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 38 self catering cottages in High Weald to show you...
7 nights from £588
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 £588
7 nights from £421
Gingers Green Coach House
53581 bedroom self catering cottage in Herstmonceux.
This characterful cottage is located in Gingers Green just outside the village of Herstmonceux, with beautiful views of the Sussex countryside and South Downs. It's the perfect ret...
7 nights from £421
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 £130 per night
Matilda
53801 bedroom, dog friendly self catering cabin near Battle.
This wonderful enchanting medieval-styled cabin is only a couple of hours from London, situated on land that was once part of the Battle Abbey Estate in 1066 country. If you're loo...
From £130 per night
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.
From £100 per night
Jessie
5231Luxury dog friendly Shepherds Hut near Battle.
Jessie is a gorgeous shepherd's hut situated two hours from London, tucked away down a long meandering path in a paddock between crab apple and cherry trees, with views of the Suss...
From £100 per night
7 nights from £563
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 one of a pair of sympathetically convert...
7 nights from £563
7 nights from £1058
Castlemans Coach House
51244 bedroom self catering cottage near Battle.
In the heart of 1066 country and within walking distance of the pretty village of Sedlescombe, this former coach house is the perfect place for families and friends looking for a l...
7 nights from £1058
7 nights from £563
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 one of a pair of sympathetically converted ...
7 nights from £563
7 nights from £483
Moorhen Cottage
45481 bedroom, dog friendly self catering cottage near Battle.
Moorhen Cottage is a single-storey barn situated in a rural location in the heart of an organic dairy farm in the hamlet of Wartling with views of the Pevensey marshes and the Sout...
7 nights from £483
7 nights from £480
Reysons Barn
52852 bedroom thatched self catering cottage near Rye.
Reysons Barn is perfect for couples and families who are looking for a rural escape in East Sussex. Converted in 2009, this lovely thatched barn sits on the edge of a small orchard...
7 nights from £480
Each and every one of our cottages is fully equipped with everything you’ll need on holiday.
Fully equipped cottages
All of our cottages have a standard list of equipment that goes above and beyond. As well as fluffy towels and readymade beds, our bare minimum includes everything you’ll need and more, from plenty of teaspoons to added extras such as gravy boats so no matter where you stay, you’ll be able to make your favourite home-cooked dishes.
Each inventory is regularly checked and counted so you won’t be stuck without a ladle and can leave your hairdryer at home, plus you’ll find a starter set of toiletries and cleaning products so you can get on with your holiday.
