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

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 998 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. 

We have 998 self catering cottages available to rent in May

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £454

2 bedroom thatched, rural cottage near Helston, West Cornwall.


With its delightfully private garden, this little Grade II Listed thatched cottage lies down a short unmade lane on the edge of Nancegollan, a small village straddling the Helston ...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £454

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £454

2 bedroom holiday cottage near Bridport, Dorset.


Close to Dorset's spectacular Jurassic Coast, the popular market town of Bridport and the harbour and beach at West Bay, this cottage has stunning views of the gentle Dorset countr...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £454

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £454

2 bedroom self catering cottage with sea views in Ventnor, Isle of Wight


Located in the cosmopolitan town of Ventnor in a Victorian town house, Seascape is a modern two bedroom apartment with spectacular sea views along the coastline. It offers contempo...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £454

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £456

2 bedroom thatched holiday cottage near Nether Stowey, Somerset.


In a beautiful wooded valley in the east Quantock Hills Area of Outstanding Natural Beauty, Brookside Cottage is an idyllic getaway. This thatched semi-detached property lies wi...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £456

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £456

2 bedroom holiday cottage near the beach in St Agnes, North Cornwall.


This delightful semi-detached cottage is found less than a mile from the centre of the upbeat village of St Agnes on the north Cornish coast. The interior is charming and has a cos...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £456

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

7 nights from £456

2 bedroom, dog friendly cottage with sea views near Looe, Cornwall.


Commanding lovely views down the valley towards the glistening waters of Talland Bay, this haven of tranquility lies between Looe and Polperro, just a quarter of a mile up the hill...

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

7 nights from £456

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

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

7 nights from £456

3 bedroom, dog friendly holiday cottage and a pool in Croyde


Close to some of north Devon’s best sandy surfing beaches, Orchard Dene is in the heart of the lovely village of Georgeham, with two good pubs and a shop within walking distance. T...

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

7 nights from £456

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

7 nights from £456

2 bedroom, dog friendly cottage near the sea in Boscastle, Cornwall.


Built in the 16th Century and bursting with charm and character throughout, Hill Cottage is a delightful little semi-detached cottage, sitting in the picturesque village of Boscast...

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

7 nights from £456

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £458

2 bedroom apartment near the beach with sea views near Portscatho, South Cornwall.


Set on the water’s edge in the popular fishing village of Portscatho, Top Deck’s light and airy open plan living area has stunning views across the tiny harbour and out over Gerran...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £458

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

7 nights from £458

2 bedroom, dog friendly cottage near Port Isaac, North Cornwall.


At the heart of the rural hamlet of Trequite, yet only minutes from the vibrant and bustling north Cornish coast, White Cottage is simply an adorable holiday home. Great care and a...

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

7 nights from £458

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