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 384 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 384 May half term cottages

One Old School Cottages is a 3 bedroom, dog friendly cottage near the beach in Portscatho.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £798

One Old School Cottages

5803

3 bedroom, dog friendly cottage near the beach in Portscatho.


Situated in the pretty hamlet of Gerrans, just a stroll away from the charming seaside village of Portscatho on the beautiful Roseland peninsula, One Old School Cottages is a charm...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £798

Whipsiderry is a 1 bedroom, dog friendly apartment near the beach in Newquay.
  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £680

Whipsiderry

5809

1 bedroom, dog friendly apartment near the beach in Newquay.


A fabulous top floor apartment with a great roof terrace with gorgeous views over the Gannel Estuary, rolling Cornish countryside and a snip of a sea view too. This bolthole for tw...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £680

Glebe House is a 2 bedroom, dog friendly cottage near the beach in St Mawes, Cornwall.
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £837

Glebe House

5743

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


Tucked away in a quiet corner, just a stone's throw from the picturesque harbourside of St Mawes on the Roseland peninsula you will find Glebe House, a charming Cornish cottage, pe...

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

7 nights from £837

La Casita is a 4 bedroom self catering cottage in Porthleven, South Cornwall.
  • Sleeps 8 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £2236 *

La Casita

5806

4 bedroom self catering cottage in Porthleven, South Cornwall.


Discover your perfect countryside escape, nestled in the picturesque countryside, just a 20 minute stroll from the charming fishing village of Porthleven. This modern and luxurious...

  • Sleeps 8 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £2236 *

Seagull Cottage is a 2 bedroom holiday cottage with sea views in Penzance, West Cornwall.
  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £486 *

Seagull Cottage

5762

2 bedroom holiday cottage with sea views in Penzance, West Cornwall.


Overlooking both the only Victorian promenade in Cornwall and the outstanding views of Mount's Bay, centrally located Seagull Cottage offers a vintage seaside charm and is ideal fo...

  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £486 *

Iva Cottage is a 3 bedroom, dog friendly cottage near the beach in Fowey, Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £750

Iva Cottage

5775

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


Come and immerse yourself in the charm of Fowey with a well-deserved break at Iva Cottage. Nestled on an elevated terrace, it is the shortest of strolls from your holiday door, dow...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £750

Llanamor is a Stunning 3 bedroom homestay with sea views nr Whitsand Bay, South Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £1539

Llanamor

5789

Stunning 3 bedroom homestay with sea views nr Whitsand Bay, South Cornwall.


Come and fall under the spell of our stunning coastal retreat, set on the gorgeous Rame peninsula in the tiny hamlet of Portwrinkle. With endless sea views, incredible interiors an...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £1539

Hartland Cottage is a 3 bedroom, dog friendly cottage near the sea in Boscastle, Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £715

Hartland Cottage

5777

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


Bursting with charm and character, this Grade II Listed terraced cottage is a terrific getaway for families, couples, walkers and dog lovers wanting to explore this enchanting part...

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

7 nights from £715

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

The Barton is a 1 bedroom, dog friendly cottage near the sea near Truro, Cornwall.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £721

The Barton

5752

1 bedroom, dog friendly cottage near the sea near Truro, Cornwall.


A stylish, boutique cottage which is the perfect romantic getaway, close to the tranquil shores of Restronguet Creek. This little hideaway is ideal for just the two of you, and of ...

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

7 nights from £721

Condurro House is a 3 bedroom, dog friendly cottage with sea views near Truro, Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1644

Condurro House

5767

3 bedroom, dog friendly cottage with sea views near Truro, Cornwall.


With tranquil views of the mesmerising flow of the ebbing tide, this really is a relaxing retreat. Set in the heart of the peaceful village of St Clement on the Tresillian river, y...

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

7 nights from £1644

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. 

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