East Sussex Cottages

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. Explore the intriguing history of Battle and Hastings and enjoy the miles of rolling countryside for walks, including the magical Ashdown Forest.Read more

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...

Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.

We have 41 self catering cottages in East Sussex to show you...

Poppets Cottage is a 1 bedroom, dog-friendly self catering cottage in Buxted, East Sussex
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £446

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 £446

Medleys Barn is a 2 bedroom, dog-friendly self-catering cottage near Crowborough and the Ashdown Forest.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £506

Medleys Barn

4476

2 bedroom, dog-friendly self-catering cottage near Crowborough and the Ashdown Forest.


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 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £506

Medleys Yard

  • Sleeps 6 + 3 cots in 2 properties
  • Changeover Fri

7 nights from £582

The Tea Hut is a 1 bedroom, dog-friendly self-catering cottage near Crowborough and the Ashdown Forest.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

From £76 per night

The Tea Hut

4477

1 bedroom, dog-friendly self-catering cottage near Crowborough and the Ashdown Forest.


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

From £76 per night

Gingers Green Coach House is a 1 bedroom self catering cottage in Herstmonceux.
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £421

Gingers Green Coach House

5358

1 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...

  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £421

The Byre is a 1 bedroom self catering cottage near Battle.
  • Sleeps 2 + cot
  • No pets
  • Changeover Sat

7 nights from £461

The Byre

4732

1 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...

  • Sleeps 2 + cot
  • No pets
  • Changeover Sat

7 nights from £461

The Old Stable is a 1 bedroom, dog friendly self catering cottage near Battle.
  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £481

The Old Stable

4733

1 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...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £481

The Old Barn is a 2 bedroom, dog friendly self catering cottage near Battle.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £630

The Old Barn

4734

2 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...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £630

Choose from our exclusive collection at the best prices with real time availability.

The Coach House is a 2 bedroom, dog friendly self catering cottage near Battle.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £668

The Coach House

4735

2 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...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £668

Thornden Farm Holiday Cottages

  • Sleeps 12 + 4 cots in 4 properties
  • Changeover Sat

7 nights from £2240

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