Cottages for May bank holidays in Sussex

May is when Sussex comes alive, the winter is left behind and a sunny day feels like summer in a early May bank holiday cottage.Read more

A sunny day in May can feel like summer, especially in Sussex. The schools have gone back. And the May calendar in the South West is bursting with high days, holidays and Pagan customs so peculiar you couldn't make them up. Have a peek at what's available. Use the search options on the left to choose the length of your break and the area where you want to stay. We've got 7 holiday cottages available in Sussex for your May escape.

We have 7 available for the May Day bank holiday in Sussex

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

7 nights from £429

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 £429

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

7 nights from £450

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 £450

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

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £696

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 £696

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

7 nights from £575

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 £575

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

7 nights from £575

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 £575

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £650

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 £650

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

7 nights from £737

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 £737