Short Breaks in Southwold

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Your search returned 136 cottages.

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  • A white house with a red tiled roof surrounded by a green lawn and trees at Durdans Walberswick in Walberswick
    27
    Walberswick, Suffolk
    • Sleeps8
    • Bedrooms4
    • PetsYes

      4.6★

      Outstanding

    • Best of Suffolk rating

    A good-sized and well-presented holiday home in Walberswick near Southwold in Suffolk. (Ref. 1116802)

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

    7 nights from £1116

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  • A living room with a gray sofa a wooden coffee table flowers on the table a brick fireplace and wooden doors at 7 Church Street Southwold
    Property has offers
    22
    Southwold, Suffolk
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.8★

      Outstanding

    • Best of Suffolk rating

    A traditional seaside holiday cottage in Southwold, Suffolk. (Ref. 1116807)

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

    • £654 off - Fri 3rd Jul to 10th Jul 2026

    • 10% off - Fri 17th Jul to 24th Jul 2026

    • 10% off - Fri 31st Jul to 7th Aug 2026

    • 10% off - Fri 21st Aug to 28th Aug 2026

    • £100 off - Fri 21st Aug to 28th Aug 2026

    • £266 off - Fri 11th Sep to 18th Sep 2026

    7 nights from £898

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  • Dolphin Cottage, Southwold - 1117159 - photo 1
    42
    Southwold, Suffolk
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.7★

      Outstanding

    • Best of Suffolk rating

    A coastal family holiday home resting in Southwold, Suffolk. (Ref. 1117159)

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

    7 nights from £682

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  • High Ground, Reydon - 1117070 - photo 1
    48
    Reydon, Suffolk
    • Sleeps5
    • Bedrooms3
    • PetsYes

      4.7★

      Outstanding

    • Best of Suffolk rating

    A detached family holiday home resting in Reydon, near Southwold, Suffolk. (Ref. 1117070)

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

    7 nights from £671

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  • A row of houses along a street with the sea visible in the background at Astondene East Cliff in Southwold
    43
    Southwold, Suffolk
    • Sleeps8
    • Bedrooms3
    • PetsNo

      4.8★

      Outstanding

    • Best of Suffolk rating

    A three-storey mid-terrace holiday home resting in Southwold, Suffolk. (Ref. 1142429)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from £916

    Last booked yesterday
    Book now
  • The exterior of a brick house with a white door and an open white porch door with a black mailbox at 17 South Green Southwold
    24
    Southwold, Suffolk
    • Sleeps4
    • Bedrooms3
    • PetsNo

      4.7★

      Outstanding

    • Best of Suffolk rating

    A traditional cottage in a secluded location in Southwold in Suffolk. (Ref. 1117130)

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

    7 nights from £749

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  • A living room with green sofas a wooden TV stand and a door leading to a dining area at 23 Church Farm Lane in Halesworth
    30
    Halesworth, Suffolk
    • Sleeps5
    • Bedrooms3
    • PetsNo

      4.9★

      Outstanding

    • Best of Suffolk rating

    A family holiday home close to the coast resting in Halesworth, Suffolk. (Ref. 1130287)

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

    7 nights from £586

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  • A living room with a stove and sofas at Fairview in Darsham
    47
    Darsham, Suffolk
    • Sleeps6
    • Bedrooms3
    • PetsYes

    • Best of Suffolk rating

    8 Fairfields, a stylish single-storey pet-friendly house resting in Darsham, Suffolk, features a woodburning stove, freestanding bath and rural vistas. (Ref. 1191411)

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

    7 nights from £806

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  • A balcony with a wooden table and chairs with blue cushions overlooking a grassy area and beach at Gull Cottage in Kessingland
    36
    Kessingland, Suffolk
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.9★

      Outstanding

    • Best of Suffolk rating

    A two-bedroom with coastal views, resting in Kessingland, Suffolk. (Ref. 1125602)

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

    7 nights from £763

    Last booked yesterday
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  • A street view of light yellow brick houses with blue doors and white window frames at The Middle House in Southwold
    39
    Southwold, Suffolk
    • Sleeps8
    • Bedrooms4
    • PetsYes

      4.8★

      Outstanding

    • Best of Suffolk rating

    An outstanding holiday home in the heart of Southwold, Suffolk. (Ref. 1123058)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from £1502

    Last booked 2 days ago
    Book now
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