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 £494
Darjeeling Lodge
55982 bedroom, dog friendly self catering cottage near Rye.
If you're looking for a peaceful or romantic break in the heart of the Sussex countryside, then this is the place for you! Situated in Beckley, near the village of Broak Oak, Darje...
7 nights from £494
7 nights from £425
The Little Lodge
55991 bedroom, dog friendly self catering cottage near Rye.
This peaceful retreat for two is nestled in an Area of Outstanding Natural Beauty, near the village of Broad Oak and a short drive from the medieval town of Rye, Battle and the bea...
7 nights from £425
7 nights from £631
4 Roberts Row
48232 bedroom, dog friendly self catering cottage near Rye.
4 Roberts Row is a delightful cottage bursting with character, situated in the small hamlet of Beckley with easy access to the popular town of Rye. This beautiful terraced cotta...
7 nights from £631
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
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 £1507
Acorn Barn
49634 bedroom, dog friendly self catering cottage in Alfriston.
This beautifully converted Sussex barn is an ideal staycation for get-togethers with family and friends in a rural location in the Cuckmere Valley and South Downs National Park. It...
7 nights from £1507
7 nights from £510
The Pigeon House
51561 bedroom, dog friendly self catering cottage in Lewes.
The Pigeon House is a Grade II Listed, quirky, romantic, cute cottage for two, situated in the heart of Lewes with views of Anne of Cleves House. As you enter The Pigeon House t...
7 nights from £510
7 nights from £1474 *
Sea Breeze
53635 bedroom, dog friendly holiday cottage near Eastbourne.
This fabulous contemporary house, complete with hot tub, is the perfect getaway for larger groups. It is situated in an exclusive area of Meads in Eastbourne, at the foot of the So...
7 nights from £1474 *
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
