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 804 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 804 cottages available for May half term

Hawkins is a 2 bedroom, dog friendly cottage with sea views near Whitsand Bay.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sun

7 nights from £1169

Hawkins

4874

2 bedroom, dog friendly cottage with sea views near Whitsand Bay.


Tucked away on the beautiful Rame peninsula, this charming coastal getaway promises sunny days lazing on the beach, rambles along coastal footpaths, charming fishing towns and vill...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sun

7 nights from £1169

Grenville is a 3 bedroom, dog friendly cottage with sea views near Whitsand Bay.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1494

Grenville

4875

3 bedroom, dog friendly cottage with sea views near Whitsand Bay.


Set in the pretty coastal hamlet of Portwrinkle, a mere hop and a skip to the water's edge and with sea vistas to delight, Grenville is the perfect escape for those who want to dis...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1494

Towyn Cottage is a 3 bedroom self catering cottage with sea views near St Davids.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £1331

Towyn Cottage

4888

3 bedroom self catering cottage with sea views near St Davids.


It doesn't get better than this, Towyn Cottage is a beautiful rustic cottage in a magical setting, sitting only yards from Abereiddy beach, with stunning views of the sea from the ...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £1331

Orchard Cottage is a 4 bedroom self catering cottage near Falmouth, West Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £776 *

Orchard Cottage

4883

4 bedroom self catering cottage near Falmouth, West Cornwall.


Found in an Area of Outstanding Natural Beauty (now known as National Landscapes) is the charming Orchard Cottage. Set in the grounds of an old orchard and on the edge of the delig...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £776 *

Bramley Cottage is a 2 bedroom self catering cottage near Falmouth, South Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £669

Bramley Cottage

4884

2 bedroom self catering cottage near Falmouth, South Cornwall.


Set in the grounds of an old orchard and located near the mouth of the Helford River is the delightful Bramley Cottage. Found in an Area of Outstanding Natural Beauty (now known as...

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

7 nights from £669

Easy Oars is a 2 bedroom, dog friendly cottage near the beach in Falmouth, Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £854

Easy Oars

4845

2 bedroom, dog friendly cottage near the beach in Falmouth, Cornwall.


This wonderfully spacious house is perfect for those who love walking, exploring and relaxing in the utmost comfort. Tucked in the middle of three properties and just off the water...

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

7 nights from £854

Choose from our exclusive collection at the best prices with real time availability.

9 The Ruskins  is a 3 bedroom self catering cottage near the beach in Bembridge, Isle of Wight.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1458

9 The Ruskins

4865

3 bedroom self catering cottage near the beach in Bembridge, Isle of Wight.


This delightful family holiday home can be found just a short stroll from the beautiful beaches of Bembridge and a wonderful array of traditional shops and restaurants. Light fille...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1458

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  • 20% off

    23 Nov 2024 - 30 Nov 2024

    £1114.00 £891.20

Mill Cottage is a 2 bedroom self catering cottage near Boscastle, North Cornwall.
  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £444 *

Mill Cottage

4867

2 bedroom self catering cottage near Boscastle, North Cornwall.


Mill Cottage is a delightful mid-terrace barn conversion, offering lovely rural views over the surrounding north Cornwall countryside and less than two miles from pretty Crackingto...

  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £444 *

The Foxes Cove is a 3 bedroom, dog friendly cottage with sea views in Brixham, Devon.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1290

The Foxes Cove

4830

3 bedroom, dog friendly cottage with sea views in Brixham, Devon.


This beautifully renovated house is perfectly perched overlooking stunning Brixham marina. Watching the daily water activity of the numerous fishing boats, trawlers and luxury wate...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1290

Pink Cottage is a 3 bedroom thatched cottage with sea views in Cadgwith, West Cornwall.
  • Sleeps 5 + cot
  • No pets
  • Changeover Sun

7 nights from £1039

Pink Cottage

4862

3 bedroom thatched cottage with sea views in Cadgwith, West Cornwall.


If you are looking for the quintessential picture-perfect Cornish thatched cottage, with fabulous seascape views and in the heart of the delightful fishing village of Cadgwith, the...

  • Sleeps 5 + cot
  • No pets
  • Changeover Sun

7 nights from £1039

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