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

Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.

We've got 421 holiday cottages matching your search in the South West...

Boak Villa is a 3 bedroom, dog friendly cottage with sea views in Coverack, Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £735 *

Boak Villa

5969

3 bedroom, dog friendly cottage with sea views in Coverack, Cornwall.


Cradled into the hillside above the charming fishing village of Coverack, Boak Villa boasts a sunny disposition and offers some of the most spectacular sea views you'll find anywhe...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £735 *

The Mowhay is a 3 bedroom, dog friendly cottage with sea views in Padstow, Cornwall.
  • Sleeps 5 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £924

The Mowhay

5945

3 bedroom, dog friendly cottage with sea views in Padstow, Cornwall.


Nestled in the rural hamlet of Crugmeer, surrounded by glorious countryside yet only a 15-minute walk to Cornwall’s dramatic north coast and a mile from Cornwall’s foodie hotspot o...

  • Sleeps 5 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £924

Higher Pencobben is a 5 bedroom, dog friendly cottage near the beach near Hayle, Cornwall.
  • Sleeps 9 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1082 *

Higher Pencobben

5950

5 bedroom, dog friendly cottage near the beach near Hayle, Cornwall.


Nestled in the heart of gently rolling countryside, protected by the National Trust, Higher Pencobben, accessed by a private lane, is a beautiful rural home offering a haven of pea...

  • Sleeps 9 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1082 *

Hush is a Unique off-grid bespoke cabin in Devon
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

From £149 per night

Hush

5963

Unique off-grid bespoke cabin in Devon


A romantic woodland wonderland awaits at Hush, a stunning 'truffle' house deep in the heart of Devon that's all about getting back to nature and a more peaceful way of life - bliss...

  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

From £149 per night

Sun-Dapple is a Unique off-grid bespoke cabin in Devon
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

From £149 per night

Sun-Dapple

5964

Unique off-grid bespoke cabin in Devon


Find your own little slice of woodland heaven at this Danish designed wooden beauty nestled in the heart of Devon - a peaceful, architectural marvel hidden among the oak trees! ...

  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

From £149 per night

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

7 nights from £1484

Summers

5877

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


Sitting in prime position with panoramic views across St Mawes harbour towards Pendennis and St Mawes castle, Summers is a stunning, contemporary holiday home with stylish interior...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £1484

Ocean Crest is a 3 bedroom apartment with sea views near Woolacombe, North Devon.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £725

Ocean Crest

5966

3 bedroom apartment with sea views near Woolacombe, North Devon.


Perched above the glorious golden sands of Putsborough beach, cocooned by the rugged and beautiful north Devon coastline, you will discover Ocean Crest. This fabulous apartment off...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £725

Norways Farmhouse is a 2 bedroom cottage with sea views in Mawnan Smith, South Cornwall.
  • Sleeps 4
  • No pets
  • Changeover Sat

7 nights from £700

Norways Farmhouse

5863

2 bedroom cottage with sea views in Mawnan Smith, South Cornwall.


A tranquil farmhouse with views over the rolling Helford countryside out to sea with only the cows for your neighbours. On the edge of the pretty village of Mawnan Smith and only a...

  • Sleeps 4
  • No pets
  • Changeover Sat

7 nights from £700

Need more time? Reserve any cottage for up to 24 hours before booking.

Prestons Barn is a 2 bedroom, dog friendly holiday cottage near Crediton, North Devon.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £589

Prestons Barn

5869

2 bedroom, dog friendly holiday cottage near Crediton, North Devon.


This beautifully presented retreat is perfect for exploring the unspoilt countryside which surrounds it. From the beautiful woodland trails and hikes which lead from your doorstep ...

  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £589

7 Chapel Street is a 2 bedroom, dog friendly cottage near the beach in Mousehole.
  • Sleeps 3 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £608

7 Chapel Street

5872

2 bedroom, dog friendly cottage near the beach in Mousehole.


Tucked away in the heart of the historic fishing village of Mousehole, 7 Chapel Street is a sweet two bedroom cottage offering a perfect coastal escape. Brimming with charm, the co...

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

7 nights from £608

Load 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.