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 13 holiday cottages matching your search in Sussex...

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

7 nights from £461

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 £461

View
  • 10% off

    28 Dec 2021 - 3 Jan 2022

    £441.00 £396.90

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

7 nights from £504

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 £504

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

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

7 nights from £530

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 Sat

7 nights from £530

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £553

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 Sat

7 nights from £553

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £593

The Annexe

4588

1 bedroom self-catering cottage in Mayfield.


The Annexe can be found at the end of a private road, secluded yet within walking distance of the beautiful historic village of Mayfield. Presented to a lovely standard, The Ann...

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £593

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

7 nights from £594

Moorhen Cottage

4548

1 bedroom, dog friendly self catering cottage near Battle.


Moorhen Cottage is a single-storey barn situated in the heart of an organic dairy farm in the hamlet of Wartling with views of the Pevensey marshes and the South Downs. This lovely...

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

7 nights from £594

  • Sleeps 3
  • Dogs welcome
  • Changeover Fri

7 nights from £786

4 Roberts Row

4823

2 bedroom, dog friendly self catering cottage near Rye.


4 Roberts Row is a delightful cottage bursting with character, situated in the small village of Beckley near the popular town of Rye. This beautiful terraced cottage retains man...

  • Sleeps 3
  • Dogs welcome
  • Changeover Fri

7 nights from £786

  • Sleeps 4
  • Regret no pets
  • Changeover Fri

7 nights from £719

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 Fri

7 nights from £719

View
  • 20% off

    3 Dec 2021 - 10 Dec 2021

    £528.00 £422.40

  • 20% off

    10 Dec 2021 - 17 Dec 2021

    £528.00 £422.40

  • 20% off

    17 Dec 2021 - 24 Dec 2021

    £1026.96 £821.60

  • 20% off

    24 Dec 2021 - 31 Dec 2021

    £1026.96 £821.60

Choose from our exclusive collection at the best prices with real time availability.

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £725

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 Sat

7 nights from £725

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £770

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 Sat

7 nights from £770

Loading more