Cottages in Sussex for the Summer Holidays

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. 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.Read more

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. 

Isle of Wight Ferry Booking Our exclusive ferry discounts will make your island trip with Classic plain sailing.

Choose from 32 school summer holiday cottages in Sussex

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 £844

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 £844

Poppets Cottage is a 1 bedroom, dog-friendly self catering cottage in Buxted, East Sussex
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £662

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 £662

Arrive at your handpicked holiday home safe in the knowledge it’s been fully inspected.