May half term holiday cottages

With a cool breeze and the hint of summer on its way, May is a wonderful time of year to discover Sussex.Read more

With the summer holidays still out of reach and warmer weather on its way, why not take advantage of this lovely time of year and escape to Sussex. Travel solo, have a romantic getaway, or take advantage of some true family time and have a half term to remember in a cottage this half term, get ready to make memories you’ll keep forever.

We've got 4 holiday cottages matching your search in Sussex...

We are no longer accepting new bookings for holidays arriving before the 4th July 2020. COVID-19

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £468

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 £468

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

7 nights from £585

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 £585

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

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

7 nights from £585

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 £585

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £600

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 £600