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 905 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 905 cottages available for May half term

Cobblers Cottage is a 2 bedroom, dog friendly cottage near the sea in Hartland, Devon.
  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £983 booking fees included

Cobblers Cottage

6218

2 bedroom, dog friendly cottage near the sea in Hartland, Devon.


Tucked away in the heart of Hartland village, just a short drive from the dramatic coastline, beautiful beaches and spectacular coastal paths of north Devon, Cobblers Cottage is a ...

  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £983

Wychbury is a 4 bedroom, dog friendly holiday cottage near Sidmouth, South Devon.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £2712 booking fees included

Wychbury

6220

4 bedroom, dog friendly holiday cottage near Sidmouth, South Devon.


When it comes to the perfect house for that special family getaway with family or friends, Wychbury is the ideal choice. This beautiful house boasts an outdoor heated swimming pool...

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

7 nights from £2712

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Sea Whisper is a 5 bedroom holiday cottage near the beach in Croyde, North Devon.
  • Sleeps 8 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £2524 booking fees included

Sea Whisper

6173

5 bedroom holiday cottage near the beach in Croyde, North Devon.


Sea Whisper is a spacious, recently refurbished, five-bedroom family home in the heart of Croyde on the north Devon coast, sleeping up to eight guests. Set within a large private g...

  • Sleeps 8 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £2524

Elm Cottage is a 3 bedroom, dog friendly cottage near the sea near Minehead, Somerset.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £914 * booking fees included

Elm Cottage

6212

3 bedroom, dog friendly cottage near the sea near Minehead, Somerset.


This gorgeous, dog-friendly three bedroom cottage is deceptively spacious with wonderful open plan living spaces and beautiful cottage gardens making it ideal for gatherings, famil...

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

7 nights from £914 *

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Clapper Mill is a 4 bedroom, dog friendly cottage near the beach near Penzance.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £2148 * booking fees included

Clapper Mill

6157

4 bedroom, dog friendly cottage near the beach near Penzance.


Tucked away in the peaceful hamlet of Lamorna, surrounded by lush countryside and enchanting gardens, Grade II Llisted Clapper Mill is a truly remarkable retreat where history meet...

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

7 nights from £2148 *

New Mill is a 2 bedroom, dog friendly holiday cottage near Bovey Tracey, Dartmoor.
  • Sleeps 5 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £981 booking fees included

New Mill

6191

2 bedroom, dog friendly holiday cottage near Bovey Tracey, Dartmoor.


Welcome to this rather unique holiday retreat. New Mill is a rather deceiving name for this Grade II Listed watermill, which boasts many stunning original features, lovingly preser...

  • Sleeps 5 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £981

Hillside View is a 3 bedroom, dog friendly holiday cottage near Tavistock, Dartmoor.
  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1027 booking fees included

Hillside View

6215

3 bedroom, dog friendly holiday cottage near Tavistock, Dartmoor.


Tucked away in the glorious Tamar Valley, Hillside View is a rather special holiday retreat where peace, beautiful countryside and the great outdoors are right on your doorstep. Wi...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1027

Box Cottage is a 3 bedroom, dog friendly cottage near the beach in Croyde, Devon.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £905 booking fees included

Box Cottage

6207

3 bedroom, dog friendly cottage near the beach in Croyde, Devon.


In the heart of the charming village of Georgeham, just two miles from the golden sands of Croyde Bay and one mile from beautiful Putsborough Beach, Box Cottage is perfectly placed...

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

7 nights from £905

Ruska is a Luxury cabin for two with an outdoor bath, privately nestled in the Forest of Dean.
  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £882 booking fees included

Ruska

6209

Luxury cabin for two with an outdoor bath, privately nestled in the Forest of Dean.


Sitting in the Gloucestershire countryside, this lakeside retreat for two offers a peaceful and romantic getaway. This gorgeous cabin has been lovingly handcrafted with luxury in m...

  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £882

Ballacosney Cottage is a Stylish Laxey cottage with private gym and sauna
  • Sleeps 6 + cot
  • No pets

Ballacosney Cottage

219

Stylish Laxey cottage with private gym and sauna


Tucked away up a peaceful lane above Laxey, Ballacosney Cottage is a beautifully renovated retreat designed with relaxing island stays in mind. Fresh, modern and filled with natura...

  • Sleeps 6 + cot
  • No pets
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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.