Ashdown Forest Cottages
Known as the home of Winnie The Pooh, Ashdown Forest is based in the High Weald Area of Outstanding Natural Beauty and is the ideal place for exploring the surrounding countryside and getting away from it all. Discover the many adventures on your doorstep and make the most of the great outdoors and all it has to offer. Read more Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.
We have 10 self catering cottages in Ashdown Forest to show you...
7 nights from £524
The Cottage
51131 bedroom self catering apartment near Uckfield, Ashdown Forest
Enjoy the peaceful surroundings of The Cottage which is situated on the edge of Piltdown and south of the Ashdown Forest, a lovely property for couples looking for a romantic break...
7 nights from £524
From £76 per night
The Tea Hut
44771 bedroom, dog-friendly self-catering cottage near Crowborough and the Ashdown Forest.
The Tea Hut is situated up a private drive in High Hurstwood. Nestled in the picturesque Sussex countryside it is a great base from which to explore Ashdown Forest and the local to...
From £76 per night
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20% off
29 Dec 2024 - 3 Jan 2025
From £95.00 £76.00 per night
Medleys Yard
7 nights from £582
7 nights from £506
Medleys Barn
44762 bedroom, dog-friendly self-catering cottage near Crowborough and the Ashdown Forest.
Medleys Barn in High Hurstwood is an ideal base for exploring Ashdown Forest or for visits to Glyndebourne. Once a cart barn on a well-established fruit farm, this charming barn co...
7 nights from £506
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20% off
30 Dec 2024 - 3 Jan 2025
£858.00 £686.40
7 nights from £446
Poppets Cottage
42801 bedroom, dog-friendly self catering cottage in Buxted, East Sussex
Nestled in a peaceful setting and part of a former convent, Poppets Cottage is as charming as its name implies. Thoughtfully furnished in a country vintage style, this delightf...
7 nights from £446
7 nights from £2038
Pickeridge Barn
52166 bedroom, dog friendly self catering home near Haywards Heath.
This newly converted and eco-friendly barn is rather unique, the perfect holiday home for those looking for a multi-family getaway in the heart of the Sussex countryside. Situat...
7 nights from £2038
7 nights from £549
North Barn at Pickeridge
52152 bedroom self catering cottage near Haywards Heath.
North Barn at Pickeridge is the perfect abode for couples and families. It sits in a secluded location on a 120 acre working farm in a beautiful valley between Ardingly and West Ho...
7 nights from £549
7 nights from £1008
South Barn at Pickeridge
52113 bedroom, dog friendly self catering cottage near Haywards Heath.
South Barn at Pickeridge is tucked away on a 120 acre working farm in a secluded valley between West Hoathly and Ardingly. It's the perfect retreat for families and friends looking...
7 nights from £1008
We’ve been raising the standards of self catering holidays since 1977.
Our family ethos
Tony and Clare Tregoning started the business back in 1977 and their dedication to quality and excellence is at the heart of everything we do. Tony is sadly no longer with us, but we still adhere to their original ethos of finding holiday homes we would like to stay in and have slowly grown the company to find the best picks of properties across the counties. Plus Clare still drops in to keep us on our toes.
As an independent, family-run company, we wouldn’t expect you to stay anywhere we wouldn’t want to stay ourselves. And we’re pretty picky. We want you to walk into your handpicked holiday home and say ‘wow’, sit back and relax.
7 nights from £617
The Granary
50372 bedroom, dog friendly self catering cottage near Haywards Heath.
The Granary is situated beside a working organic farm, a short walk from the picturesque village of Cuckfield on the edge of the High Weald, an Area of Outstanding Natural Beauty. ...
7 nights from £617
7 nights from £430
Sawmill Cottage
44251 bedroom, dog-friendly self-catering cottage in Royal Tunbridge Wells.
On the site of the 18th Century sawmill and on the common across the road from The Pantiles, Sawmill Cottage is ideally suited for couples wishing to explore the Royal Spa town of ...
7 nights from £430
Show properties within 20 miles of Ashdown Forest
Nearby you will find plenty of things to keep you busy, with National Trust sites, art galleries and museums, alongside the many walking routes. Take advantage of the six and a half thousand acres within the forest and discover the many activities on offer including golf, cycling and canoeing. Spend a morning walking around Pooh Woods or enjoying Llama Park before stopping off at a tea room for coffee and cake or a picnic in the afternoon sun. There are plenty of opportunities to explore from the charming Royal Tunbridge Wells, South Downs National Park and the vintage Bluebell Railway.
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