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 1178 self catering cottages available to rent in May

Bess 'n' Blue is a 2 bedroom self catering cottage near the beach in Hunstanton.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £703

Bess 'n' Blue

6105

2 bedroom self catering cottage near the beach in Hunstanton.


Step inside this charming Victorian, terraced, holiday home, thoughtfully refurbished for relaxed family holidays and located just a few minutes' walk to the beaches of the gloriou...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £703

Thie Vunn is a A blue-hued delight in the heart of Peel
  • Sleeps 8 + 2 cots
  • Dogs welcome

Thie Vunn

207

A blue-hued delight in the heart of Peel


Thie Vunn was lovingly gifted to Manx Wildlife Trust who are working with Island Escapes to welcome explorers eager to soak up every magical Manx moment. Spot this charming blue ho...

  • Sleeps 8 + 2 cots
  • Dogs welcome
Northleigh Barn is a 2 bedroom, dog friendly holiday cottage near Crediton, North Devon.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £796

Northleigh Barn

6147

2 bedroom, dog friendly holiday cottage near Crediton, North Devon.


Welcome to Northleigh Barn, a splendid rural retreat, located on the Two Moors Way, providing the perfect setting for those wishing to relax and unwind in the most serene countrysi...

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

7 nights from £796

The Old Dairy is a 5 bedroom, dog friendly cottage near the beach in Kingsand, Cornwall.
  • Sleeps 10 + 4 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £2391

The Old Dairy

6143

5 bedroom, dog friendly cottage near the beach in Kingsand, Cornwall.


Gather family and friends to create cherished holiday memories at The Old Dairy, our delightful holiday cottage for up to 10 guests set on the beautiful Rame peninsula, Cornwall's ...

  • Sleeps 10 + 4 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £2391

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Best company for UK holiday home rentals

Wringford Cottages

  • Sleeps 24 + 7 cots in 4 properties
  • Changeover Sat

7 nights from £4592

Bramble Cottage is a 1 bedroom, dog friendly cottage near the beach in Kingsand, Cornwall.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £501

Bramble Cottage

6139

1 bedroom, dog friendly cottage near the beach in Kingsand, Cornwall.


This delightful bolthole is the perfect escape for solo adventurers and couples looking for a charming, bijou retreat in one of Cornwall's most beautiful pockets. Set in the breath...

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

7 nights from £501

Azure Sky is a Shepherds Hut with wood-fired hot tub and outdoor bath near Tintagel, Cornwall
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £435

Azure Sky

6116

Shepherds Hut with wood-fired hot tub and outdoor bath near Tintagel, Cornwall


Nestled within a 30-acre working farm in the scenic north Cornwall countryside, Azure Sky, an idyllic dog-friendly shepherd’s hut, is just the place for that peaceful escape you’ve...

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

7 nights from £435

Minnie's Cottage is a 2 bedroom, dog friendly cottage near the beach near Bridport.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £645 *

Minnie's Cottage

6126

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


Minnie's Cottage is a cosy quintessential thatched cottage in the beautiful coastal village of Burton Bradstock. Situated in the heart of the village and just half a mile from the ...

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

7 nights from £645 *

Ketch is a 2 bedroom, dog friendly apartment with sea views in Portscatho.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £529

Ketch

6114

2 bedroom, dog friendly apartment with sea views in Portscatho.


With far reaching views across Gerrans Bay and an easy stroll to the centre of the charming village of Portscatho on the Roseland peninsula, Ketch is a rather lovely first floor ap...

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

7 nights from £529

Shillings Cottage is a 1 bedroom, dog friendly holiday cottage near Honiton, South Devon.
  • Sleeps 2
  • Dogs welcome
  • Changeover Sat

7 nights from £654

Shillings Cottage

6140

1 bedroom, dog friendly holiday cottage near Honiton, South Devon.


Sat on a gentle hillside, this pretty flint cottage with a glorious outdoor seasonal swimming pool and stunning gardens is perfect for those looking for peace and tranquility. Nest...

  • Sleeps 2
  • Dogs welcome
  • Changeover Sat

7 nights from £654

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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 1178 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.