May Half Term Holiday Cottages in Cornwall

May Half Term Holiday Cottages in Cornwall

Enjoy a solo retreat or take a holiday with the family and make the most of this May half term. With temperatures rising and the countryside alive with colours and new life, May is a wonderful time of year to visit Cornwall and kick start your summer. Take a step closer to the holiday of your dreams and pour over our 362 luxury retreats available for May half term.  Read more

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

Choose from 362 May half term cottages

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 Little Woodland House is a Family size cabin with hot tub near Fowey, South Cornwall.
  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £728 *

The Little Woodland House

6001

Family size cabin with hot tub near Fowey, South Cornwall.


Welcome to Little Woodland House, a peaceful yet full-of-life glamping retreat nestled in the picturesque Fowey Valley. This thoughtfully crafted wooden cabin is ideal for a romant...

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

7 nights from £728 *

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

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

Roselands is a 4 bedroom, dog friendly cottage near the beach in Mullion, Cornwall.
  • Sleeps 8 + 3 cots
  • Dogs welcome
  • Changeover Thu

7 nights from £1488

Roselands

5989

4 bedroom, dog friendly cottage near the beach 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 £1488

View
  • 5% off

    4 Sep 2025 - 11 Sep 2025

    £1711.00 £1625.45

  • 5% off

    11 Sep 2025 - 18 Sep 2025

    From £1711.00 £1625.45

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 *

Armsyde is a 4 bedroom, dog friendly cottage near the beach in Padstow, Cornwall.
  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1540

Armsyde

5978

4 bedroom, dog friendly cottage near the beach in Padstow, Cornwall.


Armsyde is the perfect holiday home for a group of family or friends who want to experience the ultimate slice of Padstow life. Situated in the old town, this gorgeous three-storey...

  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1540

Copper Bal Cottage is a 2 bedroom, dog friendly cottage near the beach near Marazion.
  • Sleeps 3 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £556 *

Copper Bal Cottage

5998

2 bedroom, dog friendly cottage near the beach near Marazion.


Nestled in the picturesque Cornish village of Goldsithney, just moments from the coast and the hidden gem of Prussia Cove, Copper Bal Cottage is a delightful dog-friendly, two bedr...

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

7 nights from £556 *

We are Gold accredited with the Green Tourism Business Scheme.

Quayside is a 2 bedroom, dog friendly cottage with sea views in St Mawes, Cornwall.
  • Sleeps 3
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £660

Quayside

5984

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


Perfectly positioned overlooking the picturesque harbour of St Mawes, Quayside is a beautifully furnished holiday cottage, ideal for a romantic escape or small family holiday. F...

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

7 nights from £660

Flipflops is a 3 bedroom, dog friendly cottage near the beach in Padstow, Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1036

Flipflops

5981

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


Come and create cherished holiday memories at our coastal retreat, set in the little hamlet of Windmill, only half a mile from the beautiful sandy beach and rockpools of Trevone Ba...

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1036

Load more

Whether you're looking for a catch up with your friends or are looking forward to bringing the family together for a well-deserved break, our cottages in Cornwall provide an idyllic escape from the chaos of everyday life. May in Cornwall enjoys a change in pace; warmer weather, bright sunshine in dazzlingly blue skies and lush green countryside met with stunning coast. The coast paths, beaches and towns remain quieter ahead of the summer crowds, and longer daylight hours mean days can be taken full advantage of. 

Choose a Luxury Break in Cornwall this May Half Term

Whether you plan on spending your days on the beach front, ice cream in hand; wandering beautiful coast paths or country walks; or taking your time to meander through quaint villages and vibrant Cornish towns, the choices are endless for a dream getaway this May. Start your summer as you mean to go on, and enjoy this refreshing escape.

When you stay in a Classic Cottage, you will enjoy excellent customer care with the highest quality self-catering accommodation. All of our cottages are handpicked; personally inspected and fully equipped for your total comfort and ease. Many of our cottages are dog-friendly too, which is great news for your four-legged friend. Browse our collection and get ready for the holiday of a lifetime.