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

Lavender Barn is a 2 bedroom self catering cottage near Beaworthy, North Devon.
  • Sleeps 3
  • No pets
  • Changeover Fri

7 nights from £450

Lavender Barn

3019

2 bedroom self catering cottage near Beaworthy, North Devon.


Set in a quiet courtyard in the heart of the conservation village of Germansweek, this beautifully presented end of terrace barn conversion offers the perfect retreat for discernin...

  • Sleeps 3
  • No pets
  • Changeover Fri

7 nights from £450

1 North Parade is a 1 bedroom cottage near the beach in Portscatho, South Cornwall.
  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £555

1 North Parade

2995

1 bedroom cottage near the beach in Portscatho, South Cornwall.


This is a gorgeous little bolthole, right in the middle of lovely Portscatho on the Roseland peninsula and just yards from Tatam's beach (and Tatam's boutique cafe selling deliciou...

  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £555

Otter's Holt Shepherd's Hut is a Luxury dog friendly shepherds hut with a hot tub in the Devon countryside.
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Fri

From £110 per night

Otter's Holt Shepherd's Hut

3013

Luxury dog friendly shepherds hut with a hot tub in the Devon countryside.


The stunning World Heritage Jurassic Coast stretches right into east Devon and, just a few miles inland from magical Budleigh Salterton on the coast, Woodbury Common with its Iron ...

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

From £110 per night

St Giles Cottage is a 3 bedroom self catering cottage near Sidmouth, South Devon.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £624

St Giles Cottage

3003

3 bedroom self catering cottage near Sidmouth, South Devon.


Sidbury is a delightful unspoilt village just three miles inland from Sidmouth on the wonderful east Devon Jurassic Coast. This tranquil spot is a perfect holiday base for explorin...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £624

The Garden Cottage is a 1 bedroom cottage with sea views near Marazion, West Cornwall.
  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £693

The Garden Cottage

3000

1 bedroom cottage with sea views near Marazion, West Cornwall.


The Garden Cottage is a gorgeous, stylish, contemporary state-of-the-art house set within the grounds of the owners' home on the outskirts of the Bone Valley and the moorlands of w...

  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £693

Streamside Mill is a 1 bedroom, dog friendly apartment near the beach in St Just.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £528

Streamside Mill

2988

1 bedroom, dog friendly apartment near the beach in St Just.


A charming barn conversion within the grounds of the owner's home, Streamside Mill has original granite steps enticing you up to the wooden front door. This charming pied-a-terre i...

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

7 nights from £528

Our property managers are local experts who handpick perfect places to stay.

The Granary is a 4 bedroom, rural holiday cottage in Widemouth Bay, North Cornwall.
  • Sleeps 7 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1271

The Granary

2982

4 bedroom, rural holiday cottage in Widemouth Bay, North Cornwall.


Close to the shores of Widemouth Bay on the north Cornish coast this luxurious, semi-detached farmhouse with enclosed garden and hot tub will provide the perfect holiday for you al...

  • Sleeps 7 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1271

The Cow Shed is a 2 bedroom, dog friendly holiday cottage near Okehampton, North Devon.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £713

The Cow Shed

2977

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


This gorgeous detached property will surpass expectations in all respects. Created from an original farm building on an historic farmstead, The Cow Shed excels itself in the attent...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £713

View
  • 15% off

    6 Dec 2024 - 13 Dec 2024

    £550.00 £467.50

Coulsons Retreat is a 2 bedroom apartment near the beach in Penzance, West Cornwall.
  • Sleeps 4
  • No pets
  • Changeover Sat

7 nights from £700

Coulsons Retreat

2959

2 bedroom apartment near the beach in Penzance, West Cornwall.


If you are looking for a holiday retreat a short stroll from the delights of Penzance, yet just a car journey away from St Ives, Mousehole and all that far west Cornwall has to off...

  • Sleeps 4
  • No pets
  • Changeover Sat

7 nights from £700

Owl's Nest Cottage is a 1 bedroom, dog friendly cottage near Sherborne, Dorset.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £464

Owl's Nest Cottage

2942

1 bedroom, dog friendly cottage near Sherborne, Dorset.


This cosy, compact, delightful bolthole for two is set in a wonderfully tranquil hamlet in north Dorset with village shops and a choice of two pubs within two miles. Built in lo...

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

7 nights from £464

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