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 1276 self catering cottages available to rent in May

Higher Trennal Farm is a 4 bedroom, dog friendly holiday cottage near Penzance, West Cornwall.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1448 *

Higher Trennal Farm

6023

4 bedroom, dog friendly holiday cottage near Penzance, West Cornwall.


Step back in time at Higher Trennal Farm, an historic Cornish home dating back to 1740. Once known as Trenwall, this characterful farmhouse has been lovingly rebuilt and restored o...

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

7 nights from £1448 *

View
  • 25% off

    22 Dec 2025 - 29 Dec 2025

    From £2020.50 £1515.38

Soul Surfer is a 2 bedroom apartment with sea views in Newquay, North Cornwall.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £800

Soul Surfer

6061

2 bedroom apartment with sea views in Newquay, North Cornwall.


The embodiment of the surfing spirit can be found at this stunning apartment, simply open the windows and hear the waves crashing on the shore on the iconic Fistral beach. Gaze out...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £800

Station View is a Centrally located apartment close to the beach in Port Erin
  • Sleeps 4
  • No pets

Station View

173

Centrally located apartment close to the beach in Port Erin


Station View is a contemporary apartment in a perfect village location close to all of Port Erin's shops, restaurants and pubs, and a very short stroll away from the beautiful sand...

  • Sleeps 4
  • No pets
Park View is a Centrally located apartment close to the beach in Port Erin
  • Sleeps 4
  • No pets

Park View

172

Centrally located apartment close to the beach in Port Erin


Park View is a contemporary apartment in a perfect village location close to all of Port Erin's shops, restaurants and pubs, and a very short stroll away from the beautiful sandy b...

  • Sleeps 4
  • No pets

Robin Hill Farm Cottages

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

7 nights from £4624

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 *

Readymade beds and fluffy towels; this simple but appreciated welcome is standard with us.

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 *

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 1276 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.