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

1 Harrow Cottages is a 1 bedroom self catering apartment near the beach in Seaview, Isle of Wight.
  • Sleeps 2 + cot
  • No pets
  • Changeover Sat

7 nights from £431

1 Harrow Cottages

4642

1 bedroom self catering apartment near the beach in Seaview, Isle of Wight.


This charming first floor apartment is in Nettlestone, just up the hill from Seaview and within walking distance of the beach. Surrounded by countryside there are lovely views from...

  • Sleeps 2 + cot
  • No pets
  • Changeover Sat

7 nights from £431

Limpets  is a 3 bedroom self catering apartment with sea views in Seaview, Isle of Wight.
  • Sleeps 5 + cot
  • No pets
  • Changeover Sat

7 nights from £1156

Limpets

4622

3 bedroom self catering apartment with sea views in Seaview, Isle of Wight.


This gorgeous home, just a stone's throw from the seafront, has sea views from the sitting-room and the luxury of your very own private garden, giving it all the ingredients for a ...

  • Sleeps 5 + cot
  • No pets
  • Changeover Sat

7 nights from £1156

The Shippon at Oldsbrim is a 3 bedroom, dog friendly holiday cottage near Ashburton, Dartmoor.
  • Sleeps 5 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1085

The Shippon at Oldsbrim

4621

3 bedroom, dog friendly holiday cottage near Ashburton, Dartmoor.


This charming converted Shippon is situated in the heart of Dartmoor. With stunning views over to Sharp Tor and surrounded by wild ponies, it's an ideal location for exploring the ...

  • Sleeps 5 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1085

High Tide is a 3 bedroom apartment with sea views in Falmouth, West Cornwall.
  • Sleeps 5 + cot
  • No pets
  • Changeover Fri

7 nights from £896

High Tide

4603

3 bedroom apartment with sea views in Falmouth, West Cornwall.


A beautiful apartment in a grand Georgian building set in the heart of Falmouth with views of Falmouth harbour and beyond. Set close to the water and only moments from the town cen...

  • Sleeps 5 + cot
  • No pets
  • Changeover Fri

7 nights from £896

Our guests rate us 4.8/5 on Feefo, the independent review site.

Penhallow is a 2 bedroom holiday cottage near the beach in Crantock, North Cornwall.
  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £893

Penhallow

4595

2 bedroom holiday cottage near the beach in Crantock, North Cornwall.


Set in the heart of the pretty quintessential village of Crantock and only a five minute stroll from the family-friendly beach, Penhallow is a very special holiday retreat. All the...

  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £893

The Granary is a 4 bedroom, dog friendly cottage near Kingsbridge, South Devon.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1543

The Granary

4599

4 bedroom, dog friendly cottage near Kingsbridge, South Devon.


The Granary is a delightfully furnished barn conversion nestled in the hamlet of Goveton near Kingsbridge. Located in the rolling South Hams countryside, this fabulous terraced bar...

  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1543

Y Berllan Hideaway is a 3 bedroom, dog friendly woodland cabin with a wood burne near the beach near Newport, Pembrokeshire.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £611 *

Y Berllan Hideaway

4590

3 bedroom, dog friendly woodland cabin with a wood burne near the beach near Newport, Pembrokeshire.


Y Berllan Hideaway offers the perfect whimsical retreat; a fairytale log cabin, sleeping four, nestling in an enchanting, tranquil woodland glade, just a short stroll from the shel...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £611 *

Once Upon a Tide is a 3 bedroom, dog friendly cottage near the beach in Brixham, Devon.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1091

Once Upon a Tide

4576

3 bedroom, dog friendly cottage near the beach in Brixham, Devon.


'Once Upon a Tide' is a charming home-from-home, nestled moments away from the beautiful harbourside of Brixham. You are so close to the historic harbour and all the hustle and bus...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1091

Parc an Nance Barn is a 3 bedroom, dog friendly cottage near Porthleven, West Cornwall.
  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £823

Parc an Nance Barn

4569

3 bedroom, dog friendly cottage near Porthleven, West Cornwall.


Parc an Nance Barn is a tucked away chocolate box delight. This dreamy, detached barn is located next to the local village school, and with views of the church and a pub just minut...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £823

Park Farm Cottage is a 4 bedroom, dog friendly holiday cottage near Malmesbury, Wiltshire
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1263

Park Farm Cottage

4558

4 bedroom, dog friendly holiday cottage near Malmesbury, Wiltshire


If uninterrupted countryside views enjoyed from a beautiful farmhouse with space for all the family sounds appealing, then look no further than Park Farm Cottage. This delightful, ...

  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1263

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

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