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

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 1150 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. 

Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.

We have 1150 self catering cottages available to rent in May

The Old Stable is a A cosy 2 bedroom, dog friendly self catering cottage near Hawes.
  • Sleeps 3 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £524

The Old Stable

5790

A cosy 2 bedroom, dog friendly self catering cottage near Hawes.


The Old Stable nestles in a splendid, elevated position with far reaching views of the hills and dales in the hamlet of Crackpot in the heart of the Yorkshire Dales. A delightfully...

  • Sleeps 3 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £524

The Haven is a 2 bedroom self catering cottage near Hawes.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £570

The Haven

5778

2 bedroom self catering cottage near Hawes.


As its name implies, The Haven is a lovely stone cottage in the heart of the Yorkshire Dales in the quintessential country village of Gunnerside with its pretty bridge, picturesque...

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

7 nights from £570

Seascape is a 4 bedroom self catering cottage with sea views in Hunstanton.
  • Sleeps 8 + cot
  • No pets
  • Changeover Sat

7 nights from £1099

Seascape

5781

4 bedroom self catering cottage with sea views in Hunstanton.


Seascape is a beautifully presented home away from home in a sought-after location just a short stroll from the soft sandy beaches of Old Hunstanton, with views across to the disti...

  • Sleeps 8 + cot
  • No pets
  • Changeover Sat

7 nights from £1099

Stellan is a 3 bedroom cottage near the beach in Port Isaac, North Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £902

Stellan

5765

3 bedroom cottage near the beach in Port Isaac, North Cornwall.


Stellan is a retreat for all seasons, whether you are seeking time to relax and reset or explore and discover, it's an absolute dream. Set at the top of the village of Port Isaac, ...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £902

Spring View Cottage is a 1 bedroom cottage with countryside views near Dorchester, Dorset.
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £431

Spring View Cottage

5783

1 bedroom cottage with countryside views near Dorchester, Dorset.


A sweet bolthole for two, Spring View Cottage is nestled in the beautiful Dorset countryside. Easily accessible but far enough away to feel like you have really escaped, this compa...

  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £431

Spring View Cottages

  • Sleeps 7 + 2 cots in 2 properties
  • Changeover Fri

7 nights from £1119

Our property managers are local experts who handpick perfect places to stay.

Willow Cottage is a 3 bedroom, dog friendly self catering cottage in Dersingham.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £811

Willow Cottage

5757

3 bedroom, dog friendly self catering cottage in Dersingham.


Willow Cottage is situated on a private lane, nestled amongst beautiful gardens and within easy walking distance of the village shops and supermarket and just a stone's throw from ...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £811

St Aldhelms is a 1 bedroom, dog friendly self catering cottage in Malmesbury.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £583

St Aldhelms

5771

1 bedroom, dog friendly self catering cottage in Malmesbury.


A warm welcome awaits you at St Aldhelms in the bustling and historic market town of Malmesbury. On the edge of the Cotswolds you are well placed to visit Malmesbury Abbey and the ...

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

7 nights from £583

Home Farm Retreat

  • Sleeps 22 + 10 cots in 5 properties
  • Changeover Fri

7 nights from £6581

Fisherman's Den is a 2 bedroom, dog friendly self catering cottage near Lutterworth.
  • Sleeps 2 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1166

Fisherman's Den

5558

2 bedroom, dog friendly self catering cottage near Lutterworth.


Encompassed by serene woodland surroundings, Fisherman's Den offers a perfect retreat for friends to enjoy time together. This bijou cottage features two cosy single bedrooms, each...

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

7 nights from £1166

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