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 1041 self catering cottages available to rent in May

Skapya Treehouse is a Luxury treehouse with hot tub in Gweek, Cornwall
  • Sleeps 2
  • No pets
  • Changeover Fri

From £235 per night

Skapya Treehouse

5858

Luxury treehouse with hot tub in Gweek, Cornwall


Surrounded by peaceful woodland in the charming Cornish hamlet of Gweek on the Lizard peninsula, Skapya is a beautifully crafted treehouse, hand-built from the finest cedar to blen...

  • Sleeps 2
  • No pets
  • Changeover Fri

From £235 per night

Kalmynsi Treehouse is a Luxury dog friendly treehouse with hot tub in Gweek, Cornwall
  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

From £235 per night

Kalmynsi Treehouse

5857

Luxury dog friendly treehouse with hot tub in Gweek, Cornwall


Nestled amongst the treetops in tranquil woodlands, deep in the heart of the sleepy Cornish hamlet of Gweek, Kalmynsi is a beautifully crafted treehouse with gorgeous interiors and...

  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

From £235 per night

Wisteria Cottage is a 3 bedroom holiday cottage with sea views in Falmouth, South Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £1204

Wisteria Cottage

5860

3 bedroom holiday cottage with sea views in Falmouth, South Cornwall.


A beautiful Georgian cottage with a fabulous traditional Nordic hot tub with views over the sea. This really makes this property the perfect destination. Wisteria Cottage has be...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £1204

March Hare is a 4 bedroom, dog friendly cottage near the beach in Cadgwith, Cornwall.
  • Sleeps 7 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1039 *

March Hare

5852

4 bedroom, dog friendly cottage near the beach in Cadgwith, Cornwall.


Nestled in a prime location for exploring the south coast of Cornwall, this charming four bedroom bungalow is the perfect bolthole for families looking to relax and explore, arguab...

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

7 nights from £1039 *

Poppy Cottage is a 2 bedroom, dog friendly self catering cottage in Stratford-upon-Avon.
  • Sleeps 4 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £829

Poppy Cottage

5850

2 bedroom, dog friendly self catering cottage in Stratford-upon-Avon.


Perfectly situated within walking distance of the historic town of Stratford-upon-Avon lies this stylish Victorian dwelling, Poppy Cottage. A beautiful characterful terraced home w...

  • Sleeps 4 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £829

Bertie's is a 2 bedroom, dog friendly cottage with sea views in Polruan, Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £732

Bertie's

5846

2 bedroom, dog friendly cottage with sea views in Polruan, Cornwall.


Set in a quayside location, in the heart of the unspoilt historic fishing village of Polruan, is this delightful holiday haven boasting wonderful views across the glistening waters...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £732

Sun Lodge is a 4 bedroom, dog friendly holiday cottage with sea views in Ventnor.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1067

Sun Lodge

5853

4 bedroom, dog friendly holiday cottage with sea views in Ventnor.


Step back in time and immerse yourself in the historic charm of Ventnor at this elegant Isle of Wight retreat with mesmerising sea views and generous spaces for a truly relaxing fa...

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

7 nights from £1067

Bridge Pool Cottage is a 3 bedroom, dog friendly cottage with sea views near Bodmin, Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £714

Bridge Pool Cottage

5845

3 bedroom, dog friendly cottage with sea views near Bodmin, Cornwall.


In a picture-perfect setting, nestled on the banks of the River Camel in the pretty hamlet of Tresarrett, is this enchanting getaway, far from the rush of everyday, that promises r...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £714

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

Glebe Farmhouse is a 4 bedroom, dog friendly holiday cottage near Penzance, West Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £942

Glebe Farmhouse

5838

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


Glebe Farmhouse is a delightful Grade II Listed, detached, granite cottage steeped in history and nestled in the rugged beauty of the Land's End peninsula. Tucked within a tranquil...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £942

The Barn is a 3 bedroom, dog friendly cottage near Praa Sands, South Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £754 *

The Barn

5847

3 bedroom, dog friendly cottage near Praa Sands, South Cornwall.


Situated in a great accessible location, yet close to sandy beaches and rugged coastal paths, this fabulous detached 'home-from-home' ticks all the holiday boxes. This welcoming th...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £754 *

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 1041 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.