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 1096 self catering cottages available to rent in May

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 £793

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 £793

The Dolls House is a 1 bedroom holiday cottage near the beach in Fowey, South Cornwall.
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £635

The Dolls House

5840

1 bedroom holiday cottage near the beach in Fowey, South Cornwall.


Retreat to our stylish little cottage for two, nestled in the popular sailing town of Fowey, set at the mouth of the magnificent Fowey Estuary. As perfect for relaxing breaks or ro...

  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £635

Love Lane Cottage is a 2 bedroom holiday cottage near the beach in Penzance, West Cornwall.
  • Sleeps 4 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £577 *

Love Lane Cottage

5819

2 bedroom holiday cottage near the beach in Penzance, West Cornwall.


Nestled along a quiet rural lane in the seaside town of Penzance, Love Lane Cottage is a Grade II Listed property which exudes timeless charm and historical character. Dating back ...

  • Sleeps 4 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £577 *

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 £840 *

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 'home from home' ticks all the holiday boxes. This welcoming three bedro...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £840 *

The Pink Cottage is a 2 bedroom, dog friendly holiday cottage in Bude, North Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £585 *

The Pink Cottage

5835

2 bedroom, dog friendly holiday cottage in Bude, North Cornwall.


Nestled in the heart of Stratton, a village on the north Coast of Cornwall near Bude, you will discover The Pink Cottage, a beautiful holiday abode that's packed full of charm and ...

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

7 nights from £585 *

Bodillys Cottage is a 2 bedroom, dog friendly cottage near the beach in Newlyn, Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £512 *

Bodillys Cottage

5805

2 bedroom, dog friendly cottage near the beach in Newlyn, Cornwall.


Nestled in a tucked away quiet lane amidst the vibrant harbour town of Newlyn, this charming, cosy terraced cottage offers a perfect retreat for up to four lucky guests. Lovingly u...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £512 *

The Lighthouse Keeper's Cabin is a Dog friendly lighthouse cabin, with sea views and hot tub near Cardiff, Wales.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Mon

From £210 per night

The Lighthouse Keeper's Cabin

5836

Dog friendly lighthouse cabin, with sea views and hot tub near Cardiff, Wales.


Set sail for the getaway of your dreams with a magical stay in a very special hideaway overlooking the ocean. The Lighthouse Keeper's Cabin is perfectly situated just a stone's thr...

  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Mon

From £210 per night

We’re a Visit England Quality Accredited Agency for our high standards in holiday letting.

The Dell is a Dog friendly shepherds hut with a hot tub and wood-burner near Kingsbridge, South Devon.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

From £88 per night *

The Dell

5841

Dog friendly shepherds hut with a hot tub and wood-burner near Kingsbridge, South Devon.


Nestled in the lush verdant countryside of rural south Devon, The Dell is a nature lover's delight and ideally situated just a short drive away from the stunning Devonshire coast a...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

From £88 per night *

Lodge Cottage is a 3 bedroom, dog friendly self catering cottage near Helmsley.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1015

Lodge Cottage

5834

3 bedroom, dog friendly self catering cottage near Helmsley.


Nestled in the beautiful Yorkshire countryside is Lodge Cottage, close to the popular market town of Helmsley, foodie town of Malton and Hovingham, a delightful village with a stre...

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

7 nights from £1015

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 1096 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.