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 806 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

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. 

Our exclusive ferry discounts will make your island trip with Classic plain sailing.

We have 806 cottages available for May half term

Ivor's Barn is a 2 bedroom, dog friendly holiday cottage near Marazion, West Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £718

Ivor's Barn

5362

2 bedroom, dog friendly holiday cottage near Marazion, West Cornwall.


Ivor's Barn is a gorgeous stone-built barn perched on a hillside above the small village of Gulval in the far west of Cornwall. Restful rural surroundings with an ancient village, ...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £718

Pippins is a 3 bedroom, dog friendly character cottage near Beaminster, Somerset.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £629

Pippins

5360

3 bedroom, dog friendly character cottage near Beaminster, Somerset.


Pippins is a picture postcard country cottage nestled in the charming Somerset village of North Perrott - not far from the Dorset border. This cosy home can cater for all of the fa...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £629

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Vista Paris is a 1 bedroom cabin and shepherds hut near Mawgan Porth, North Cornwall.
  • Sleeps 2
  • No pets
  • Changeover Fri

From £94 per night

Vista Paris

5404

1 bedroom cabin and shepherds hut near Mawgan Porth, North Cornwall.


Welcome to Vista Paris, a beautifully crafted, upcycled shepherd's hut and cabin sitting in a tranquil meadow. Overlooking the idyllic Cornish countryside and with peaceful surroun...

  • Sleeps 2
  • No pets
  • Changeover Fri

From £94 per night

The Glebe is a 3 bedroom cottage with sea views near Boscastle, North Cornwall.
  • Sleeps 6 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1215

The Glebe

5369

3 bedroom cottage with sea views near Boscastle, North Cornwall.


Residing in a wonderful tranquil location, with far reaching views across flowing meadows and fields out to sea, this stylish eco-friendly retreat sits within easy reach of the bea...

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

7 nights from £1215

The Loft is a 1 bedroom self catering cottage near Wembury, South Devon.
  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £605

The Loft

5382

1 bedroom self catering cottage near Wembury, South Devon.


Nestled within the green fields surrounding the pretty village of Wembury in south Devon, this truly delightful barn conversion is the perfect getaway for those looking to enjoy pr...

  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £605

Matilda is a 1 bedroom, dog friendly self catering cabin near Battle.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

From £86 per night

Matilda

5380

1 bedroom, dog friendly self catering cabin near Battle.


This wonderful enchanting medieval-styled cabin is only a couple of hours from London, situated on land that was once part of the Battle Abbey Estate in 1066 country. If you're loo...

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

From £86 per night

Lazydays Hideaway is a 1 bedroom glamping Yurt with sea views and an outdoor bath near Ventnor, Isle of Wight.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

From £145 per night

Lazydays Hideaway

5381

1 bedroom glamping Yurt with sea views and an outdoor bath near Ventnor, Isle of Wight.


Welcome to Lazydays Hideaway, enjoying far reaching sea views across Reeth Bay and beyond and nestled on a hillside at the southerly point of the Isle of Wight. Whether you wan...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

From £145 per night

Keepers Cottage is a 3 bedroom, dog friendly self catering cottage near Beadnell.
  • Sleeps 6 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1255

Keepers Cottage

5365

3 bedroom, dog friendly self catering cottage near Beadnell.


Keepers Cottage is ideally located within the beautiful grounds of Ellingham Hall which has an impressive history and is often enjoyed by wedding guests . Where you can enjoy a str...

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

7 nights from £1255

We’re here to help you find your perfect place to stay 7 days a week.

Lynher House is a Dog friendly cottage for 4 on the river banks at Anthony Passage, Cornwall
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1184

Lynher House

5327

Dog friendly cottage for 4 on the river banks at Anthony Passage, Cornwall


Fall head over heels in love this with stunning waterside home made for rest, relaxation and exploring this stunning corner of Cornwall. Set on the banks of the River Lynher wit...

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

7 nights from £1184

Rose Cottage is a 3 bedroom holiday cottage with sea views in St Mawes, South Cornwall.
  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £1129

Rose Cottage

5373

3 bedroom holiday cottage with sea views in St Mawes, South Cornwall.


Located in one of the most sought-after elevated positions in the fishing village of St Mawes and enjoying spectacular views, you will find a very special welcome at Rose Cottage. ...

  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £1129

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