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 385 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 385 May half term cottages

Cornica is a 4 bedroom, dog friendly cottage with sea views near Whitsand Bay.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1875

Cornica

6068

4 bedroom, dog friendly cottage with sea views near Whitsand Bay.


If you're dreaming of the coastal escape, Cornica is waiting. Set in an elevated position in the pretty hamlet of Portwrinkle, this coastal retreat offers ocean views, a sandy beac...

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

7 nights from £1875

Cals-Meyn Lodge is a 2 bedroom, dog friendly holiday cottage in Portreath, North Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £605

Cals-Meyn Lodge

6037

2 bedroom, dog friendly holiday cottage in Portreath, North Cornwall.


Tucked away in the charming Cornish village of Illogan, near an historic woodland and the sandy beaches of the north coast, Cals-Meyn Lodge is a refined and welcoming retreat with ...

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

7 nights from £605

Lemail is a 4 bedroom, dog friendly cottage near Wadebridge, North Cornwall.
  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £2360

Lemail

6058

4 bedroom, dog friendly cottage near Wadebridge, North Cornwall.


Wrap yourself in the lap of luxury at this elegant Georgian home, peacefully nestled in the heart of the Cornish countryside, surrounded by verdant pastures, ancient woodland and w...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £2360

Plain An Gwarry is a 4 bedroom, dog friendly cottage near Mevagissey, South Cornwall.
  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1053

Plain An Gwarry

6064

4 bedroom, dog friendly cottage near Mevagissey, South Cornwall.


Nestled in the heart of the glorious Cornish countryside on the outskirts of the pretty village of St Ewe, close to the fabulous beaches of Gorran Haven and Mevagissey, Plain An Gw...

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

7 nights from £1053

Rosmelin is a 3 bedroom, dog friendly cottage near Wadebridge, North Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1564

Rosmelin

6059

3 bedroom, dog friendly cottage near Wadebridge, North Cornwall.


Nestled in the heart of the Cornish countryside, Rosmelin is a truly stunning hideaway that invites you to wrap yourself in the lap of luxury and be embraced by the peace and calm ...

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

7 nights from £1564

Higher Trennal Farm is a 4 bedroom, dog friendly holiday cottage near Penzance, West Cornwall.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1482 *

Higher Trennal Farm

6023

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


Step back in time at Higher Trennal Farm, an historic Cornish home dating back to 1740. Once known as Trenwall, this characterful farmhouse has been lovingly rebuilt and restored o...

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

7 nights from £1482 *

View
  • 25% off

    22 Dec 2025 - 29 Dec 2025

    From £2020.50 £1515.38

  • 25% off

    29 Dec 2025 - 5 Jan 2026

    £2020.50 £1515.38

Soul Surfer is a 2 bedroom apartment with sea views in Newquay, North Cornwall.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £837

Soul Surfer

6061

2 bedroom apartment with sea views in Newquay, North Cornwall.


The embodiment of the surfing spirit can be found at this stunning apartment, simply open the windows and hear the waves crashing on the shore on the iconic Fistral beach. Gaze out...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £837

3 Kelly's Gardens is a 2 bedroom, dog friendly cottage near the beach in St Ives, Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £695 *

3 Kelly's Gardens

6056

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


Tucked away in the very heart of St Ives, 3 Kelly's Gardens is a charming two bedroom terraced cottage and is the perfect spot for couples or families looking to soak up the town's...

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

7 nights from £695 *

Our property managers are local experts who handpick perfect places to stay.

Darling Chestnut is a 1 bedroom self catering cottage near Helford, West Cornwall.
  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £863

Darling Chestnut

6009

1 bedroom self catering cottage near Helford, West Cornwall.


Resting under the ancient chestnut tree, not far from the oak-lined banks of the Helford, this beautifully converted detached barn has been curated into a dreamy retreat for two lu...

  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £863

View
  • 20% off

    28 Nov 2025 - 5 Dec 2025

    £781.00 £624.80

  • 20% off

    5 Dec 2025 - 12 Dec 2025

    £781.00 £624.80

  • 20% off

    12 Dec 2025 - 19 Dec 2025

    From £781.00 £624.80

  • 20% off

    19 Dec 2025 - 26 Dec 2025

    £925.00 £740.00

  • 20% off

    26 Dec 2025 - 2 Jan 2026

    £925.00 £740.00

Starry Skies is a 2 bedroom self catering cottage near Helford, West Cornwall.
  • Sleeps 4 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £1342

Starry Skies

6008

2 bedroom self catering cottage near Helford, West Cornwall.


Hidden away near the serene waters of the Helford River lies this thoughtfully renovated barn conversion and wild spa, where every detail has been crafted with care. From the soft-...

  • Sleeps 4 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £1342

View
  • 20% off

    28 Nov 2025 - 5 Dec 2025

    £1031.00 £824.80

  • 20% off

    5 Dec 2025 - 12 Dec 2025

    £1031.00 £824.80

  • 20% off

    12 Dec 2025 - 19 Dec 2025

    From £1031.00 £824.80

  • 20% off

    26 Dec 2025 - 2 Jan 2026

    £1731.00 £1384.80

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.