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

Grascott Forest Cottages

  • Sleeps 10 + 4 cots in 2 properties
  • Changeover Sat

7 nights from £1402

The Old Dairy is a 1 bedroom, dog friendly cottage near the beach near St Austell.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £481

The Old Dairy

4191

1 bedroom, dog friendly cottage near the beach near St Austell.


This former Cornish creamery has been converted into a delightful coastal retreat for two. Situated on the edge of the picturesque fishing village of Gorran Haven, The Old Dairy is...

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

7 nights from £481

Old Forge Cottage is a 3 bedroom, dog friendly holiday cottage near Ivybridge, South Devon.
  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £567

Old Forge Cottage

4184

3 bedroom, dog friendly holiday cottage near Ivybridge, South Devon.


This charming retreat makes for the perfect adventurer’s bolthole. Whether seeking out new and exciting destinations by car, or exploring this idyllic area on foot, this property i...

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

7 nights from £567

Musbury Chapel is a 3 bedroom, dog friendly holiday cottage near Colyton, South Devon.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1431

Musbury Chapel

3726

3 bedroom, dog friendly holiday cottage near Colyton, South Devon.


Just three miles inland from the World Heritage Jurassic Coast and close to the east Devon and Dorset border, this amazing renovation and design project offers guests fabulous cont...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1431

Choose our flexible booking option and have the ability to cancel anytime.

Bayside House is a 4 bedroom, rural self catering cottage near the beach in Yarmouth, Isle of Wight
  • Sleeps 8 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £2300

Bayside House

4178

4 bedroom, rural self catering cottage near the beach in Yarmouth, Isle of Wight


This beautiful house is set in several acres of garden on the outskirts of Yarmouth, just a few minutes' walk to the water’s edge, a truly stunning holiday destination. The pro...

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

7 nights from £2300

Daybreak Cottage is a 2 bedroom, dog friendly cottage near Port Isaac, North Cornwall.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1023

Daybreak Cottage

4165

2 bedroom, dog friendly cottage near Port Isaac, North Cornwall.


In an idyllic setting, located down a quiet country lane, only a few miles from some of Cornwall's finest beaches along with the pretty fishing harbour of Port Isaac, this exceptio...

  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1023

Sunnynook is a 4 bedroom cottage with sea views in Bigbury-on-Sea, South Devon.
  • Sleeps 10 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £3795

Sunnynook

4157

4 bedroom cottage with sea views in Bigbury-on-Sea, South Devon.


Sunnynook is a true beachside retreat, boasting the most incredible, unrivalled sea and beach views over Bigbury-on-Sea, Bantham and Burgh Island. This wonderful home also has a fa...

  • Sleeps 10 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £3795

Thimble Cottage is a 2 bedroom, dog friendly cottage near the beach near St Ives.
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £700

Thimble Cottage

4132

2 bedroom, dog friendly cottage near the beach near St Ives.


Gorgeous Thimble Cottage lies just inland from Pendeen Lighthouse and the crashing Atlantic Ocean in the far western peninsula of Cornwall. Set within a hamlet in the ancient lands...

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

7 nights from £700

Kear Cottage is a 3 bedroom, dog friendly cottage near Port Isaac, North Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1203

Kear Cottage

4151

3 bedroom, dog friendly cottage near Port Isaac, North Cornwall.


Kear Cottage is an absolute peach! Located less than six miles from the stunning beaches and fishing villages on the north Cornish coast, it sits in the most idyllic setting opposi...

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

7 nights from £1203

The Old Post Office is a 4 bedroom dog-friendly self catering cottage near Bovey Tracey, Dartmoor.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £827

The Old Post Office

4148

4 bedroom dog-friendly self catering cottage near Bovey Tracey, Dartmoor.


Nestled in the picture perfect village of Ilsington on the eastern edge of Dartmoor, The Old Post Office is perfectly located and exceptionally furnished making this cottage a real...

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

7 nights from £827

We’re a Visit England Quality Accredited Agency for our high standards in holiday letting.

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