Holiday cottages for September in Sussex

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 40 holiday cottages in Sussex available for your September break.

We have 40 Sussex holiday cottages available in September.

Thornden Farm Holiday Cottages

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

7 nights from £2986

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

7 nights from £641

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 £641

Our guests rate us 4.8/5 on Feefo, the independent review site.

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

7 nights from £840

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 £840

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

7 nights from £614

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 £614

Hill Farm Cottage is a 1 bedroom self-catering cottage near Battle.
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £654

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
  • No pets
  • Changeover Fri

7 nights from £654

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 £924

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 £924

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 £85 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 £85 per night

Medleys Yard

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

7 nights from £1008

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

Castlemans Stables East is a 2 bedroom, dog-friendly self-catering cottage near Battle.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £784

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 one of a pair of sympathetically convert...

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

7 nights from £784

Castlemans Stables West is a 2 bedroom, dog-friendly self-catering cottage near Battle.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £784

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 one of a pair of sympathetically converted ...

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

7 nights from £784