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 1342 self catering cottages available to rent in May

Haske Barton is a 6 bedroom thatched, dog friendly home in Crediton, South Devon.
  • Sleeps 13 + 4 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £3141

Haske Barton

6080

6 bedroom thatched, dog friendly home in Crediton, South Devon.


Welcome to Haske Barton, a beautiful 16th Century Devon Longhouse nestled in a quiet, countryside setting, with wonderful grounds and gardens to enjoy. This charming Grade II Liste...

  • Sleeps 13 + 4 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £3141

Upper Warren is a 3 bedroom holiday cottage with sea views in St Mawes, South Cornwall.
  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £780

Upper Warren

6070

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


Nestled in the heart of the charming harbourside village of St Mawes on the stunning Roseland peninsula, with beaches, cafes and independent shops just a stroll away, Upper Warren ...

  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £780

Cwtch y Rhos is a 1 bedroom self catering cottage near the beach in Fishguard.
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £412

Cwtch y Rhos

6086

1 bedroom self catering cottage near the beach in Fishguard.


Escape to Cwtch y Rhos for a romantic getaway. Nestling within walking distance of the centre of the historic coastal town of Fishguard and the picturesque harbour of Lower Town, e...

  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £412

The Cygnet - Lodge 11 is a 2 bedroom self catering cottage near Chard, Somerset.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £862 *

The Cygnet - Lodge 11

6044

2 bedroom self catering cottage near Chard, Somerset.


Situated close to the borders of Somerset, Dorset and Devon, is The Cygnet - Lodge 11, a luxury Scandinavian style lodge. It is part of the select Swandown gated development, which...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £862 *

Glen Cottage is a 2 bedroom, dog friendly cottage with sea views near Dartmouth.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £891

Glen Cottage

6076

2 bedroom, dog friendly cottage with sea views near Dartmouth.


Welcome to Glen Cottage, a beautiful Grade II Listed thatched cottage which oozes charm and character. Nestled in the heart of one of the South Hams picture-perfect coastal village...

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

7 nights from £891

East Cottage is a 2 bedroom self catering cottage near Tenby.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £1232

East Cottage

6087

2 bedroom self catering cottage near Tenby.


Immersed in idyllic woodland amongst rolling meadows in a secluded corner, East Cottage offers the perfect tranquil Welsh retreat, yet is only seven miles from the heart of bustlin...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £1232

Elfie is a Fairytale cabin with wood-burner and landscape views in Shropshire.
  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £488

Elfie

6062

Fairytale cabin with wood-burner and landscape views in Shropshire.


Nestled in the heart of the Shropshire Hills, this unique hideaway is a fairytale getaway, come to life. Only five miles from the Welsh border, this otherworldly structure could ha...

  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £488

Austin House is a 3 bedroom self catering cottage near the beach in Worthing.
  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £896

Austin House

6019

3 bedroom self catering cottage near the beach in Worthing.


Situated in the heart of Worthing, just a short walk from the seafront with its long promenade and Victorian pier, this spacious house is perfect for family get-togethers and those...

  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £896

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

Snowdrop Cottage is a 2 bedroom, dog friendly self catering cottage in Dulverton, Somerset.
  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £1019 *

Snowdrop Cottage

6072

2 bedroom, dog friendly self catering cottage in Dulverton, Somerset.


Every now and again a very special property comes along and Snowdrop Cottage is certainly it. Located just a short walk from the centre of Dulverton it's perfect for two or four gu...

  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £1019 *

Cirrhata is a 2 bedroom, dog friendly cottage with sea views near Whitsand Bay.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1025

Cirrhata

6067

2 bedroom, dog friendly cottage with sea views near Whitsand Bay.


Escape to this seaside sanctuary on the beautiful Rame Peninsula, a place that invites you to slow down, switch off, and truly unwind. With scenery packed coastal walks, long lazy ...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1025

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 1342 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.