May half term holiday cottages

May half term holiday cottages

With a cool breeze and the hint of summer on its way, May is a wonderful time of year to discover a beautiful corner of the UK.Read more

With the summer holidays still out of reach and warmer weather on its way, why not take advantage of this lovely time of year and escape to South West. Travel solo, have a romantic getaway, or take advantage of some true family time and have a half term to remember in a cottage this half term, get ready to make memories you’ll keep forever.

Our exclusive ferry discounts will make your island trip with Classic plain sailing.

We've got 621 holiday cottages matching your search in the South West...

1 The Brakeyard is a 3 bedroom holiday cottage with sea views in St Mawes, South Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £858

1 The Brakeyard

4662

3 bedroom holiday cottage with sea views in St Mawes, South Cornwall.


Perfectly located just a stone's throw from the centre of the beautiful harbourside village of St Mawes, 1 The Brakeyard is a luxury holiday home, ideal for families or groups of f...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £858

Gwel an Mor is a 4 bedroom, dog friendly cottage with sea views in The Lizard.
  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1610

Gwel an Mor

4645

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


Iconic Kynance Cove is the perfect backdrop for your next holiday at Gwel an Mor - meaning "view of the sea" in Cornish, the name could not be more perfect. This modern and stylish...

  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1610

The Granary at Polwrath is a 3 bedroom, dog friendly cottage near Liskeard, North Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £2168

The Granary at Polwrath

4656

3 bedroom, dog friendly cottage near Liskeard, North Cornwall.


Treat yourself to a well deserved break at The Granary at Polwrath, a very special rural retreat. Nestled on the edge of the hamlet of Tremar, in a truly beautiful part of Cornwall...

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

7 nights from £2168

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

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

We’re here to help you find your perfect place to stay 7 days a week.

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

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

Loading more