Cottages in Sussex for the Summer Holidays

Just a hop, skip and a jump from London, Sussex is a great choice for a summer getaway without having to travel too far. Read more

Head to the countryside to stay in a luxury self catering cottage in Sussex for your summer holiday. Take advantage of those long summer days, wander through woodlands and nature reserves and explore the dreamy English countryside.

Summer Holiday Cottages in Sussex

At Classic Cottages we understand how important your accommodation is in making or breaking your holiday experience. That's why we handpick all of our properties, personally inspecting each one so that exacting standards are met. From start to finish we want your holiday to be as easy and relaxed as possible, and will provide you with help and support every step of the way. All you need to do? Pick your favourite cottage and embrace the holiday of a lifetime in Sussex. 

Choose from 3 school summer holiday cottages in Sussex

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

7 nights from £525

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 £525

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

7 nights from £548

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 £548

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

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

7 nights from £865

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 £865