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High Weald

The High Weald just 30 miles south of London is one of the best surviving medieval landscapes in Northern Europe. With a backdrop of wooded rolling hills, sandstone outcrops, a patchwork of fields and ancient routes it is a fabulous area to go on a self-catering holiday. The whole area includes part of Kent and Sussex right in the heart of South East England, with over 900 square miles to explore.

There is a great selection of holiday cottages in High Weald and by using our extensive feature list you can easily find your perfect one such as enclosed garden if taking children or dogs, a village or pub within walking distance, or part of our luxury collection, the choice really is yours.

The region is perfect for outdoor enthusiasts with an amazing network of footpaths, bridleways and byways as well as lots of nature reserves. There are mysterious woodlands, sunken lanes created by the Saxons and Tudors, lovely timber framed buildings and the legendary Ashdown Forest to explore. There is something for everyone from nature lovers, families with young children to avid ramblers.

The area has a fascinating past and its towns and villages are lovely places to explore. Many aristocratic families have left beautiful manor houses now open to the public such as Penshurst Place & Gardens and Sissinghurst Castle & Gardens. Try to fit in some of the impressive castles, Hever Castle is lovely for a day out and you’ll love exploring the extensive grounds.

Ardingly is home to the famous boys public school, Ardingley College, and also has a pretty high street. Battle, built on the site of the battle of 1066, where William the Conqueror defeated King Harold, is now a bustling market town and boasts Battle Abbey.

Choose from self-guided circular walks or for the more adventurous the High Weald Landscape Trail, a 95 mile route going from east to west. All the time you will come across Michelin starred restaurants and gastro country pubs in pretty villages, there is plenty to keep you entertained and have a great holiday in your cottage rental in High Weald.

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    Beaton Studio

    Fairlight, Sussex

    0 0 reviews
    0 0 reviews
    Ref: M408370
    Coastal Wifi Car parking on site Enclosed Garden / Patio Coast within 1 mile Garden / Patio Rural Location
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    Lanterns

    Udimore, Rye, Sussex

    23/05/2019
    8.2 13 reviews
    8.2 13 reviews
    Ref: E4911
    Coastal Wifi Car parking on site Enclosed Garden / Patio Pub within 1 mile Detached Garden / Patio Rural Location
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    The Tea Hut

    Crowborough, Sussex

    10 1 reviews
    10 1 reviews
    Ref: M511784
    Wifi Car parking on site Rural Location Woodburning Stove
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    The Well House

    Danehill, Sussex

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    0 0 reviews
    Ref: M62341
    Car parking on site Rural Location Woodburning Stove
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    The Old Telephone Exchange

    Sissinghurst, Kent

    09/06/2019
    9.5 11 reviews
    9.5 11 reviews
    Ref: 26972
    Car parking on site Enclosed Garden / Patio Pub within 1 mile Pets go free Detached Garden / Patio Rural Location
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    Lower Marley Farm - Apple Cottage

    Sedlescombe, near Battle, Sussex

    9.5 13 reviews
    9.5 13 reviews
    Ref: 27442
    Coastal Wifi Car parking on site Pub within 1 mile Pets go free Garden / Patio Rural Location
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    Lower Marley Farm - Quince Cottage
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    The Hive

    Near Tunbridge Wells, Kent

    0 0 reviews
    0 0 reviews
    Ref: M414188
    Wifi Swimming pool Car parking on site Enclosed Garden / Patio Garden / Patio Ground Floor Facilities Woodburning Stove
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    Bumbles Cottage

    Bolney, near Haywards Heath, Sussex

    7.3 7 reviews
    7.3 7 reviews
    Ref: POOG
    Wifi Car parking on site Pets go free Detached Rural Location Woodburning Stove
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    The Shepherd’s Hut at Calvesfield Shaw

    Herstmonceux, near Hailsham, Sussex

    10 3 reviews
    10 3 reviews
    Ref: UK11682
    Coastal Wifi Car parking on site Pets go free Garden / Patio Rural Location Woodburning Stove
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    Leafwood Oast

    Bells Yew Green, Tunbridge Wells, Sussex

    09/06/2019
    9.3 7 reviews
    9.3 7 reviews
    Ref: 23316
    Wifi Car parking on site Rural Location
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    The Pavilion at Brunger House

    Tenterden, near Ashford, Kent

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    0 0 reviews
    Ref: UKC2299
    Car parking on site Detached Garden / Patio Woodburning Stove
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    The Berkley Lodges - The Little Lodge

    Beckley, near Rye, Sussex

    9.5 12 reviews
    9.5 12 reviews
    Ref: W43703
    Wifi Car parking on site Pets go free Garden / Patio Rural Location
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    The Berkley Lodges - The Lodge
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