Holiday Cottages for May

Holiday Cottages for May

May, that wonderful bridge between spring and summer, where temperatures begin to rise and blue skies and sunshine become a regular feature. Settle into the holiday mode and make the most of a quieter towns, beaches and countryside before summer crowds arrive. With new life and colour bursting at the scenes, this is a magical time of year, perfect for a holiday to refresh the senses and revive the soul. Read more Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.

We have 1168 self catering cottages available to rent in May

Bryn Teifi is a 3 bedroom self catering cottage near the beach near Abersoch.
  • Sleeps 6
  • No pets
  • Changeover Fri

7 nights from £1184

Bryn Teifi

5807

3 bedroom self catering cottage near the beach near Abersoch.


At first glance, Bryn Teifi presents itself as a small traditional cottage with all its original features, yet behind the white-washed facade lies a bold, contemporary Scandinavian...

  • Sleeps 6
  • No pets
  • Changeover Fri

7 nights from £1184

Glebe House is a 2 bedroom, dog friendly cottage near the beach in St Mawes, Cornwall.
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £762

Glebe House

5743

2 bedroom, dog friendly cottage near the beach in St Mawes, Cornwall.


Tucked away in a quiet corner, just a stone's throw from the picturesque harbourside of St Mawes on the Roseland peninsula you will find Glebe House, a charming Cornish cottage, pe...

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

7 nights from £762

La Casita is a 4 bedroom self catering cottage in Porthleven, South Cornwall.
  • Sleeps 8 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £2135 *

La Casita

5806

4 bedroom self catering cottage in Porthleven, South Cornwall.


Discover your perfect countryside escape, nestled in the picturesque countryside, just a 20 minute stroll from the charming fishing village of Porthleven. This modern and luxurious...

  • Sleeps 8 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £2135 *

Newgale Beach Cottage is a 4 bedroom, dog friendly cottage with sea views near St Davids.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1167 *

Newgale Beach Cottage

5808

4 bedroom, dog friendly cottage with sea views near St Davids.


Escape to the spectacular Pembrokeshire coast to the gorgeous Newgale Beach Cottage. Nestling in tranquil surroundings in an elevated position within the Pembrokeshire National Par...

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

7 nights from £1167 *

Seagull Cottage is a 2 bedroom holiday cottage with sea views in Penzance, West Cornwall.
  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £443 *

Seagull Cottage

5762

2 bedroom holiday cottage with sea views in Penzance, West Cornwall.


Overlooking both the only Victorian promenade in Cornwall and the outstanding views of Mount's Bay, centrally located Seagull Cottage offers a vintage seaside charm and is ideal fo...

  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £443 *

McKenzie is a 3 bedroom cottage with sea views in Portscatho, South Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £750

McKenzie

5774

3 bedroom cottage with sea views in Portscatho, South Cornwall.


Perfectly situated a mere hop, skip and a jump away from the centre of the charming Cornish village of Portscatho and within easy reach of stunning Porthcurnick beach, McKenzie is ...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £750

The Lobster Pot is a 2 bedroom holiday apartment with sea views in Instow, North Devon.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £590 *

The Lobster Pot

5801

2 bedroom holiday apartment with sea views in Instow, North Devon.


With waves crashing and a tide that ebbs and flows, The Lobster Pot in Instow on the north Devon coast is perfectly positioned on the edge of the Taw Estuary with views that will c...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £590 *

Iva Cottage is a 3 bedroom, dog friendly cottage near the beach in Fowey, Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £742

Iva Cottage

5775

3 bedroom, dog friendly cottage near the beach in Fowey, Cornwall.


Come and immerse yourself in the charm of Fowey with a well-deserved break at Iva Cottage. Nestled on an elevated terrace, it is the shortest of strolls from your holiday door, dow...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £742

Basil Cottage is a 2 bedroom, dog friendly cottage with sea views in Appledore, Devon.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £564 *

Basil Cottage

5791

2 bedroom, dog friendly cottage with sea views in Appledore, Devon.


If 'sitting on the dock of the bay' sounds like a dream holiday escape, then look no further than Appledore a traditional north Devon fishing village with narrow winding streets an...

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

7 nights from £564 *

Pump Cottage is a 2 bedroom self-catering cottage in Rye.
  • Sleeps 3 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £490

Pump Cottage

5788

2 bedroom self-catering cottage in Rye.


Situated in the heart of Rye and just a short walk from the railway station, Pump Cottage is perfectly positioned for exploring this medieval town, 1066 country and the golden beac...

  • Sleeps 3 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £490

Load more

If you've got children, May half-term provides an excellent opportunity to gather together the family and escape for a while on a dream holiday. Book yourself a luxury self-catering cottage and catch up properly - it's much easier without the distractions of everyday life. However many are in your gang, we'll help you find the perfect cottage. Many of our properties have a games room too, so the kids can keep themselves entertained. Or if your little ones are something of a water baby, why not book a holiday cottage with a swimming pool? We have shared and private pools to offer, so take your pick.

May isn't just about half term though. We also have two bank holidays to look forward to, as well as plenty of chances for spontaneous short breaks and much anticipated weeks away ahead of the summer. From idyllic one-bed retreats up to huge 8-bedroom properties big enough for all your nearest and dearest, you can tailor your dream holiday. It's good news for Fido too, as lots of our cottages are dog-friendly.

May Holidays 

From country to coast, the holiday of a lifetime awaits you. Browse our list of 1168 available cottages and take a step closer to a luxury retreat in May. All of our cottages are handpicked; personally inspected and fully equipped with a complete inventory for your total ease and comfort. 

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