Cottages for October half term in Sussex

Sometimes the summer sun extends well into winter in Sussex, so try a holiday cottage for October half term.Read more

October can be the most colourful month of the year, with trees parading their final flourish before stripping bare for the winter. Take the kids on a half term holiday to remember and soak up the last hints of green in Sussex. A day out to a public garden might not be first on the children's list of things to do but running through tunnels lined with golden leaves and feeling the crunch underfoot will soon have them jumping in leafy mounds with excitement. The sea has a magical quality, reflecting the October sky and sparkling on the horizon. It doesn't matter if the weather takes a turn for the wintery worse, as a good storm will liven up any school holiday - stand safely back from the sea and feel the salty spray. 

We have 8 luxury self catering cottages for the October half term in Sussex

  • 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 £425

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 £425

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

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

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £645

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

7 nights from £542

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 stabled bloc...

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

7 nights from £542

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

7 nights from £542

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 £542

  • Sleeps 4 + cot
  • 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 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £600

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

7 nights from £710

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 £710

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £899

Danny Cottage

4458

3 bedroom thatched, dog friendly self catering cottage in Alfriston.


Danny Cottage is a beautiful Grade II Listed, 16th Century timber-framed thatched cottage situated in a rural position on the edge of Alfriston village. Purchased from the National...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £899

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