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 1023 self catering cottages available to rent in May

Pine Lodge is a Luxury cabin with a hot tub near Beccles, Norfolk.
  • Sleeps 2
  • No pets
  • Changeover Fri

From £113 per night

Pine Lodge

5848

Luxury cabin with a hot tub near Beccles, Norfolk.


Surrounded by the glorious countryside of the Norfolk Broads National Park, Pine Lodge is an idyllic retreat, beautifully crafted and cleverly designed with blissful views across n...

  • Sleeps 2
  • No pets
  • Changeover Fri

From £113 per night

Laurel Lodge is a Luxury cabin with a hot tub near Beccles, Norfolk.
  • Sleeps 2
  • No pets
  • Changeover Fri

From £131 per night

Laurel Lodge

5849

Luxury cabin with a hot tub near Beccles, Norfolk.


Nestled in the heart of the verdant countryside of the Norfolk Broads you will find the sweetest hideaway, Laurel Lodge, a beautifully crafted cabin with cosy interiors and a bliss...

  • Sleeps 2
  • No pets
  • Changeover Fri

From £131 per night

Orchard Barn is a 1 bedroom apartment with countryside views near Weston-super-Mare, Somerset.
  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £555

Orchard Barn

5855

1 bedroom apartment with countryside views near Weston-super-Mare, Somerset.


Tucked away in an enviable position, looking out over paddocks and apple orchards you will find Orchard Barn, a stylish apartment for two lucky guests. As soon as you arrive at thi...

  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £555

Number One Glassard is a 4 bedroom self catering cottage with sea views in Colonsay.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £850

Number One Glassard

5826

4 bedroom self catering cottage with sea views in Colonsay.


The moment you set foot on the pier or drive off the ferry, you'll know you have arrived somewhere very special. The lovely Isle of Colonsay, known colloquially as "gem of the sea"...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £850

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 £1015

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 £1015

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 *

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

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 £697

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 £697

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

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 1023 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.