East Sussex Cottages

With charming towns and villages, rolling countryside, gorgeous coast and fascinating history and heritage, a holiday in East Sussex has something for everyone.Read more

Explore the intriguing history of Battle and Hastings and enjoy the miles of rolling countryside for walks, including the magical Ashdown Forest. Hastings Country Park has over 600 acres of countryside to discover along with lots of wildlife spotting to be done! There’s plenty of coast to discover, from the seaside towns of Eastbourne to Brighton, both lovely spots for a day out, or Camber Sands for watersports and catching waves. 

The charming town of Lewes is certainly worth a visit for its photogenic medieval streets and olde worlde beauty and the idyllic Rye is a wonderful choice for a day trip, where you can wander around the cobbled streets, pay a visit to Camber Castle and head to a vineyard for award winning sparkling wine. And don't forget to head to Mayfield, a delightful village known as the place where Mary Poppins was written in the 1930s! There you will find independent shops, historic buildings and plenty of places for a delicious bite to eat.

From romantic retreats for the two of you to a family holiday home, find a self catering cottage in East Sussex here...

We have 8 self catering cottages in East Sussex to show you...

  • 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

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

  • 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 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 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
  • 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

  • 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

  • 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

We’re a Visit England Quality Accredited Agency for our high standards in holiday letting.

Show properties within 10 miles of East Sussex