Surrey, Kent and Sussex Holiday Cottages

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Your search returned 97 cottages.

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  • Wakeling Island 16

    Warmwell, Dorset
    • Sleeps8
    • Bedrooms4
    • PetsNo
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    Conveniently located within Wakeling Island this bright and spacious four bed cottage is the ideal property for you and your family to enjoy the Silverlake nature reserve and spa facilities (Ref. 1074592)

    7 nights from £704

  • Woodsford

    Crossways, Dorset
    • Sleeps10
    • Bedrooms4
    • PetsNo
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    A wonderful detached house enjoying stylish interior on a private holiday site in Crossways, Dorset. (Ref. 1074685)

    7 nights from £1222

  • The Old Mill

    Flaxley, Gloucestershire
    • Sleeps6
    • Bedrooms3
    • PetsYes
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    Gorgeous barn conversion in tranquil setting in the Forest of Dean. (Ref. 988926)

    7 nights from £774

    Last booked yesterday
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  • Wytons Piece

    Chipping Norton, Oxfordshire
    • Sleeps6
    • Bedrooms3
    • PetsNo
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    Wytons Piece is a very spacious, detached property situated in a cracking location deep in the Northern Cotswolds. (Ref. 988728)

    7 nights from £682

    Last booked 2 days ago
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  • The Old Cider Press

    Broadway, Worcestershire
    • Sleeps4
    • Bedrooms2
    • PetsNo
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    Beautiful thatched cottage within a row of three, nestled in the pretty Cotswolds village of Stanton. (Ref. 996452)

    7 nights from £574

  • Kings Cottage - North

    Broad Chalke, Wiltshire
    • Sleeps2
    • Bedrooms1
    • PetsYes
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    Beautifully restored, and elegantly furnished, historic cottage in Wiltshire's gorgeous Chalke Valley. (Ref. 988964)

    7 nights from £470

  • Bridge Studio

    Broad Chalke, Wiltshire
    • Sleeps2
    • Bedrooms1
    • PetsYes
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    Superb barn conversion in idyllic village, Stylishly furnished and with great space. (Ref. 988924)

    7 nights from £445

  • Elephant Cottage

    Bromyard, Herefordshire
    • Sleeps2
    • Bedrooms1
    • PetsYes
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    Cute and immaculate cottage in beautiful countryside location. (Ref. 988865)

    7 nights from £416

  • Top Barn

    Chipping Norton, Oxfordshire
    • Sleeps4
    • Bedrooms2
    • PetsNo
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    Detached barn conversion, resting within the village of Ascot, close to Chipping Norton. (Ref. 988606)

    7 nights from £571

  • Treetops

    Woody Bay, Devon
    • Sleeps2
    • Bedrooms1
    • PetsYes
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    Literally IN the tree-tops! (Ref. 988920)

    7 nights from £513

    Last booked yesterday
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It is impossible to do more than touch the surface of all that this most historic of areas has to offer but we hope that our longer introduction below will inspire you to investigate further and take a relaxing holiday in one of our interesting and unusual cottages in Sussex and Kent.

Our special selection includes romantic bolt-holes for two in the depths of the South Downs and Weald of Kent countryside, boutique retreats close to Rye and Chichester on the West and East and West Sussex coast as well as state-of-the-art barn conversions ideal for big family gatherings and celebration weekends.