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 £375

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 £375

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £498

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 £498

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

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £612

2 bedroom, dog friendly self catering cottage in 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
  • Dogs welcome
  • Changeover Fri

7 nights from £612

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £619

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 £619

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

7 nights from £779

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