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

Glas-Mor 9 St Margarets is a 2 bedroom apartment with sea views in St Ives, North Cornwall.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £1075

Glas-Mor 9 St Margarets

4334

2 bedroom apartment with sea views in St Ives, North Cornwall.


Boasting a fantastic location, Glas-Mor is part of a luxury development in Carbis Bay. This beautiful property is situated in private grounds, sleeping up to four guests and offeri...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £1075

Puckey's Forge is a 1 bedroom self catering cottage near Truro, South Cornwall.
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £602

Puckey's Forge

4335

1 bedroom self catering cottage near Truro, South Cornwall.


This charming stone and granite built cottage is perfectly located for exploring both coasts of Cornwall. Lovingly transformed by the owners from an old forge into a super cosy ope...

  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £602

Fortune is a 4 bedroom, dog friendly holiday houseboat with sea views in Bembridge, Isle of Wight
  • Sleeps 8
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1827

Fortune

4336

4 bedroom, dog friendly holiday houseboat with sea views in Bembridge, Isle of Wight


Step on board this simply stunning houseboat situated in the picturesque Bembridge harbour, just a short walk from Bembridge village. The beautiful bright yellow door opens to a va...

  • Sleeps 8
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1827

Foxy Loxy at Roe Wood is a Woodland cabin with hot tub near Fowey, South Cornwall.
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £609

Foxy Loxy at Roe Wood

4327

Woodland cabin with hot tub near Fowey, South Cornwall.


If you love nature, the glorious sound of birdsong and a peaceful rural location with infinite night skies and distant sea views then we have found the perfect break for you. Tucke...

  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £609

We’ve been raising the standards of self catering holidays since 1977.

Squirrel Nutkin at Roe Wood is a Woodland cabin with hot tub near Fowey, South Cornwall.
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £609

Squirrel Nutkin at Roe Wood

4328

Woodland cabin with hot tub near Fowey, South Cornwall.


If you go down to the woods today, you're sure of a big surprise…because nestling on the edge is this little beauty offering the ultimate escape to the country. With forest walks, ...

  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £609

Roe Wood

  • Sleeps 4 + 2 cots in 2 properties
  • Changeover Fri

7 nights from £1217

Minstrel Cottage is a 4 bedroom thatched cottage with sea views in Coverack, West Cornwall.
  • Sleeps 4 + cot
  • No pets
  • Changeover Sun

7 nights from £985

Minstrel Cottage

4303

4 bedroom thatched cottage with sea views in Coverack, West Cornwall.


A simply gorgeous cottage, with stunning views and set in the heart of this pretty village; what more could you ask for on holiday. Each room has picturesque views over the bay whi...

  • Sleeps 4 + cot
  • No pets
  • Changeover Sun

7 nights from £985

Captain Blake's Retreat is a Cliff-top retreat with sea views near Whitsand Bay, South Cornwall.
  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

7 nights from £985

Captain Blake's Retreat

4330

Cliff-top retreat with sea views near Whitsand Bay, South Cornwall.


Welcome to the ultimate get-away-from-it-all cliffside escape. Out of this world views, super stylish interiors, fresh air by the bucketful and a location that's second to none. Pe...

  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

7 nights from £985

Barton Cottage is a 1 bedroom, dog friendly, rural holiday cottage near Looe, South Cornwall.
  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £590

Barton Cottage

4326

1 bedroom, dog friendly, rural holiday cottage near Looe, South Cornwall.


A warm welcome awaits you at this gorgeous retreat for two set in the peace and tranquility of the glorious Cornish countryside. Located at the end of a pretty tree-lined private l...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £590

Crannaford Shepherd's Hut is a Luxury Shepherds hut with hot tub near Exeter, South Devon.
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

From £64 per night

Crannaford Shepherd's Hut

4258

Luxury Shepherds hut with hot tub near Exeter, South Devon.


East Devon is an easy to reach area of many surprises, an ideal location for a mini-holiday where you can break away from life's hectic pace without the journey snatching too much ...

  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

From £64 per night

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

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