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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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    Dill Hundred

    Vines Cross, Sussex

    09/06/2019
    9.4 14 reviews
    9.4 14 reviews
    Ref: PZW
    Wifi Swimming pool Car parking on site Enclosed Garden / Patio Pub within 1 mile Pets go free Garden / Patio Open Fire
    8
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    Thornsdale Oast

    Iden, Sussex

    7.8 16 reviews
    7.8 16 reviews
    Ref: PFFT
    Wifi Car parking on site Enclosed Garden / Patio Pub within 1 mile Detached Garden / Patio Rural Location Open Fire
    10
    5
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    Newly listed

    Aunt’s House

    Warninglid, Sussex

    0 0 reviews
    0 0 reviews
    Ref: M551834
    Luxury Wifi Car parking on site Enclosed Garden / Patio Pub within 1 mile Rural Location Woodburning Stove
    11
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    The Old Vicarage

    Icklesham, near Rye, Sussex

    09/06/2019
    9.8 14 reviews
    9.8 14 reviews
    Ref: PUUE
    Coastal Luxury Wifi Car parking on site Pub within 1 mile Pets go free Garden / Patio Rural Location Open Fire
    12
    6
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    The Orchard

    Northiam, Sussex

    14/05/2019
    7 13 reviews
    7 13 reviews
    Ref: E5383
    Wifi Swimming pool Car parking on site Enclosed Garden / Patio Pub within 1 mile Detached Garden / Patio Rural Location Open Fire
    13
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    The Mews House

    Burwash, near Royal Tunbridge Wells, Sussex

    10 2 reviews
    10 2 reviews
    Ref: W43890
    Hot Tub Wifi Swimming pool Car parking on site Enclosed Garden / Patio Pub within 1 mile Detached Garden / Patio Ground Floor Facilities Rural Location Woodburning Stove Baby and Toddler Friendly
    16
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    Ashlands

    Burwash, near Heathfield, Sussex

    0 0 reviews
    0 0 reviews
    Ref: UKC3939
    Hot Tub Wifi Car parking on site Pub within 1 mile Garden / Patio Woodburning Stove Open Fire
    17
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