May Half-Term Breaks

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Your search returned 342 cottages.

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  • The exterior of two adjacent multi-story houses one pink and one brick with gray doors and white trim at Flat 3 - Muddleford in Bournemouth
    17
    Bournemouth, Dorset
    • Sleeps4
    • Bedrooms1
    • PetsNo

    • Dream Cottages rating

    Flat 3 is a romantic first-floor apartment resting in the city of Bournemouth in Dorset. (Ref. 1158719)

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

    3 nights from Sun 31st May $430

    Last booked yesterday
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  • A row of brick terraced houses with white doors and windows along a street at Castle Cove View in Castle Cove
    29
    Castle Cove, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.8★

      Outstanding

    • Dream Cottages rating

    Wonderfully positioned townhouse just moments from Sandsfoot beach and the South West Coast path. (Ref. 1059103)

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

    3 nights from Mon 1st Jun $1058

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  • Modern apartment buildings with balconies behind trees under a clear sky at Flat 7 Sand Acres in Canford Cliffs
    29
    Canford Cliffs, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

    • Dream Cottages rating

    Flat 7 Sand Acres is an impressive apartment in Canford Cliffs, Dorset, that is close to the beach with amazing seaside views from the 26-foot balcony. (Ref. 1172882)

    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from Sun 31st May $647

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  • A dining area with a wooden table, chairs, a bench, and table settings next to a living room with a sofa and a wall-mounted TV at Cove Street Cottage in Weymouth
    31
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.6★

      Outstanding

    • Dream Cottages rating

    A well-positioned, three-storey home resting in Weymouth, Dorset. (Ref. 1122030)

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

    3 nights from Sun 31st May $845

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  • The entrance to a brick house with a black door a welcome mat a potted plant and a white bay window
    42
    Weymouth, Dorset
    • Sleeps9
    • Bedrooms5
    • PetsYes

    • Dream Cottages rating

    Weymouth Seaside House is a wonderful property in the town of Weymouth, Dorset, that welcomes pets and is close to the beach as well as several amenities. (Ref. 1172322)

    • Wi-fi

    3 nights from Sat 30th May $1340

    Last booked yesterday
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  • A living room with leather sofas glass coffee table and a television near large windows overlooking boats at Harbourside Haven Apartment 4 in Weymouth
    20
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.6★

      Outstanding

    • Dream Cottages rating

    A stylish and contemporary apartment overlooking Weymouth Harbour in Dorset. (Ref. 1059265)

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

    3 nights from Sat 30th May $1073

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

      4.5★

      Outstanding

    • 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

    3 nights from Mon 1st Jun $716

    Last booked yesterday
    Book now
  • Front view of a brick terraced house with bay windows and a black front door at Pedaller's Cottage in Weymouth
    16
    Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.9★

      Outstanding

    • Dream Cottages rating

    Located in a quiet residential street in Weymouth, Pedaller’s cottage is a delightful home for families. (Ref. 994539)

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

    3 nights from Mon 1st Jun $1046

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  • A sitting room with sofas chairs and a round coffee table at Marina Vista in Weymouth
    21
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      3.7★

      Good

    • Dream Cottages rating

    Centrally located first floor apartment with views over the marina in Weymouth, close to shops and beach. (Ref. 994383)

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

    3 nights from Tue 26th May $865

    Book now
  • A garden with plants wooden bench and a white house with multiple windows at The Mews Cottage in Tisbury
    17
    Tisbury, Wiltshire
    • Sleeps2
    • Bedrooms1
    • PetsYes

      3.9★

      Good

    • Dream Cottages rating

    Charming period cottage with a homely feel, in the centre of Tisbury village - a sweet and thriving location. (Ref. 988876)

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

    3 nights from Sat 23rd May $675

    Book now
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