Holiday cottages for October in Sussex

Savour the crunch of leaves underfoot, the quiet beaches and the autumnal woodland with a holiday cottage in the UK for October half term.Read more

We’re not promising, but you could be on the beach enjoying the best the South and West has to offer. And at this time of year you can also bring the dog, or grab your surfboard as the Atlantic swells start rolling in and the sea is still warm, well fairly! If stormy seas don’t float your boat, it is a great time to explore the many gardens and woodlands in the area as they put on golden autumnal coats for their end of year display. Bring the family during October half-term to relive memories of a spent summer or indulge in a luxury short break before the winter kicks in.

We've got 8 holiday cottages matching your search in Sussex...

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

7 nights from £361

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 £361

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

7 nights from £408

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 £408

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

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £465

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 £465

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £696

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 access to country walks and near to Ashdown Forest. Th...

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £696

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

7 nights from £582

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 £582

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £595

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 £595

  • 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 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £768

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 £768

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