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

Stable Cottage is a 1 bedroom self catering cottage near Moretonhampstead, Dartmoor.
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £476

Stable Cottage

5446

1 bedroom self catering cottage near Moretonhampstead, Dartmoor.


Welcome to Stable Cottage! This gem of a cottage is part of a converted courtyard of traditional stone farm buildings and nestles perfectly within the picturesque Greenawell Farm ...

  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £476

Buzzards Rise is a 1 bedroom, dog friendly cottage near Tavistock, South Cornwall.
  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

7 nights from £784

Buzzards Rise

5463

1 bedroom, dog friendly cottage near Tavistock, South Cornwall.


Nestled in the heart of the Tamar Valley countryside in Cornwall, you will discover the stunning Buzzards Rise. This charming barn has been lavished with attention and every detail...

  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

7 nights from £784

Seaview is a 2 bedroom apartment with sea views in Ilfracombe, North Devon.
  • Sleeps 4 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £761

Seaview

5412

2 bedroom apartment with sea views in Ilfracombe, North Devon.


Perched high above the north Devon coastline, Seaview offers everything you could wish for, from fabulous interiors to beautiful styling and the cherry on top has to be the picture...

  • Sleeps 4 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £761

North Barn at Pickeridge is a 2 bedroom self catering cottage near Haywards Heath.
  • Sleeps 4 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £666

North Barn at Pickeridge

5215

2 bedroom self catering cottage near Haywards Heath.


North Barn at Pickeridge is the perfect abode for couples and families. It sits in a secluded location on a 120 acre working farm in a beautiful valley between Ardingly and West Ho...

  • Sleeps 4 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £666

Parc Brawse House is a 5 bedroom, dog friendly cottage with sea views in The Lizard.
  • Sleeps 10 + 5 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1690 *

Parc Brawse House

5431

5 bedroom, dog friendly cottage with sea views in The Lizard.


Blending the best of both classic and modern interiors, Parc Brawse House stands in an enviable position with near panoramic views of the Lizard peninsula. One of the most southerl...

  • Sleeps 10 + 5 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1690 *

Cistus Cottage is a 2  bedroom cottage near the beach near Port Isaac, North Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £568

Cistus Cottage

5427

2 bedroom cottage near the beach near Port Isaac, North Cornwall.


Located close to the stunning north Cornish heritage coastline, famous for its pretty coastal villages, gorgeous beaches and Atlantic rollers, this utterly charming cottage is idea...

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

7 nights from £568

Arrive at your handpicked holiday home safe in the knowledge it’s been fully inspected.

Harvest Hut is a Dog-friendly cabin with wood-fired hot tub near Totnes.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

From £99 per night

Harvest Hut

5421

Dog-friendly cabin with wood-fired hot tub near Totnes.


This fabulous hideaway is nestled within the most glorious countryside setting. Not only are you surrounded by the most magical countryside views and walks, this beautiful hut boas...

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

From £99 per night

Windsmeet is a 3 bedroom, dog friendly cottage with sea views in St Mawes, Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1322

Windsmeet

5426

3 bedroom, dog friendly cottage with sea views in St Mawes, Cornwall.


Enjoying far reaching views across the garden to the sea and St Anthony Head beyond, Windsmeet sits in an elevated position on an exclusive road just above the pretty fishing villa...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1322

Primrose Hill is a 4 bedroom, dog friendly cottage with sea views in St Mawes, Cornwall.
  • Sleeps 7
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £2091

Primrose Hill

5356

4 bedroom, dog friendly cottage with sea views in St Mawes, Cornwall.


The picturesque harbour village of St Mawes, on the eastern side of the Fal Estuary, has long been one of Cornwall's most desirable and exclusive destinations. Situated on a privat...

  • Sleeps 7
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £2091

Harbour Retreat is a 2 bedroom, dog friendly apartment with sea views in St Mawes.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £921

Harbour Retreat

5355

2 bedroom, dog friendly apartment with sea views in St Mawes.


Nestled in the heart of beautiful St Mawes on the Roseland peninsula, Harbour Retreat is a delightful apartment with a perfectly placed balcony overlooking the vibrant harbour and ...

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

7 nights from £921

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