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

Tea By The Sea is a 3 bedroom, dog friendly apartment with sea views in Cadgwith.
  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £498 *

Tea By The Sea

6025

3 bedroom, dog friendly apartment with sea views in Cadgwith.


Less than a minute's stroll from the sea, this characterful two-storey apartment offers a wonderfully laid-back base for exploring Cadgwith, the picturesque little fishing cove tha...

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

7 nights from £498 *

2 The White Sands is a 4 bedroom, dog friendly cottage with sea views in Praa Sands.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1045 *

2 The White Sands

6013

4 bedroom, dog friendly cottage with sea views in Praa Sands.


Step into this stylish seaside retreat perched above the shimmering sands of Praa Sands. With sea views from the top floor, 2 The White Sands is a light filled semi-detached home s...

  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1045 *

Swallows' Nest is a 2 bedroom self catering cottage near Helford, West Cornwall.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £1121

Swallows' Nest

6007

2 bedroom self catering cottage near Helford, West Cornwall.


Resting in a secluded corner of rural Cornwall yet perfectly placed to explore the gentle waters of the Helford River, Swallows' Nest is a soulful and quietly luxurious barn conver...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £1121

14 Regent Terrace is a 2 bedroom, dog friendly, lower ground floor apartment with sea views in Penzance.
  • Sleeps 4 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £695 *

14 Regent Terrace

6004

2 bedroom, dog friendly, lower ground floor apartment with sea views in Penzance.


Tucked away just behind the iconic promenade in Penzance and mere moments from the Jubilee Pool and the sparkling sea beyond, 14 Regent Terrace is a restored two bedroom traditiona...

  • Sleeps 4 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £695 *

The Granary is a 2 bedroom self catering cottage near Moretonhampstead, South Devon.
  • Sleeps 4 + cot
  • No pets
  • Changeover Thu

7 nights from £918

The Granary

6010

2 bedroom self catering cottage near Moretonhampstead, South Devon.


If it's a superb rural retreat you are looking for, look no further, The Granary at Greenawell Farm is the perfect package. The Granary is a beautiful stone cottage, finished to an...

  • Sleeps 4 + cot
  • No pets
  • Changeover Thu

7 nights from £918

Greenawell Farm Cottages

  • Sleeps 9 + 4 cots in 3 properties
  • Changeover Fri

7 nights from £1921

Port and Starboard
 is a 4 bedroom holiday cottage with sea views in St Mawes, South Cornwall.
  • Sleeps 8 + cot
  • No pets
  • Changeover Sat

7 nights from £1258

Port and Starboard

5982

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


In prime position overlooking St Mawes Bay with wonderful seascape views, beautiful interiors and gorgeous contemporary furnishings, semi-detached Port and Starboard is a fabulous ...

  • Sleeps 8 + cot
  • No pets
  • Changeover Sat

7 nights from £1258

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  • 10% off

    20 Sep 2025 - 27 Sep 2025

    From £1272.00 £1144.80

Hobbit Corner is a 1 bedroom, dog friendly holiday cottage near Looe, South Cornwall.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £470

Hobbit Corner

5959

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


Wind your way along the leafy lanes to the peaceful hamlet of Trevelmond, in the heart of southeast Cornwall, where this little beauty is waiting to welcome you with open arms and ...

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

7 nights from £470

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

Roselands is a 4 bedroom, dog friendly cottage with sea views in Mullion, Cornwall.
  • Sleeps 8 + 3 cots
  • Dogs welcome
  • Changeover Thu

7 nights from £1190 *

Roselands

5989

4 bedroom, dog friendly cottage with sea views in Mullion, Cornwall.


A thoughtful and imaginative renovation has completely transformed this once humble bungalow into an spacious and elegant four-bedroom sanctuary, perfectly placed on Cornwall's rug...

  • Sleeps 8 + 3 cots
  • Dogs welcome
  • Changeover Thu

7 nights from £1190 *

View
  • 10% off

    16 Oct 2025 - 23 Oct 2025

    From £1363.00 £1226.70

Brookfield is a 3 bedroom, dog friendly cottage near Callington, South Cornwall.
  • Sleeps 8 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1980 *

Brookfield

5999

3 bedroom, dog friendly cottage near Callington, South Cornwall.


Looking for a very special escape to the country, surrounded by open farmland, where peace and tranquility reign supreme, then look no further than Brookfield. Nestled on the edge ...

  • Sleeps 8 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1980 *

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.