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

Bro Tref Cottage is a 4 bedroom, dog friendly cottage near the sea near Mawgan Porth.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1355

Bro Tref Cottage

6022

4 bedroom, dog friendly cottage near the sea near Mawgan Porth.


A charming, semi-detached cottage found in the pretty village of St Mawgan; just a couple of miles away from the sandy beaches of Mawgan Porth and Watergate Bay. With a village sho...

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

7 nights from £1355

Mayflower Cottage is a 2 bedroom, dog friendly cottage near the beach in Kingsand, Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £644

Mayflower Cottage

6020

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


Steeped in charm and just moments from the water's edge, this historic pink-washed cottage offers a quintessential taste of coastal life in one of Cornwall's most picturesque corne...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £644

Old Mill Floor is a 4 bedroom, dog friendly cottage near the beach in Tintagel, Cornwall.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £3000

Old Mill Floor

6031

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


Hidden away in an enchanting wooded valley near Trebarwith, this four bedroom retreat offers a truly unique escape. Set within eight acres of breathtaking natural beauty, where a g...

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

7 nights from £3000

Great Meadow Retreat is a 6 bedroom self catering home near Lostwithiel, North Cornwall.
  • Sleeps 11 + 4 cots
  • No pets
  • Changeover Sat

7 nights from £1967

Great Meadow Retreat

5961

6 bedroom self catering home near Lostwithiel, North Cornwall.


Gather up family and friends and escape to this Cornish countryside gem. With six beautifully appointed bedrooms, generously proportioned interiors, and four acres of beautiful gro...

  • Sleeps 11 + 4 cots
  • No pets
  • Changeover Sat

7 nights from £1967

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

Pendennis Tides is a 2 bedroom apartment with sea views in Falmouth, South Cornwall.
  • Sleeps 4
  • No pets
  • Changeover Sat

7 nights from £729

Pendennis Tides

5994

2 bedroom apartment with sea views in Falmouth, South Cornwall.


A spacious, waterside apartment with amazing vistas over Falmouth harbour and Port Pendennis; this special location offers ever-changing scenery with Naval ships and luxury cruise ...

  • Sleeps 4
  • No pets
  • Changeover Sat

7 nights from £729

We’re a Visit England Quality Accredited Agency for our high standards in holiday letting.

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 *

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

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.