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 Hideaway is a 2 bedroom holiday cottage near the beach in Mousehole, West Cornwall.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £846

The Hideaway

4758

2 bedroom holiday cottage near the beach in Mousehole, West Cornwall.


In the heart of Mousehole and within walking distance of the bustling harbour this stunning cottage is simply charming and offers a wonderful seaside escape. The Hideaway is tucked...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £846

Bossiney Cabin is a 3 bedroom, dog friendly cottage with sea views near Boscastle.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1622

Bossiney Cabin

4761

3 bedroom, dog friendly cottage with sea views near Boscastle.


Wow! Bossiney Cabin is utterly gorgeous, very special and totally unique! Situated on the coastal road in the little hamlet of Bossiney, between the popular villages of Tintagel an...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1622

Smugglers is a 3 bedroom, dog friendly cottage near the beach in St Agnes, Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1092

Smugglers

4708

3 bedroom, dog friendly cottage near the beach in St Agnes, Cornwall.


Full of charm and character, this simply gorgeous semi-detached cottage is nestled in the laid-back Cornish village of St Agnes. Lovingly furnished, Smugglers Cottage is a truly de...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1092

Kaja is a 3 bedroom, dog friendly cottage near the sea in Tintagel, Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £810

Kaja

4773

3 bedroom, dog friendly cottage near the sea in Tintagel, Cornwall.


Located in a quiet spot of popular Tintagel, yet a mere hop and a skip from all the delights of the village, Kaja is waiting to welcome friends and family looking for a great holid...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £810

The Old Dairy is a 2 bedroom, dog friendly former milking parlour, near Blandford Forum, Dorset.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £715

The Old Dairy

4740

2 bedroom, dog friendly former milking parlour, near Blandford Forum, Dorset.


This former milking parlour that served the local farm has been beautifully converted into a fabulous holiday home. Situated in a picturesque Dorset village that is full of charact...

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

7 nights from £715

Sandpiper is a 3 bedroom, dog friendly cottage with sea views in Shaldon, Devon.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1578

Sandpiper

4697

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


This delightful house has marvellous views across the Teign estuary from the enclosed patio and garden, and from almost every room in the house. For those wanting to relax, thi...

  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1578

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

Walnut Barn is a 5 bedroom, dog friendly holiday cottage near Honiton, South Devon.
  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1302

Walnut Barn

4709

5 bedroom, dog friendly holiday cottage near Honiton, South Devon.


Welcome to Walnut Barn, a superbly renovated detached barn surrounded by magnificent countryside views which stretch for miles over the beautiful rolling Devon countryside. Soaking...

  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1302

Frogwell Cottage is a 3 bedroom, dog friendly holiday cottage near Dulverton, Somerset.
  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £590 *

Frogwell Cottage

4714

3 bedroom, dog friendly holiday cottage near Dulverton, Somerset.


Under the spectacle of Exmoor National Park International Dark Sky Reserve, picture yourself on holiday with a glass of bubbly in hand, surrounded by nothing but fields and country...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £590 *

The Old Piggery is a 2 bedroom, dog friendly cottage near the beach near St Agnes.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £735

The Old Piggery

4749

2 bedroom, dog friendly cottage near the beach near St Agnes.


Nestled on the outskirts of the pretty Cornish seaside village of Porthtowan, up a windy track, this very special barn is the ideal 'get away from it all' destination. The Old Pigg...

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

7 nights from £735

The Aval Loft is a 1 bedroom, dog friendly cottage near Tavistock, North Cornwall.
  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £922

The Aval Loft

4706

1 bedroom, dog friendly cottage near Tavistock, North Cornwall.


Oh my goodness, The Aval Loft is simply gorgeous! Nestled in the heart of the countryside with the most lush and awe inspiring views stretching out across rolling pastures, ancient...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £922

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