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 8 self catering cottages in High Weald to show you...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £486

The Stable Block

4427

2 bedroom self-catering cottage near Burwash.


The Stable Block is situated in the grounds of the owner's Georgian home on the edge of the village of Burwash. It has two double bedrooms with en suites and a beautiful large open...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £486

  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £480

Castlemans Stables West

4422

2 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...

  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £480

Need more time? Reserve any cottage for up to 24 hours before booking.

  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £480

Castlemans Stables East

4421

2 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 stabled bloc...

  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £480

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £384

Sawmill Cottage

4425

1 bedroom, dog friendly self catering cottage in 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 ...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £384

  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £340

Poppets Cottage

4280

1 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...

  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £340

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £477

Medleys Barn

4476

2 bedroom, dog friendly self catering cottage near Crowborough.


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...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £477

  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £289

The Tea Hut

4477

1 bedroom, dog friendly self catering cottage near Crowborough.


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...

  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £289

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £645

Woodpeckers Cottage

4473

1 bedroom self catering cottage near East Grinstead.


Woodpeckers is a luxury boutique-style holiday cottage perfect for couples wanting to relax in the Sussex countryside with access to country walks and near to Ashdown Forest. Th...

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £645

Arrive at your handpicked holiday home safe in the knowledge it’s been fully inspected.

Show properties within 20 miles of High Weald