High Weald Cottages
Covering parts of Kent, Sussex and Surrey, High Weald is a designated Area of Outstanding Natural Beauty known for its rolling countryside and gorgeous landscapes. With plenty of opportunities for walking and taking advantage of the great outdoors, High Weald is a wonderful place to spend a holiday if you’re after fresh air and a rural retreat.Read more
Full of adventures, take your pick of the many outdoor activities from walking, rock climbing, cycling and wildlife watching. Explore the varied landscape with its woodland, parks and hills and venture to the nearby town of Royal Tunbridge Wells for shopping and a selection of delicious restaurants. Explore Ashdown Forest to discover Pooh Woods and stay nearby in Buxted and Mayfield to make the most of everything the High Weald area has to offer.
We have 17 self catering cottages in High Weald to show you...
7 nights from £354
Hill Farm Cottage
45561 bedroom self-catering cottage near Battle.
Situated in the High Weald Area of Outstanding Natural Beauty within easy reach of the coast, this beautifully crafted Sussex barn is the perfect retreat for couples looking for a ...
7 nights from £354
7 nights from £426
The Byre
47321 bedroom self catering cottage near Battle.
Bursting with character and charm, The Byre is waiting to give you that rural experience. Situated in 12 acres of 1066 countryside it is one of Thornden Farm's original outbuilding...
7 nights from £426
Need more time? Reserve any cottage for up to 24 hours before booking.
24hr no commitment reservations
You can reserve your holiday dates on your favourite cottage for up to 24 hours. You might need to check with other guests in your party or simply consider whether this cottage is right for your holiday, either way we’re happy to give you the time to step away and mull over your options before paying a penny.
We’ll send you a reminder to see if you want it or not so you won’t lose out. Take time to think it over, you don’t have to rush your decision. Have a cup of tea and when you’re ready, hit the button to book your holiday and start looking forward to it.
7 nights from £444
The Old Stable
47331 bedroom, dog friendly self catering cottage near Battle.
Enjoy precious time together at The Old Stable, a wonderful cottage for couples looking for a quiet getaway in this peaceful part of Sussex. As you step inside the stable-door y...
7 nights from £444
7 nights from £582
The Old Barn
47342 bedroom, dog friendly self catering cottage near Battle.
The Old Barn is a wonderful hideaway, perfect for families looking for a true rural experience in this beautiful and peaceful part of East Sussex. As you open the stable-door to...
7 nights from £582
7 nights from £618
The Coach House
47352 bedroom, dog friendly self catering cottage near Battle.
For a rural experience stay at The Coach House, the perfect getaway for families and friends in this peaceful part of Sussex. As you step inside the stable-door you are welcomed...
7 nights from £618
Thornden Farm Holiday Cottages
7 nights from £2070
7 nights from £490
Castlemans Stables West
44222 bedroom, dog-friendly self-catering cottage near Battle.
Set within the High Weald Area of Outstanding Natural Beauty, in the heart of East Sussex's 1066 countryside, Castlemans Stables West is a sympathetically converted stable block, w...
7 nights from £490
7 nights from £490
Castlemans Stables East
44212 bedroom, dog-friendly self-catering cottage near Battle.
In the heart of East Sussex's 1066 countryside and set within the High Weald Area of Outstanding Natural Beauty, Castlemans Stables East is a sympathetically converted stable block...
7 nights from £490
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 £578
The Annexe
45881 bedroom self-catering cottage in Mayfield.
The Annexe can be found at the end of a private road, secluded yet within walking distance of the beautiful historic village of Mayfield. Presented to a lovely standard, The Ann...
7 nights from £578
7 nights from £1140
Whitehouse Farm
46704 bedroom, dog-friendly self catering cottage near Tunbridge Wells.
Whitehouse Farm is a wonderfully welcoming Victorian farmhouse perfect for families and friends looking to explore the Kent and Sussex countryside. Dog-friendly and in the High ...
7 nights from £1140