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 1132 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 will make your island trip with Classic plain sailing.

We have 1132 self catering cottages available to rent in May

Llanamor is a Stunning 3 bedroom homestay with sea views nr Whitsand Bay, South Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £1397

Llanamor

5789

Stunning 3 bedroom homestay with sea views nr Whitsand Bay, South Cornwall.


Come and fall under the spell of our stunning coastal retreat, set on the gorgeous Rame peninsula in the tiny hamlet of Portwrinkle. With endless sea views, incredible interiors an...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £1397

Low Shaw Farmhouse is a 4 bedroom, dog friendly self catering cottage in Hawes.
  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £984 *

Low Shaw Farmhouse

5794

4 bedroom, dog friendly self catering cottage in Hawes.


As you approach the hamlet of Simonstone and look up to the hill on your right you will see Low Shaw Farmhouse nestled on the hillside, surrounded by sheep enclosed by the wonderfu...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £984 *

Hendy Cottage is a 3 bedroom, dog friendly self catering cottage in Stroud.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1072

Hendy Cottage

5793

3 bedroom, dog friendly self catering cottage in Stroud.


Hendy Cottage is a charming end of terrace, Grade II Listed Cotswold stone cottage situated just moments from Rodborough Common, offering stunning views over the Cotswold Way and t...

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

7 nights from £1072

Sancia is a 2 bedroom, dog friendly cottage near the beach near Hunstanton.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £703

Sancia

5759

2 bedroom, dog friendly cottage near the beach near Hunstanton.


This stylish bungalow offers a comfortable retreat on the renowned Peddars Way in the heart of the village of Holme-next-the-Sea. Just a minute's stroll from the fabulous local p...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £703

Joe House is a 2 bedroom self catering cottage near Hawes.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £547

Joe House

5779

2 bedroom self catering cottage near Hawes.


Once inside you will be enveloped in the essence of a Yorkshire country cottage with beams, hand hewn staircase, walls which have been carefully renovated to ensure the traditiona...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £547

Nettlebed is a 3 bedroom, dog friendly self catering cottage near Hawes.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £770

Nettlebed

5768

3 bedroom, dog friendly self catering cottage near Hawes.


Come away to Yorkshire and experience the authentic, rustic charm of an original Yorkshire stone cottage. Nettlebed is nestled on the hillside with amazing views over Swaledale and...

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £770

Hartland Cottage is a 3 bedroom, dog friendly cottage near the sea in Boscastle, Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £635

Hartland Cottage

5777

3 bedroom, dog friendly cottage near the sea in Boscastle, Cornwall.


Bursting with charm and character, this Grade II Listed terraced cottage is a terrific getaway for families, couples, walkers and dog lovers wanting to explore this enchanting part...

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £635

Yew Tree Barn is a 2 bedroom, dog friendly holiday cottage near Glastonbury, Somerset.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £677

Yew Tree Barn

5784

2 bedroom, dog friendly holiday cottage near Glastonbury, Somerset.


Situated in a peaceful corner of Somerset, with uninterrupted countryside views across the Levels, Yew Tree Barn is a high quality barn conversion with a contemporary feel. Perfect...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £677

Each and every one of our cottages is fully equipped with everything you’ll need on holiday.

5 Green Edge is a 4 bedroom, dog friendly town house with sea views in Beaumaris.
  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £956

5 Green Edge

5787

4 bedroom, dog friendly town house with sea views in Beaumaris.


Set along the picturesque Anglesey coastline, 5 Green Edge is a substantial three-storey, Grade II Listed Georgian home blending historic charm with modern comfort. Step inside int...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £956

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

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