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...

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

The Green House is a 2 bedroom, dog friendly cottage overlooking Nunney Brook near Frome, Somerset.
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £689

The Green House

4529

2 bedroom, dog friendly cottage overlooking Nunney Brook near Frome, Somerset.


Enjoy a glass of fizz overlooking the peaceful stream or curl up in the cosy sitting-room in front of the fire, whichever takes your fancy, this gorgeous retreat will deliver! This...

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

7 nights from £689

Willow Cottage is a 1 bedroom, dog friendly holiday cottage near Falmouth, West Cornwall.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £554

Willow Cottage

4516

1 bedroom, dog friendly holiday cottage near Falmouth, West Cornwall.


This idyllic hideaway is set in a tranquil country location, nestled in the owners' smallholding, in the romantic Helford area. Willow Cottage is a beautiful retreat for two (and y...

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

7 nights from £554

We’ve been raising the standards of self catering holidays since 1977.

Homesdale is a 1 bedroom holiday apartment near the beach in Shaldon, South Devon.
  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £558

Homesdale

4514

1 bedroom holiday apartment near the beach in Shaldon, South Devon.


In the heart of Shaldon village, found at the mouth of the Teign estuary, is Homesdale. This charming apartment is the perfect hideaway, just right for a couple wanting to enjoy th...

  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £558

Little Bambaroo is a 1 bedroom cottage near the beach near Marazion, West Cornwall.
  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £515

Little Bambaroo

4511

1 bedroom cottage near the beach near Marazion, West Cornwall.


What a little cutie! Picture-perfect and utterly charming, this delightful bolthole for two is set deep in the heart of the quaint Cornish village of Churchtown Gulval. Spot the 12...

  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £515

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