Holiday cottages for September in Sussex

If Septembers past are anything to go by, this is often one of the loveliest months to enjoy a holiday cottage in Sussex.Read more

The beaches are still peachy, the sea's had all summer to warm up and the schools have gone back. So you can have more sand, more cliffs and more moor to yourself. Use the search options on the left to choose your holiday dates. We've got 5 holiday cottages in Sussex available for your September break.

We have 5 Sussex holiday cottages available in September.

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

7 nights from £444

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 £444

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

7 nights from £451

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 £451

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

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

7 nights from £700

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 £700

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

7 nights from £779

3 Little London Mews

4361

3 bedroom, dog-friendly self catering cottage in Chichester.


Nestled at the foot of the South Downs, in Chichester's Northern Quarter, this warm and welcoming townhouse is a simple walk to so much that this cosmopolitan and cultural haven ha...

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

7 nights from £779

  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1453

Whitehouse Farm

4670

4 bedroom, dog-friendly self catering cottage near Tunbridge Wells.


Whitehouse Farm is a wonderfully welcoming Victorian farmhouse perfect for families and friends looking to explore the Kent and Sussex countryside. Dog-friendly and in the High ...

  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1453