Cottages For May in Sussex

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 32 holiday cottages available this May in Sussex.

We have 32 self catering cottages available to rent in May in Sussex

Reysons Barn is a 2 bedroom thatched self catering cottage near Rye.
  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £570

Reysons Barn

5285

2 bedroom thatched self catering cottage near Rye.


Reysons Barn is perfect for couples and families who are looking for a rural escape in East Sussex. Converted in 2009, this lovely thatched barn sits on the edge of a small orchard...

  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £570

Jessie is a Luxury dog friendly Shepherds Hut near Battle.
  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

From £110 per night

Jessie

5231

Luxury dog friendly Shepherds Hut near Battle.


Jessie is a gorgeous shepherd's hut situated two hours from London, tucked away down a long meandering path in a paddock between crab apple and cherry trees, with views of the Suss...

  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

From £110 per night

South Barn at Pickeridge is a 3 bedroom, dog friendly self catering cottage near Haywards Heath.
  • Sleeps 7 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1152

South Barn at Pickeridge

5211

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


South Barn at Pickeridge is tucked away on a 120 acre working farm in a secluded valley between West Hoathly and Ardingly. It's the perfect retreat for families and friends looking...

  • Sleeps 7 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1152

Apsley Cottage is a 3 bedroom, dog friendly self catering cottage near Midhurst
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1680

Apsley Cottage

5148

3 bedroom, dog friendly self catering cottage near Midhurst


Apsley Cottage is a welcoming cottage with a hot tub on the Cowdray Estate, situated in a secluded location just outside the picturesque village of Bepton, a short drive from Midhu...

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

7 nights from £1680

Arrive at your handpicked holiday home safe in the knowledge it’s been fully inspected.

Challens Yarde is a 4 bedroom, dog friendly self catering cottage near Midhurst
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £2138

Challens Yarde

5149

4 bedroom, dog friendly self catering cottage near Midhurst


Challens Yarde is a Grade II Listed luxury holiday cottage on the Cowdray Estate and can be found on a picturesque rural lane in the village of Easebourne, perfect for exploring al...

  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £2138

The Pigeon House is a 1 bedroom, dog friendly self catering cottage in Lewes.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £494

The Pigeon House

5156

1 bedroom, dog friendly self catering cottage in Lewes.


The Pigeon House is a Grade II Listed, quirky, romantic, cute cottage for two, situated in the heart of Lewes with views of Anne of Cleves House. As you enter The Pigeon House t...

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

7 nights from £494

Castlemans Coach House is a 4 bedroom self catering cottage near Battle.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1257

Castlemans Coach House

5124

4 bedroom self catering cottage near Battle.


In the heart of 1066 country and within walking distance of the pretty village of Sedlescombe, this former coach house is the perfect place for families and friends looking for a l...

  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1257

The Cottage is a 1 bedroom self catering apartment near Uckfield, Ashdown Forest
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £524

The Cottage

5113

1 bedroom self catering apartment near Uckfield, Ashdown Forest


Enjoy the peaceful surroundings of The Cottage which is situated on the edge of Piltdown and south of the Ashdown Forest, a lovely property for couples looking for a romantic break...

  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £524

Acorn Barn is a 4 bedroom, dog friendly self catering cottage in Alfriston.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1997

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 South Downs National Park. It...

  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1997

Quebec Barn is a 2 bedroom, dog friendly self catering apartment near Alfriston.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £567

Quebec Barn

4889

2 bedroom, dog friendly self catering apartment near Alfriston.


This historic property is situated in the unspoilt village of West Dean in the Cuckmere Valley close to the village of Alfriston and the Seven Sisters Country Park. The village, wh...

  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £567

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  • 20% off

    17 May 2024 - 24 May 2024

    £709.00£567.20

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