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 1335 self catering cottages available to rent in May

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

Ty Rhos is a 3 bedroom self catering cottage with sea views in Fishguard.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £640 *

Ty Rhos

6079

3 bedroom self catering cottage with sea views in Fishguard.


Ty Rhos is an elegant Grade II Listed, Regency captain's townhouse with spellbinding sea views, nestling in the heart of Fishguard, and perfect for families or groups of friends. E...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £640 *

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

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

The Old Dairy is a 2 bedroom self catering cottage near Taunton, Somerset.
  • Sleeps 4
  • No pets
  • Changeover Fri

7 nights from £706 *

The Old Dairy

6082

2 bedroom self catering cottage near Taunton, Somerset.


The Old Dairy is a warm and cosy conversion set in the picturesque rolling hills of north Somerset. It offers spacious accommodation for up to four guests and will really strike a ...

  • Sleeps 4
  • No pets
  • Changeover Fri

7 nights from £706 *

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

Richmond House is a 3 bedroom, dog friendly holiday cottage near the beach in Hunstanton.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £915

Richmond House

5992

3 bedroom, dog friendly holiday cottage near the beach in Hunstanton.


Discover the charm of Hunstanton with a relaxing stay at Richmond House, a light and welcoming escape perfect for adults to enjoy a coastal getaway. The glorious seaside town of Hu...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £915

Seaview Cottage is a 3 bedroom, dog friendly holiday cottage in Crantock, North Cornwall.
  • Sleeps 6 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1217

Seaview Cottage

6060

3 bedroom, dog friendly holiday cottage in Crantock, North Cornwall.


Nestled in the picturesque village of Crantock, this beautiful home offers the perfect retreat for families or groups of friends seeking to enjoy the best of coastal Cornwall. Only...

  • Sleeps 6 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1217

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 1335 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.