May Half Term Holiday Cottages

May Half Term Holiday Cottages

With a cool breeze and warm sunshine, May marks the start of summer and many happy times to come. Kick start your summer properly and hop in the car; a holiday in a luxury self-catering cottage awaits. Browse through our list of 583 available cottages and find your favourite. All of our cottages are handpicked; personally inspected and fully equipped so your holiday is the best it can be. Read more

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

We have 583 cottages available for May half term

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 £755

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 £755

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 £884

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 £884

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 £626

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 £626

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 £544

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 £544

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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 £806 *

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 £806 *

Treglindon is a 3 bedroom cottage with sea views near Crackington Haven, North Devon.
  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £1240

Treglindon

6100

3 bedroom cottage with sea views near Crackington Haven, North Devon.


Set high above the north Cornwall coastline in the peaceful hamlet of Rosecare, Treglindon is a beautifully spacious holiday home offering breathtaking panoramic views across rolli...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £1240

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

7 nights from £745

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 £745

Mr Brightside is a 3 bedroom, dog friendly holiday cottage near the beach in Hunstanton.
  • Sleeps 6 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £899

Mr Brightside

6122

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


This semi-detached townhouse is perfectly placed to enjoy a traditional Norfolk seaside holiday; create special memories with loved ones in this well thought-out holiday home which...

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

7 nights from £899

The Bothy is a 1 bedroom, dog friendly self catering cottage near Skipton.
  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

7 nights from £598

The Bothy

6125

1 bedroom, dog friendly self catering cottage near Skipton.


If you are craving a cosy getaway for two or a quiet friend's weekend, The Bothy is a great choice. It is a traditional, restored stone cottage sitting right in the heart of the de...

  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

7 nights from £598

12 Castle Street is a 4 bedroom, dog friendly self catering cottage near Ruthin.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1280 *

12 Castle Street

6130

4 bedroom, dog friendly self catering cottage near Ruthin.


Step into a world of timeless elegance and sheer comfort in 12 Castle Street, where classic charm meets modern luxury and pure relaxation. Escape to this superbly renovated Victori...

  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1280 *

Choose from our exclusive collection at the best prices with real time availability.

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Spend your days exploring deep, green countryside and skim stones across lazy streams. Follow the scent of salty air and head to the coast, spending long days on the beach flitting between soft sands and cool sea. Perch on a bench and watch as life goes by, before heading to a local restaurant to dine on fresh, local produce lovingly crafted and prepared by skilled hands. Then, when you've had your fill of exploring, turn your attention to relaxing. Throw yourself into the holiday spirit and land in your own private self-catering cottage, primed and ready for you. An early summer break in your own slice of paradise can give you the chance to unwind, catch up and settle into a slower, more considered rhythm.  

Spend your May-Half Term in a Luxury Retreat

Whether you are looking for a solo retreat or want to bring the whole family away for a much-needed break, May half term provides ample opportunity to escape to greener grass for a while. However you'd like to spend your time, our cottages offer wide variety and consistent quality. Many of our cottages are dog-friendly too, meaning everyone can join in this May half term.