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 1302 self catering cottages available to rent in May

Cals-Meyn Lodge is a 2 bedroom, dog friendly holiday cottage in Portreath, North Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £599

Cals-Meyn Lodge

6037

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


Tucked away in the charming Cornish village of Illogan, near an historic woodland and the sandy beaches of the north coast, Cals-Meyn Lodge is a refined and welcoming retreat with ...

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

7 nights from £599

No 9 is a 2 bedroom, dog friendly self catering cottage near York.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £747

No 9

6052

2 bedroom, dog friendly self catering cottage near York.


Tucked away in a quiet gated community only steps from the pretty centre of the market town of Helmsley, sits No 9, a pretty two-storey cottage surrounded by beech hedging and with...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £747

Lemail is a 4 bedroom, dog friendly cottage near Wadebridge, North Cornwall.
  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1345 *

Lemail

6058

4 bedroom, dog friendly cottage near Wadebridge, North Cornwall.


Wrap yourself in the lap of luxury at this elegant Georgian home, peacefully nestled in the heart of the Cornish countryside, surrounded by verdant pastures, ancient woodland and w...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1345 *

Kettle Cottage is a 2 bedroom self catering cottage in Chipping Campden.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £679 *

Kettle Cottage

6026

2 bedroom self catering cottage in Chipping Campden.


Kettle Cottage is a charming two bedroom, two bathroom cottage tucked down a little cobbled alley and resting in the very heart of Chipping Campden, just a stone’s throw from the t...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £679 *

The Barn at Newton Creek is a 3 bedroom, dog friendly cottage with estuary views in Newton Ferrers.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £886 *

The Barn at Newton Creek

6055

3 bedroom, dog friendly cottage with estuary views in Newton Ferrers.


Escape to the spellbinding haven of The Barn at Newton Creek, an enchanting waterside retreat where time slows, hearts rest, and nature whispers its secrets. Set in an enviable pos...

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

7 nights from £886 *

Plain An Gwarry is a 4 bedroom, dog friendly cottage near Mevagissey, South Cornwall.
  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1004

Plain An Gwarry

6064

4 bedroom, dog friendly cottage near Mevagissey, South Cornwall.


Nestled in the heart of the glorious Cornish countryside on the outskirts of the pretty village of St Ewe, close to the fabulous beaches of Gorran Haven and Mevagissey, Plain An Gw...

  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1004

Vanilla Skye is a 1 bedroom self catering cottage with sea views near Portree.
  • Sleeps 2
  • No pets
  • Changeover Sat

7 nights from £1106

Vanilla Skye

5943

1 bedroom self catering cottage with sea views near Portree.


Vanilla Skye is set in the most idyllic of locations overlooking the loch and mountains beyond. It is an ideal bolthole for couples looking to get away from it all and having a per...

  • Sleeps 2
  • No pets
  • Changeover Sat

7 nights from £1106

Pomona Annexe is a 2 bedroom, dog friendly self catering cottage in Battle.
  • Sleeps 4 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £677

Pomona Annexe

6053

2 bedroom, dog friendly self catering cottage in Battle.


Located just a short drive from the stunning Sussex coast and a short ten-minute walk to the RSPB Fore Wood Nature Reserve and the iconic town of Battle, Pomona Annexe is a charmin...

  • Sleeps 4 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £677

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

Rosmelin is a 3 bedroom, dog friendly cottage near Wadebridge, North Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1219 *

Rosmelin

6059

3 bedroom, dog friendly cottage near Wadebridge, North Cornwall.


Nestled in the heart of the Cornish countryside, Rosmelin is a truly stunning hideaway that invites you to wrap yourself in the lap of luxury and be embraced by the peace and calm ...

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

7 nights from £1219 *

The Byre is a 1 bedroom self catering cottage near Taunton, Somerset.
  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £735

The Byre

6066

1 bedroom self catering cottage near Taunton, Somerset.


Located in the picturesque Blackdown Hills near the Somerset and Devon border you will find The Byre. A one bedroom converted cowshed which combines original character with modern ...

  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £735

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 1302 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.