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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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    Malt Cottage

    Biddenden, Kent

    10 4 reviews
    10 4 reviews
    Ref: 24442
    Wifi Car parking on site Pub within 1 mile Detached Garden / Patio Ground Floor Facilities Rural Location
    2
    1
    1
    1
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    Poundgate Park House

    Near Crowborough, Sussex

    10 4 reviews
    10 4 reviews
    Ref: UKC826
    Wifi Car parking on site Pub within 1 mile Pets go free Garden / Patio Woodburning Stove
    10
    5
    3
    2
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    Poundgate Park Cottages - Poundgate Park Cottage
    4
    2
    2
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    Horncombe Stables

    Ardingly, near Haywards Heath, Sussex

    31/12/2019
    10 9 reviews
    10 9 reviews
    Ref: UKC1725
    Wifi Car parking on site Pub within 1 mile Pets go free Garden / Patio Rural Location
    5
    2
    2
    1
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    Little London House

    Ninfield, near Battle, Sussex

    10 1 reviews
    10 1 reviews
    Ref: UKC3471
    Coastal Wifi Car parking on site Enclosed Garden / Patio Pub within 1 mile Pets go free
    4
    2
    2
    2
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    Pickdick Stable

    Brede, near Rye, Sussex

    31/12/2019
    9.9 26 reviews
    9.9 26 reviews
    Ref: UKC1367
    Luxury Wifi Car parking on site Detached Rural Location
    2
    1
    1
    0
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    Windmill Barn

    Windmill Hill, near Hailsham, Sussex

    9.9 20 reviews
    9.9 20 reviews
    Ref: UKC2485
    Luxury Wifi Car parking on site Pub within 1 mile Detached Garden / Patio Woodburning Stove
    2
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    Netherfield Hill Farm - Poachers View

    Netherfield, near Battle, Sussex

    31/12/2019
    9.9 26 reviews
    9.9 26 reviews
    Ref: UKC2488
    Wifi Car parking on site Enclosed Garden / Patio Pets go free Garden / Patio Ground Floor Facilities Rural Location Woodburning Stove
    4
    2
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    2
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    Netherfield Hill Farm - The Hayloft
    2
    1
    1
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    Castlemans Stables - Castlemans Stable West

    Sedlescombe, Sussex

    31/12/2019
    9.8 12 reviews
    9.8 12 reviews
    Ref: PPPR
    Wifi Car parking on site Pub within 1 mile Pets go free Garden / Patio Ground Floor Facilities Rural Location Woodburning Stove
    4
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    2
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    The Old Parlour

    Whatlington, near Battle, Sussex

    31/12/2019
    9.8 23 reviews
    9.8 23 reviews
    Ref: UKC1729
    Wifi Car parking on site Pets go free Detached Rural Location Woodburning Stove
    4
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    2
    1
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    Combe Hill Farm - The Dairy

    Ninfield, near Battle, Sussex

    9.8 4 reviews
    9.8 4 reviews
    Ref: PCCY
    Wifi Car parking on site Detached Garden / Patio Rural Location
    2
    1
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    Combe Hill Farm - The Byre
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    3
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    Lea Farm Cottages - The Shearing Shed

    Rye Foreign, near Rye, Sussex

    31/12/2019
    9.7 23 reviews
    9.7 23 reviews
    Ref: 30991
    Coastal Luxury Wifi Car parking on site Enclosed Garden / Patio Pub within 1 mile Garden / Patio Ground Floor Facilities Rural Location Woodburning Stove
    4
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    Lea Farm Cottages- Bullock Lodge
    4
    2
    2
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    Netherfield Hill Farm - The Hayloft

    Netherfield, near Battle, Sussex

    31/12/2019
    9.7 30 reviews
    9.7 30 reviews
    Ref: UKC2489
    Wifi Car parking on site Enclosed Garden / Patio Pets go free Garden / Patio Ground Floor Facilities Rural Location Woodburning Stove
    2
    1
    1
    2
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    Accommodation at

    Netherfield Hill Farm - Poachers View
    4
    2
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