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 408 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 408 May half term cottages

Hillside View is a 3 bedroom, dog friendly holiday cottage near Tavistock, Dartmoor.
  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1027 booking fees included

Hillside View

6215

3 bedroom, dog friendly holiday cottage near Tavistock, Dartmoor.


Tucked away in the glorious Tamar Valley, Hillside View is a rather special holiday retreat where peace, beautiful countryside and the great outdoors are right on your doorstep. Wi...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1027

Rubena Cottage is a 2 bedroom, dog friendly cottage near the beach in Port Isaac.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £946 booking fees included

Rubena Cottage

6200

2 bedroom, dog friendly cottage near the beach in Port Isaac.


A mere hop, skip and a jump from the water's edge, this absolute gem of a cottage has been restored with exquisite care, creating a most desirable retreat that's perfect for warm s...

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

7 nights from £946

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April Cottage is a 2 bedroom, dog friendly cottage near the beach near Coverack.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Thu

7 nights from £693 booking fees included

April Cottage

6199

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


Tucked away in an historic beachside location, this chic yet characterful semi-detached cottage has been lovingly restored and brought back to life, creating the perfect escape for...

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

7 nights from £693

Riverside Cottage is a 2 bedroom, dog friendly cottage with sea views in Flushing, Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £708 booking fees included

Riverside Cottage

6163

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


Tucked away in the pretty, waterside village of Flushing, this lovely terraced property is perfectly located in a peaceful spot and just a short stroll downhill to the water, only ...

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

7 nights from £708

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Porto Cottage is a 1 bedroom, dog friendly cottage near the beach in St Agnes, Cornwall.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £737 booking fees included

Porto Cottage

6195

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


A stylish hideaway in a peaceful location just a short walk from the heart of the trendy village of St Agnes. With charming, cosy interiors Porto Cottage gorgeous property that has...

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

7 nights from £737

1 South Terrace is a 3 bedroom, dog friendly cottage with sea views in Penzance, Cornwall.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1461 booking fees included

1 South Terrace

6162

3 bedroom, dog friendly cottage with sea views in Penzance, Cornwall.


Wake up to the sound of the sea, breathe in the salty air and experience one of Penzance’s most enviable locations. Perfectly positioned overlooking the seafront and iconic promena...

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

7 nights from £1461

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  • 15% off

    9 Oct 2026 - 16 Oct 2026

    £1215.00 £1042.20 booking fees included

  • 15% off

    1 Nov 2026 - 6 Nov 2026

    £886.20 £762.72 booking fees included

  • 15% off

    6 Nov 2026 - 13 Nov 2026

    £1092.00 £937.65 booking fees included

Woonsmith is a 2 bedroom, dog friendly holiday cottage near Penzance, West Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £946 booking fees included

Woonsmith

6192

2 bedroom, dog friendly holiday cottage near Penzance, West Cornwall.


Escape to the peace and allure of the Cornish countryside at this beautifully renovated two bedroom cottage with its secluded, exclusive wild swimming lake just outside the pretty ...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £946

Admiral's Den is a 2 bedroom, dog friendly apartment near the beach in Penzance.
  • Sleeps 4 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £816 booking fees included

Admiral's Den

6169

2 bedroom, dog friendly apartment near the beach in Penzance.


Step into a piece of Cornish history at Admiral’s Den, a two-bedroom apartment occupying a wing of the magnificent Grade II Listed Georgian Nancealverne House. Set within 25 acres ...

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

7 nights from £816

Nancealverne Estate

  • Sleeps 8 + 4 cots in 2 properties
  • Changeover Sat

7 nights from £1778.43 booking fees included

Apple Loft Cottage is a 2 bedroom, dog friendly cottage near the beach in Penzance, Cornwall.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £963 booking fees included

Apple Loft Cottage

6168

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


Nestled within 25 acres of enchanting grounds of historic Nancealverne House, Apple Loft Cottage is a beautifully restored property offering a peaceful stay steeped in centuries of...

  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £963

View
  • 20% off

    10 Oct 2026 - 17 Oct 2026

    £930.00 £756.60 booking fees included

  • 20% off

    17 Oct 2026 - 24 Oct 2026

    From £930.00 £756.60 booking fees included

  • 20% off

    24 Oct 2026 - 31 Oct 2026

    From £952.00 £774.20 booking fees included

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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.