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 805 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 805 cottages available for May half term

The Old Stable is a 1 bedroom, dog friendly self catering cottage near Battle.
  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £580

The Old Stable

4733

1 bedroom, dog friendly self catering cottage near Battle.


Enjoy precious time together at The Old Stable, a wonderful cottage for couples looking for a quiet getaway in this peaceful part of Sussex. As you step inside the stable-door y...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £580

The Old Barn is a 2 bedroom, dog friendly self catering cottage near Battle.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £756

The Old Barn

4734

2 bedroom, dog friendly self catering cottage near Battle.


The Old Barn is a wonderful hideaway, perfect for families looking for a true rural experience in this beautiful and peaceful part of East Sussex. As you open the stable-door to...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £756

Each and every one of our cottages is fully equipped with everything you’ll need on holiday.

Room With A View is a 1 bedroom, dog friendly cabin near Widecombe in the Moor, Dartmoor.
  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

7 nights from £590

Room With A View

4783

1 bedroom, dog friendly cabin near Widecombe in the Moor, Dartmoor.


Sometimes, you just need to escape from it all and find that special place. Positioned at the foot of Haytor, with breathtaking panoramic views of Dartmoor National Park, Room W...

  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

7 nights from £590

The Hideaway is a 2 bedroom holiday cottage near the beach in Mousehole, West Cornwall.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £846

The Hideaway

4758

2 bedroom holiday cottage near the beach in Mousehole, West Cornwall.


In the heart of Mousehole and within walking distance of the bustling harbour this stunning cottage is simply charming and offers a wonderful seaside escape. The Hideaway is tucked...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £846

The Byre is a 1 bedroom self catering cottage near Battle.
  • Sleeps 2 + cot
  • No pets
  • Changeover Sat

7 nights from £554

The Byre

4732

1 bedroom self catering cottage near Battle.


Bursting with character and charm, The Byre is waiting to give you that rural experience. Situated in 12 acres of 1066 countryside it is one of Thornden Farm's original outbuilding...

  • Sleeps 2 + cot
  • No pets
  • Changeover Sat

7 nights from £554

Officers' Mess is a 1 bedroom dog friendly cottage with a hot tub close to St Brides beach and Little Haven
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £609

Officers' Mess

4760

1 bedroom dog friendly cottage with a hot tub close to St Brides beach and Little Haven


Wander back to the 1940s with a stay in 'The Radar Rooms'. Uncover something magical, exquisite coastlines, rolling surf, tumbling hills and fairy tale landscapes whilst staying in...

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

7 nights from £609

Bossiney Cabin is a 3 bedroom, dog friendly cottage with sea views near Boscastle.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1622

Bossiney Cabin

4761

3 bedroom, dog friendly cottage with sea views near Boscastle.


Wow! Bossiney Cabin is utterly gorgeous, very special and totally unique! Situated on the coastal road in the little hamlet of Bossiney, between the popular villages of Tintagel an...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1622

Smugglers is a 3 bedroom, dog friendly cottage near the beach in St Agnes, Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1092

Smugglers

4708

3 bedroom, dog friendly cottage near the beach in St Agnes, Cornwall.


Full of charm and character, this simply gorgeous semi-detached cottage is nestled in the laid-back Cornish village of St Agnes. Lovingly furnished, Smugglers Cottage is a truly de...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1092

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Kaja is a 3 bedroom, dog friendly cottage near the sea in Tintagel, Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £810

Kaja

4773

3 bedroom, dog friendly cottage near the sea in Tintagel, Cornwall.


Located in a quiet spot of popular Tintagel, yet a mere hop and a skip from all the delights of the village, Kaja is waiting to welcome friends and family looking for a great holid...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £810

The Old Dairy is a 2 bedroom, dog friendly former milking parlour, near Blandford Forum, Dorset.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £715

The Old Dairy

4740

2 bedroom, dog friendly former milking parlour, near Blandford Forum, Dorset.


This former milking parlour that served the local farm has been beautifully converted into a fabulous holiday home. Situated in a picturesque Dorset village that is full of charact...

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

7 nights from £715

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