Cottages For May in Sussex

Shhh! Don’t tell too many people this but, if you’re looking for a cottage holiday in May you might have stumbled on one of the best months to visit SussexRead more

Spring is in full swing, it is often one of our sunniest months and some of the best local festivals start. And you get the pick of the properties in Sussex. So have a look through our 15 holiday cottages available this May in Sussex.

We have 15 self catering cottages available to rent in May in Sussex

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

7 nights from £454

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 £454

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £497

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 £497

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

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

7 nights from £502

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 £502

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £513

The Byre

4732

1 bedroom self catering cottage near Battle.


Bursting with character and charm, The Byre is waiting to give you that rural experience. Situated in 12 acres of 1066 countryside it is one of Thornden Farm's original outbuilding...

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £513

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £535

The Old Stable

4733

1 bedroom, dog friendly self catering cottage near Battle.


Enjoy precious time together at The Old Stable, a wonderful cottage for couples looking for a quiet getaway in this peaceful part of Sussex. As you step inside the stable-door y...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £535

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

7 nights from £600

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 stable block...

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

7 nights from £600

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

7 nights from £600

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 £600

  • Sleeps 4
  • Regret no pets
  • Changeover Sat

7 nights from £626

Holton Cottage

4803

2 bedroom self-catering cottage in Burwash.


This beautiful semi-detached rural cottage on a quiet country lane is on the edge of Burwash village in the High Weald countryside in East Sussex. It makes a great base for walkers...

  • Sleeps 4
  • Regret no pets
  • Changeover Sat

7 nights from £626

We’re a Visit England Quality Accredited Agency for our high standards in holiday letting.

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £701

The Old Barn

4734

2 bedroom, dog friendly self catering cottage near Battle.


The Old Barn is a wonderful hideaway, perfect for families looking for a true rural experience in this beautiful and peaceful part of East Sussex. As you open the stable-door to...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £701

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £744

The Coach House

4735

2 bedroom, dog friendly self catering cottage near Battle.


For a rural experience stay at The Coach House, the perfect getaway for families and friends in this peaceful part of Sussex. As you step inside the stable-door you are welcomed...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £744

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