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 623 holiday cottages matching your search in the South West...

St Annes is a 3 bedroom, dog friendly clifftop cottage near Looe, Cornwall.
  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1509

St Annes

5250

3 bedroom, dog friendly clifftop cottage near Looe, Cornwall.


With breathtaking coastal views that stretch as far as the eye can see, direct access to the coastal path and within walking distance of two beaches, this heavenly seaside retreat ...

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

7 nights from £1509

Far View is a 6 bedroom, dog friendly secluded holiday home in North Cornwall.
  • Sleeps 14 + 4 cots
  • Dogs welcome
  • Changeover Thu

7 nights from £1849 *

Far View

5204

6 bedroom, dog friendly secluded holiday home in North Cornwall.


Looking for the ultimate get away from it all holiday retreat? Well gather up family and friends to discover the magic at Far View and create cherished holiday memories along the w...

  • Sleeps 14 + 4 cots
  • Dogs welcome
  • Changeover Thu

7 nights from £1849 *

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The Dairy is a 1 bedroom, dog friendly holiday cottage near Looe, South Cornwall.
  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £456

The Dairy

5238

1 bedroom, dog friendly holiday cottage near Looe, South Cornwall.


Nestled down a peaceful, leafy country lane, The Dairy is a charming country cottage, stylishly renovated to offer a romantic getaway or solo retreat, with easy access to the delig...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £456

The Stables is a 1 bedroom, dog friendly holiday cottage near Looe, South Cornwall.
  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £456

The Stables

5239

1 bedroom, dog friendly holiday cottage near Looe, South Cornwall.


For a tranquil escape in a rather special setting, The Stables is just the place. Sleeping two, dog-friendly and tucked away in the glorious south Cornwall countryside, this cosy s...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £456

Lee Barton Cottages

  • Sleeps 10 + 4 cots in 4 properties
  • Changeover Fri

7 nights from £2086

Woodville Cottage is a 3 bedroom, dog friendly home near the beach in Lyme Regis.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Wed

7 nights from £873

Woodville Cottage

5151

3 bedroom, dog friendly home near the beach in Lyme Regis.


Woodville Cottage is a pretty and charming property, an annexe to a Grade II Listed Georgian building. Hidden away from the hustle and bustle of the elegant seaside town of Lyme Re...

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

7 nights from £873

Little Oaks is a 2 bedroom self catering cottage near Tavistock, Dartmoor.
  • Sleeps 4
  • No pets
  • Changeover Fri

7 nights from £556

Little Oaks

4978

2 bedroom self catering cottage near Tavistock, Dartmoor.


Welcome to Little Oaks, a tranquil single-storey getaway nestled on the western edge of the majestic Dartmoor National Park. Its wonderfully peaceful location means this is an idyl...

  • Sleeps 4
  • No pets
  • Changeover Fri

7 nights from £556

Wiggy's Cottage is a 3 bedroom, dog friendly cottage near the beach in St Mawes, Cornwall.
  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £868

Wiggy's Cottage

5220

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


Situated in the vibrant heart of the much sought-after Roseland village of St Mawes, Wiggy's Cottage is a traditional Cornish cottage with oodles of character and perfectly positio...

  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £868

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Chapel Cottage is a 2 bedroom, dog friendly cottage with sea views in St Mawes, Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £812

Chapel Cottage

5221

2 bedroom, dog friendly cottage with sea views in St Mawes, Cornwall.


Chapel Cottage is a simply delightful traditional Cornish cottage situated in the corner of a row of similar properties in an elevated position overlooking beautiful St Mawes and F...

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

7 nights from £812

Bosun's Locker is a 1 bedroom apartment near the beach in St Mawes, South Cornwall.
  • Sleeps 2 + cot
  • No pets
  • Changeover Sat

7 nights from £567

Bosun's Locker

5213

1 bedroom apartment near the beach in St Mawes, South Cornwall.


Welcome to Bosun's Locker, a hidden away apartment conveniently situated in the heart of the vibrant Roseland village of St Mawes and perfect for a car-free Cornish getaway for two...

  • Sleeps 2 + cot
  • No pets
  • Changeover Sat

7 nights from £567

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