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 Dairy is a 3 bedroom, dog friendly self catering cottage near Bude, North Devon.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £815

The Dairy

4567

3 bedroom, dog friendly self catering cottage near Bude, North Devon.


The Dairy is a truly fabulous, reverse level barn that has been styled with a luxurious contemporary feel that exudes calm and relaxation throughout each room, you will instantly f...

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

7 nights from £815

Harbour Watch is a 2 bedroom holiday cottage with sea views in Brixham, South Devon.
  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £820

Harbour Watch

4492

2 bedroom holiday cottage with sea views in Brixham, South Devon.


Perched neatly in an elevated position over the famous Brixham harbour bowl, this charming light, bright and welcoming cottage awaits. The aptly named Harbour Watch is exactly that...

  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £820

The Shippen is a 3 bedroom self catering cottage in Ashburton, South Devon.
  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £1163

The Shippen

4532

3 bedroom self catering cottage in Ashburton, South Devon.


Welcome to The Shippen, a truly stunning hideaway nestled in the breathtaking south Devon countryside, on the edge of Dartmoor and near the lively historical town of Ashburton. Thi...

  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £1163

Carthew Barn is a 3 bedroom cottage with sea views near Padstow, North Cornwall.
  • Sleeps 6
  • No pets
  • Changeover Fri

7 nights from £1675

Carthew Barn

4570

3 bedroom cottage with sea views near Padstow, North Cornwall.


Nestled in the rolling countryside of north Cornwall, with stunning views of the Camel estuary, and just a few miles from Padstow and Rock, Carthew Barn is a perfect haven for your...

  • Sleeps 6
  • No pets
  • Changeover Fri

7 nights from £1675

Homeleigh is a 2 bedroom self catering cottage near St Agnes, North Cornwall.
  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £755

Homeleigh

4409

2 bedroom self catering cottage near St Agnes, North Cornwall.


You've ambled your way through the leafy lanes and lush green Cornish countryside, passing hedgerows bursting in a kaleidoscope of colour and breathed in the fresh, salty air when,...

  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £755

Woon Summer is a 2 bedroom, dog friendly holiday cottage near St Ives, West Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £747

Woon Summer

4553

2 bedroom, dog friendly holiday cottage near St Ives, West Cornwall.


Nestled on the outskirts of the pretty Cornish village of Nancledra, this gorgeous bespoke barn is the ideal 'get away from it all' destination. Woon Summer (Cornish for Summer Dwe...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £747

Readymade beds and fluffy towels; this simple but appreciated welcome is standard with us.

Pink Door at 54 is a 5 bedroom self catering cottage near the beach in Fishguard.
  • Sleeps 8 + cot
  • No pets
  • Changeover Sat

7 nights from £1188

Pink Door at 54

4544

5 bedroom self catering cottage near the beach in Fishguard.


A Visit Wales 5 star graded property situated in the heart of the pretty town of Fishguard, this charming terraced coastal townhouse, which has been exquisitely renovated, offers a...

  • Sleeps 8 + cot
  • No pets
  • Changeover Sat

7 nights from £1188

The Cattle Byre is a 2 bedroom, dog friendly self catering cottage near Brighstone, Isle of Wight.
  • Sleeps 3 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £784

The Cattle Byre

4535

2 bedroom, dog friendly self catering cottage near Brighstone, Isle of Wight.


The Cattle Byre has accommodation for three guests across two bedrooms, a double and a single. It has two private outdoor seating areas, the rear enclosed garden can only be access...

  • Sleeps 3 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £784

The Stables  is a 2 bedroom, dog friendly self catering cottage near Brighstone, Isle of Wight.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £804

The Stables

4537

2 bedroom, dog friendly self catering cottage near Brighstone, Isle of Wight.


The Stables is light and airy throughout with two bedrooms, a king-size double and a twin. The open plan living-room with kitchen and dining areas is warm and inviting, with doors ...

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

7 nights from £804

The Pigsty is a 2 bedroom, dog friendly cottage near the beach near Brighstone, Isle of Wight.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £804

The Pigsty

4538

2 bedroom, dog friendly cottage near the beach near Brighstone, Isle of Wight.


The Pigsty is a detached barn with parking for two cars and two private seating areas alongwith a spacious communal area. There are two bedrooms, a double and a twin, each beau...

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

7 nights from £804

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