Short Breaks in Southwold

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Your search returned 135 cottages.

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  • A blue front door numbered 3 with a tiled entrance and a sign reading Osprey and Kestrel at a brick building in Southwold
    Property has offers
    25
    Southwold, Suffolk
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.3★

      Good

    • Best of Suffolk rating

    A light and airy apartment in Southwold in Suffolk. (Ref. 1117152)

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

    • 10% off - Fri 31st Oct 2025 to 28th Feb 2026

    • €29 off - Fri 7th Nov to 21st Dec 2025

    7 nights from €648

    Secure your holiday with a 30% deposit* Book now
  • A living room with gray sofas and a wooden dining table at Sweet Pea Southwold
    18
    Southwold, Suffolk
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.6★

      Outstanding

    • Best of Suffolk rating

    A charming holiday cottage in the idyllic town of Southwold in Suffolk. (Ref. 1116927)

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

    7 nights from €716

    Secure your holiday with a 30% deposit* Book now
  • A row of connected houses with tiled roofs blue framed windows and a small garden at Old Valley Farm in Walberswick
    29
    Walberswick, Suffolk
    • Sleeps10
    • Bedrooms5
    • PetsYes

      4.7★

      Outstanding

    • Best of Suffolk rating

    A traditional farmhouse resting in Walberswick, Suffolk. (Ref. 1117038)

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

    7 nights from €1925

    Secure your holiday with a 30% deposit* Book now
  • A bedroom with a wooden bed with yellow bedding and white pillows and folded towels by black lamps and glass doors leading outside at Onna's Stable Sotherton in Sotherton near Halesworth
    27
    Sotherton near Halesworth, Suffolk
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.9★

      Outstanding

    • Best of Suffolk rating

    A charming single-storey holiday cottage in Sotherton near Wangford in Suffolk. (Ref. 1117131)

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

    7 nights from €622

    Secure your holiday with a 30% deposit* Book now
  • A living room with a gray sofa and white pillows a yellow chair a drum used as a table a bay window with striped blinds and patterned cushions a television on a wooden table at Osprey in Southwold
    Property has offers
    20
    Southwold, Suffolk
    • Sleeps8
    • Bedrooms4
    • PetsYes

      4.8★

      Outstanding

    • Best of Suffolk rating

    A first-floor duplex apartment in a Victorian townhouse resting in Southwold, Suffolk. (Ref. 1117151)

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

    • 10% off - Fri 31st Oct 2025 to 28th Feb 2026

    • €29 off - Fri 7th Nov to 21st Dec 2025

    7 nights from €904

    Secure your holiday with a 30% deposit* Book now
  • Two wooden cabins with porches on a gravel area surrounded by trees at Clover Lodge in Theberton near Leiston
    23
    Theberton near Leiston, Suffolk
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.8★

      Outstanding

    • Best of Suffolk rating

    A welcoming, detached lodge settled in Theberton near Leiston, Suffolk. (Ref. 1098411)

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

    7 nights from €437

    Secure your holiday with a 30% deposit* Book now
  • A living room with gray sofas a coffee table and a brick fireplace at Meadowsweet Blythburgh near Reydon
    28
    Blythburgh near Reydon, Suffolk
    • Sleeps8
    • Bedrooms4
    • PetsYes

      4.7★

      Outstanding

    • Best of Suffolk rating

    A spacious, contemporary holiday home near Southwold in Suffolk. (Ref. 1116920)

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

    7 nights from €837

    Secure your holiday with a 30% deposit* Book now
  • A street view of red brick houses with blue doors and white window frames in Southwold
    22
    Southwold, Suffolk
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.8★

      Outstanding

    • Best of Suffolk rating

    A charming holiday cottage in Southwold, Suffolk. (Ref. 1116801)

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

    7 nights from €1001

    Secure your holiday with a 30% deposit* Book now
  • A single-story building with tiled roof and benches outside on a gravel area surrounded by grass at Packway Barn in Halesworth
    20
    Halesworth, Suffolk
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.5★

      Outstanding

    • Best of Suffolk rating

    A renovated countryside holiday home resting in Chediston, Suffolk. (Ref. 1150804)

    • Wi-fi
    • Off-road parking
    • Electric car charging
    • Dishwasher
    • Washing machine

    7 nights from €692

    Secure your holiday with a 30% deposit* Book now
  • The Waverley - 1175892 - photo 1
    54
    Southwold, Suffolk
    • Sleeps5
    • Bedrooms3
    • PetsYes

    • Best of Suffolk rating

    The Waverley is a beautiful, dog-friendly house situated near a beach in Southwold, Suffolk, boasting an enclosed garden and private driveway parking. (Ref. 1175892)

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

    7 nights from €758

    Secure your holiday with a 30% deposit* Book now
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