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 807 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 807 cottages available for May half term

Mounts Bay Cottage is a 2 bedroom, dog friendly cottage near the beach near Marazion.
  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £758

Mounts Bay Cottage

5593

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


Nestled in a quaint Cornish hamlet, a 15 minute stroll will take you to the sandy beach of Perranuthnoe and further along you will reach the breathtaking St Michael's Mount. Mounts...

  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £758

Chestnut Retreat is a 2 bedroom self catering apartment with swimming pool in Ossett
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £1650

Chestnut Retreat

5750

2 bedroom self catering apartment with swimming pool in Ossett


Visit West Yorkshire and relax in this luxury apartment with an onsite spa. After a day of visiting local attractions or walking in the hills, return to spend some quality time in ...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £1650

We are Gold accredited with the Green Tourism Business Scheme.

Oak Tree Cottage is a 2 bedroom self catering cottage near Burford.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £696

Oak Tree Cottage

5741

2 bedroom self catering cottage near Burford.


Oak Tree Cottage is a delightful semi-detached barn conversion and is nestled next to its neighbour, The Gallery (5756). The accommodation sleeps four guests and as you approach al...

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

7 nights from £696

School House is a 3 bedroom, dog friendly self catering cottage near the sea in Muston near Filey.
  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £756

School House

5704

3 bedroom, dog friendly self catering cottage near the sea in Muston near Filey.


This charming gem of a cottage is located in the pretty village of Muston, Yorkshire, which is listed in the Domesday Book. Close to the seaside town of Filey and one of England's ...

  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £756

The Studio is a 1 bedroom, dog friendly, cosy cottage near Ryde.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £496

The Studio

5753

1 bedroom, dog friendly, cosy cottage near Ryde.


Whether you seek relaxation or adventure on the Isle of Wight, The Studio provides the most welcoming modern-rustic retreat to experience the best of natural beauty and contemporar...

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

7 nights from £496

The Old Dairy

  • Sleeps 7 + 2 cots in 2 properties
  • Changeover Fri

7 nights from £1406

Greenawell Farm Cottages

  • Sleeps 5 + 3 cots in 2 properties
  • Changeover Fri

7 nights from £993

Horseshoe Cottage is a 2 bedroom self catering cottage near Moretonhampstead, Dartmoor.
  • Sleeps 3 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £517

Horseshoe Cottage

5747

2 bedroom self catering cottage near Moretonhampstead, Dartmoor.


Welcoming a true Dartmoor gem! This charming semi-detached stone cottage nestles neatly within the grounds of Greenawell Farm, boasting oodles of space, homely touches, and a fabul...

  • Sleeps 3 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £517

Readymade beds and fluffy towels; this simple but appreciated welcome is standard with us.

No 12 is a 3 bedroom, dog friendly cottage with sea views in Ilfracombe, Devon.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1165 *

No 12

5738

3 bedroom, dog friendly cottage with sea views in Ilfracombe, Devon.


With views of Ilfracombe harbour framed by the gorgeous north Devon coastline, and where the sea meets the horizon, you've found not only a fabulous Victorian villa that has been s...

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

7 nights from £1165 *

Sealark is a 2 bedroom, dog friendly holiday cottage near the beach near Whitby.
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £648

Sealark

5626

2 bedroom, dog friendly holiday cottage near the beach near Whitby.


Close to the beautiful coastline, cliffs and sandy beaches of Runswick Bay, Staithes and Whitby sits this gem of a cottage sleeping four. Exuding a subtle and stylish coastal charm...

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

7 nights from £648

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