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 10 holiday cottages matching your search in Sussex...

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

7 nights from £554

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 £554

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

7 nights from £756

The Old Stables

4866

1 bedroom self catering cottage near the sea near Chichester.


The Old Stables has been beautifully converted and is a great base for visiting the Goodwood Estate, the city of Chichester, the beautiful village of Bosham and Emsworth with its p...

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

7 nights from £756

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

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

From £150 per night

Kenny's Hut

4920

1 bedroom Shepherds Hut with hot tub near Horsham.


Kenny's Hut is the perfect retreat for two, situated down a quiet rural lane in the mid-Sussex countryside near Brighton. This unique accommodation offers peace and tranquility ...

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

From £150 per night

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

7 nights from £1188

The Piggery at John Bulls House

4922

1 bedroom self catering cottage near Horsham.


The Piggery at John Bulls House is the perfect retreat for couples looking to stay at the foot of South Downs National Park. Situated in a quiet, rural and secluded location it giv...

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

7 nights from £1188

  • Sleeps 4
  • Dogs welcome
  • Changeover Sat

7 nights from £694

The Granary

5037

2 bedroom, dog friendly self catering cottage near Haywards Heath.


The Granary is situated a short walk from the picturesque village of Cuckfield on the edge of the High Weald, an Area of Outstanding Natural Beauty. Once a former farm building, th...

  • Sleeps 4
  • Dogs welcome
  • Changeover Sat

7 nights from £694

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

7 nights from £782

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 one of a pair of sympathetically convert...

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

7 nights from £782

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

7 nights from £782

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 £782

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

7 nights from £924

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 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £924

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  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1116

Danny Cottage

4458

3 bedroom thatched, dog-friendly self-catering cottage in Alfriston.


Danny Cottage is a beautiful Grade II Listed, 16th Century timber-framed thatched cottage situated in a rural position on the edge of Alfriston village. Purchased from the National...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1116

  • Sleeps 7 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1792

Acorn Barn

4963

4 bedroom, dog friendly self catering cottage in Alfriston.


This beautifully converted Sussex barn is an ideal staycation for get-togethers with family and friends in a rural location in the Cuckmere Valley and the heart of the Cuckmere Val...

  • Sleeps 7 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1792