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

Greenway Hideaway is a Luxury 2 bedroom, dog friendly lodge with sea views in Brixham, Devon.
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1160 *

Greenway Hideaway

5062

Luxury 2 bedroom, dog friendly lodge with sea views in Brixham, Devon.


Nestled in the gorgeous, lush countryside of south Devon, with spectacular views over the river Dart, Greenway Hideaway is unique and beautifully crafted, built to offer the very b...

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

7 nights from £1160 *

The Wrens Nest is a Cosy 1 bedroom self catering cabin with hot tub near Penrith.
  • Sleeps 2
  • No pets
  • Changeover Fri

From £107 per night

The Wrens Nest

5157

Cosy 1 bedroom self catering cabin with hot tub near Penrith.


The Wrens Nest is situated in an idyllic, peaceful and magical location in Cumbria, with easy access to the Lake District, where wildlife abounds and the sound of birdsong fills th...

  • Sleeps 2
  • No pets
  • Changeover Fri

From £107 per night

Arrive at your handpicked holiday home safe in the knowledge it’s been fully inspected.

Tawny Owl Treehouse is a 1 bedroom self catering treehouse near Penrith.
  • Sleeps 2
  • No pets
  • Changeover Fri

From £154 per night

Tawny Owl Treehouse

5158

1 bedroom self catering treehouse near Penrith.


Welcome to Tawny Owl Treehouse, a stunning hideaway in wonderful surroundings. This fabulous retreat has been lovingly built from reclaimed wood and is graced with individually des...

  • Sleeps 2
  • No pets
  • Changeover Fri

From £154 per night

Little Lesquite is a 1 bedroom Shepherds Hut near Bodmin, North Cornwall.
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

From £68 per night

Little Lesquite

5143

1 bedroom Shepherds Hut near Bodmin, North Cornwall.


Pack up a bag, grab your loved one and whisk them off for a magical break away at the wonderful world of Little Lesquite! Tucked away along a country lane, with a stunning outdoor ...

  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

From £68 per night

The Lean To is a 2 bedroom cabin near Presteigne.
  • Sleeps 2
  • No pets
  • Changeover Fri

From £128 per night

The Lean To

5131

2 bedroom cabin near Presteigne.


Welcome to The Lean To, an absolutely stunning hideaway for two with a wonderfully distinct style that is beautifully complemented by the rugged landscapes that surround it. This f...

  • Sleeps 2
  • No pets
  • Changeover Fri

From £128 per night

Denham is a 2 bedroom, dog friendly cottage with sea views in Marazion, Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1210

Denham

5133

2 bedroom, dog friendly cottage with sea views in Marazion, Cornwall.


With captivating panoramic views over Mount's Bay and St Michael's Mount, Denham is a very special holiday abode where you are just a few minutes stroll away from the delightful se...

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

7 nights from £1210

Pheasant Cottage is a 1 bedroom, dog friendly holiday cottage near Falmouth, West Cornwall.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £460

Pheasant Cottage

5121

1 bedroom, dog friendly holiday cottage near Falmouth, West Cornwall.


Welcome to Pheasant Cottage, a cute as a button Cornish cottage nestled in a rather lovely location close to the village of Stithians. Perfect for two, this dog-friendly retreat is...

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

7 nights from £460

Stargazers' Retreat is a Luxury Yurt for 5 with sea views and outdoor bathtubs near Ventnor, Isle of Wight.
  • Sleeps 5 + cot
  • No pets
  • Changeover Fri

From £237 per night

Stargazers' Retreat

5125

Luxury Yurt for 5 with sea views and outdoor bathtubs near Ventnor, Isle of Wight.


Welcome to Stargazers' Retreat, a heavenly glamping yurt nestled in rural splendour on the southerly tip of the Isle of Wight with blissful views of Reeth Bay and beyond. Situated ...

  • Sleeps 5 + cot
  • No pets
  • Changeover Fri

From £237 per night

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Sheldonia is a 3 bedroom self catering cottage with sea views in Ventnor, Isle of Wight.
  • Sleeps 6
  • No pets
  • Changeover Sat

7 nights from £938 *

Sheldonia

5109

3 bedroom self catering cottage with sea views in Ventnor, Isle of Wight.


Welcome to Sheldonia, a hidden gem in the delightful seaside town of Ventnor and within touching distance of Steephill Cove - one of the Island's prettiest beaches, featured in The...

  • Sleeps 6
  • No pets
  • Changeover Sat

7 nights from £938 *

Springwater Cottage is a 2 bedroom, dog friendly holiday cottage near Ilfracombe, North Devon.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £708

Springwater Cottage

5107

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


Springwater Cottage is a wonderful retreat located just outside of the beautiful Combe Martin cove in glorious north Devon. This fabulous cottage brilliantly combines cosy period f...

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

7 nights from £708

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