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 1265 self catering cottages available to rent in May

Wren Cottage is a 2 bedroom, dog friendly holiday cottage near Bideford, North Devon.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £752 *

Wren Cottage

6038

2 bedroom, dog friendly holiday cottage near Bideford, North Devon.


*During the Christmas/New Year period, bookings are available for a minimum of 12 guests staying in a minimum of two cottages.* Just a few miles from the dramatic north Devon co...

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

7 nights from £752 *

Swallow Cottage is a 2 bedroom, dog friendly holiday cottage in Bideford, North Devon.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £693 *

Swallow Cottage

6039

2 bedroom, dog friendly holiday cottage in Bideford, North Devon.


*During the Christmas/New Year period, bookings are available for a minimum of 12 guests staying in a minimum of two cottages.* Perched above a central courtyard with views acro...

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

7 nights from £693 *

Kingfisher Cottage is a 2 bedroom, dog friendly holiday cottage near Bideford, North Devon.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £693 *

Kingfisher Cottage

6040

2 bedroom, dog friendly holiday cottage near Bideford, North Devon.


*During the Christmas/New Year period, bookings are available for a minimum of 12 guests staying in a minimum of two cottages.* Nestled in the heart of the north Devon countrysi...

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

7 nights from £693 *

Heron Cottage is a 3 bedroom, dog friendly holiday cottage near Bideford, North Devon.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £812 *

Heron Cottage

6041

3 bedroom, dog friendly holiday cottage near Bideford, North Devon.


*During the Christmas/New Year period, bookings are available for a minimum of 12 guests staying in a minimum of two cottages.* Nestled in the heart of the north Devon countrysi...

  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £812 *

Puffin Cottage is a 3 bedroom, dog friendly holiday cottage in Bideford, North Devon.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £829 *

Puffin Cottage

6042

3 bedroom, dog friendly holiday cottage in Bideford, North Devon.


*During the Christmas/New Year period, bookings are available for a minimum of 12 guests staying in a minimum of two cottages.* This beautiful cottage combines rustic charm with...

  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £829 *

Gull Cottage is a 3 bedroom, dog friendly holiday cottage near Bideford, North Devon.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £846 *

Gull Cottage

6043

3 bedroom, dog friendly holiday cottage near Bideford, North Devon.


*During the Christmas/New Year period, bookings are available for a minimum of 12 guests staying in a minimum of two cottages.* This charming cottage is a welcoming retreat for ...

  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £846 *

Robin Hill Farm Cottages

  • Sleeps 30 + 12 cots in 6 properties
  • Changeover Sat

7 nights from £4624

Kingfishers is a 1 bedroom, dog friendly holiday cottage near Shaftesbury, Dorset.
  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Mon

7 nights from £538

Kingfishers

6035

1 bedroom, dog friendly holiday cottage near Shaftesbury, Dorset.


Great care and attention has been put into this barn conversion, resulting in a truly cosy, yet spacious retreat for couples or solo travellers to enjoy. Located in Gillingham in n...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Mon

7 nights from £538

Our guests rate us 4.8/5 on Feefo, the independent review site.

The Gatehouse is a 2 bedroom self catering cottage in Malmesbury.
  • Sleeps 4
  • No pets
  • Changeover Fri

7 nights from £784 *

The Gatehouse

6033

2 bedroom self catering cottage in Malmesbury.


If ever a property was the epitome of luxury town living, then The Gatehouse is it. Located in the historic market town of Malmesbury it provides the perfect base for couples or fa...

  • Sleeps 4
  • No pets
  • Changeover Fri

7 nights from £784 *

Bluebell Cottage is a A beautiful cottage offering stunning views of the countryside and sea.
  • Sleeps 2
  • No pets

Bluebell Cottage

178

A beautiful cottage offering stunning views of the countryside and sea.


New for 2026! Bluebell Cottage is a beautifully presented one-bedroom retreat, perfect for a peaceful countryside escape with stunning views across open fields and out to sea. S...

  • Sleeps 2
  • No pets
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 1265 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.