Cottage is a Grade II listed traditional, farm-style thatched home in Owermoigne near Broadmayne, Dorset, with ground-floor living and a pet-friendly policy. (Ref. 1164354)

    • Wi-fi
    • Ground floor bedroom
    • Washing machine
    • 5% off - Thu 1st May to 27th Jun 2025

    3 nights from Fri 23rd May was €1367 €950

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    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.4

      Good

    • Dream Cottages rating

    A delightful Weymouth terraced cottage, sleeps 4, close to the harbour and walking distance to the beach. (Ref. 1132245)

    • Wi-fi
    • Washing machine

    3 nights from Sat 31st May was €691 €587

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    • Sleeps2
    • Bedrooms1
    • PetsYes
    • Dream Cottages rating

    Miller’s Cottage is a snug and romantic dwelling located in the village of Puddletown, nearby a river in Dorset, with a woodburning stove and welcoming one pet. (Ref. 1160443)

    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from Tue 27th May €460

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    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.5

      Outstanding

    • Dream Cottages rating

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

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

    3 nights from Fri 23rd May was €1528 €1464

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    • Sleeps2
    • Bedrooms1
    • PetsYes

      5.0

      Perfect

    • Dream Cottages rating

    This delightful, one-bedroom holiday hut rests in Piddletrenthide, Dorset. (Ref. 1131511)

    • Wi-fi
    • Ground floor bedroom

    3 nights from Mon 26th May €597

    Secure your holiday with a 30% deposit* Book now
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