Cottages for a five night break in Sussex

We have an exclusive handpicked collection of luxury cottages available for you to enjoy that precious time away in Sussex, so pick your next escape and get ready for a five night adventure.Read more

A five night break in the UK allows you the opportunity to extend your short break just that little bit longer, giving you that much desired extra time to explore the area, unwind a little more and make the most of your time off. With gorgeous properties in Cornwall, Devon, Somerset, Dorset, Sussex and the Isle of Wight, you have plenty of options to choose from...

We have 17 cottages available in Sussex available for five night breaks

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £366

Hill Farm Cottage

4556

1 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 ...

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £366

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

7 nights from £380

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 £380

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 £416

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 £416

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £440

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
  • Regret no pets
  • Changeover Fri

7 nights from £440

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £459

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 Fri

7 nights from £459

  • 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 easy access to country walks and nearby Ashdown Forest. ...

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £645

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

7 nights from £511

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 £511

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

7 nights from £511

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 stable block...

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

7 nights from £511

Each and every one of our cottages is fully equipped with everything you’ll need on holiday.

  • Sleeps 4
  • Regret no pets
  • Changeover Sat

7 nights from £527

Holton Cottage

4803

2 bedroom self-catering cottage in Burwash.


This beautiful semi-detached rural cottage on a quiet country lane is on the edge of Burwash village in the High Weald countryside in East Sussex. It makes a great base for walkers...

  • Sleeps 4
  • Regret no pets
  • Changeover Sat

7 nights from £527

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

7 nights from £600

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 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £600

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