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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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    Seacrest View Cottage

    Hastings, Sussex

    9.5 14 reviews
    9.5 14 reviews
    Ref: 30961
    Coastal Wifi Car parking on site Enclosed Garden / Patio Pub within 1 mile Garden / Patio
    4
    2
    1
    1
    Pet stays free
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    Little Ponds

    Cross In Hand, near Heathfield, Sussex

    9.3 18 reviews
    9.3 18 reviews
    Ref: UKC129
    Wifi Car parking on site Pub within 1 mile Detached Garden / Patio
    6
    3
    2
    1
    Pet stays free
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    Netherfield Hill Farm - The Hayloft

    Netherfield, near Battle, Sussex

    9.5 28 reviews
    9.5 28 reviews
    Ref: UKC2489
    Wifi Car parking on site Enclosed Garden / Patio Garden / Patio Ground Floor Facilities Rural Location Woodburning Stove
    2
    1
    1
    2
    Pet stays free
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    Netherfield Hill Farm - Poachers View
    4
    2
    2
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    Knowle Lodge - The Studio

    Cuckfield, near Haywards Heath, Sussex

    8.7 6 reviews
    8.7 6 reviews
    Ref: UKC1599
    Wifi Car parking on site Pub within 1 mile Garden / Patio
    2
    1
    1
    0
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    Knowle Lodge - Petit Knowle
    2
    1
    1
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    Hayesland Lodge

    Beckley, near Rye, Sussex

    9.1 8 reviews
    9.1 8 reviews
    Ref: UKC3031
    Luxury Car parking on site Enclosed Garden / Patio Garden / Patio Rural Location
    2
    1
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    Mill Barn

    North Chailey, Sussex

    10 4 reviews
    10 4 reviews
    Ref: M493333
    Luxury Wifi Car parking on site Enclosed Garden / Patio Rural Location Woodburning Stove
    2
    1
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    Down Studio

    Frant, Tunbridge Wells, Kent

    6.5 2 reviews
    6.5 2 reviews
    Ref: M198168
    Wifi Car parking on site
    2
    1
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    1
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    Stable Cottage

    Icklesham, Sussex

    9 4 reviews
    9 4 reviews
    Ref: M76146
    Wifi Car parking on site Rural Location Woodburning Stove
    2
    1
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    2
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    The Challoners

    Robertsbridge, Sussex

    9.8 8 reviews
    9.8 8 reviews
    Ref: M534601
    Luxury Car parking on site Enclosed Garden / Patio Rural Location Open Fire
    2
    1
    2
    3
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    Henley Cottage

    Catsfield, near Battle, Sussex

    9 10 reviews
    9 10 reviews
    Ref: POOT
    Luxury Wifi Car parking on site Detached Garden / Patio Ground Floor Facilities Rural Location Woodburning Stove
    2
    1
    1
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    Priors Barn

    Maresfield, Sussex

    9 1 reviews
    9 1 reviews
    Ref: M76141
    Wifi Car parking on site Rural Location Woodburning Stove
    2
    1
    1
    1
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    Newly listed

    The Berkley Lodges - The Little Abbey

    Beckley, near Rye, Sussex

    0 0 reviews
    0 0 reviews
    Ref: UK12598
    Wifi Car parking on site Garden / Patio Ground Floor Facilities Rural Location
    2
    1
    1
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    The Berkley Lodges - The Lodge
    4
    2
    2

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