May Half Term Holiday Cottages

May Half Term Holiday Cottages

With a cool breeze and warm sunshine, May marks the start of summer and many happy times to come. Kick start your summer properly and hop in the car; a holiday in a luxury self-catering cottage awaits. Browse through our list of 805 available cottages and find your favourite. All of our cottages are handpicked; personally inspected and fully equipped so your holiday is the best it can be.Read more

Spend your days exploring deep, green countryside and skim stones across lazy streams. Follow the scent of salty air and head to the coast, spending long days on the beach flitting between soft sands and cool sea. Perch on a bench and watch as life goes by, before heading to a local restaurant to dine on fresh, local produce lovingly crafted and prepared by skilled hands. Then, when you've had your fill of exploring, turn your attention to relaxing. Throw yourself into the holiday spirit and land in your own private self-catering cottage, primed and ready for you. An early summer break in your own slice of paradise can give you the chance to unwind, catch up and settle into a slower, more considered rhythm.  

Spend your May-Half Term in a Luxury Retreat

Whether you are looking for a solo retreat or want to bring the whole family away for a much-needed break, May half term provides ample opportunity to escape to greener grass for a while. However you'd like to spend your time, our cottages offer wide variety and consistent quality. Many of our cottages are dog-friendly too, meaning everyone can join in this May half term. 

Our exclusive ferry discounts will make your island trip with Classic plain sailing.

We have 805 cottages available for May half term

Chyvean is a 3 bedroom, dog friendly cottage near the beach near Porthleven.
  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £810 *

Chyvean

4724

3 bedroom, dog friendly cottage near the beach near Porthleven.


In the heart of a quintessential Cornish village and only 500 yards from the sea you will find the charming Chyvean. Nestled in Gunwalloe on the Lizard peninsula, this delightful s...

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

7 nights from £810 *

33 The Green is a 4 bedroom, dog friendly cottage near the beach in Shaldon, Devon.
  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Sun

7 nights from £1829

33 The Green

4658

4 bedroom, dog friendly cottage near the beach in Shaldon, Devon.


Welcome to 33 The Green, this stunning Georgian house oozes style and luxury, whilst being equally welcoming and charming, making it the ideal holiday home for all occasions. Locat...

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

7 nights from £1829

Well Cottage is a Stylish 4 bedroom, dog friendly holiday cottage near Padstow, North Cornwall.
  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1439

Well Cottage

4672

Stylish 4 bedroom, dog friendly holiday cottage near Padstow, North Cornwall.


Nestled in a charming Cornish hamlet and surrounded by beautiful countryside and views over historic woodland, is this really stylish, pretty as a picture, dog-friendly cottage. Be...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1439

Rame Head Lookout is a 1 bedroom, dog friendly cottage with sea views near Whitsand Bay.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £849

Rame Head Lookout

4634

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


Perched high on the clifftop at Rame, in an Area of Outstanding Natural Beauty with views stretching out to the iconic tiny chapel on the headland and surrounded by the sea, this i...

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

7 nights from £849

View
  • 10% off

    22 Nov 2024 - 29 Nov 2024

    £746.00 £671.40

Rosemary Cottage is a 2 bedroom holiday cottage near the beach in St Agnes, North Cornwall.
  • Sleeps 4
  • No pets
  • Changeover Sat

7 nights from £2150

Rosemary Cottage

4713

2 bedroom holiday cottage near the beach in St Agnes, North Cornwall.


Pretty as a picture and cute as a button this oh so gorgeous cottage is a retreat of unassuming beauty and perfect for families or a dreamy love nest for couples wishing to tuck th...

  • Sleeps 4
  • No pets
  • Changeover Sat

7 nights from £2150

The Homestead is a 3 bedroom, dog friendly cottage near Crantock, North Cornwall.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1484

The Homestead

4671

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


Follow the leafy lanes just a few miles from the north Cornish coast and arrive within the tranquil private setting of The Homestead. Hidden away from the bustle of the sand and se...

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

7 nights from £1484

Seashells is a 2 bedroom, dog friendly cottage near the beach in Exmouth, Devon.
  • Sleeps 3 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £543

Seashells

4667

2 bedroom, dog friendly cottage near the beach in Exmouth, Devon.


Seashells is a welcoming home-from-home situated moments away from stunning Exmouth beach and the bustling Exmouth marina. At the end of a fun-packed day exploring Exmouth and ...

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

7 nights from £543

Magnolia is a 3 bedroom, dog friendly cottage near the beach in Exmouth, Devon.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £930

Magnolia

4668

3 bedroom, dog friendly cottage near the beach in Exmouth, Devon.


Magnolia is the perfect family base to enjoy the thriving and traditional seaside town of Exmouth. Located only 150 yards from beautiful sandy Exmouth beach, and a short walk from ...

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

7 nights from £930

Potters Cottage is a 3 bedroom, dog friendly cottage near the beach in Mousehole.
  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £668 *

Potters Cottage

4704

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


In the heart of Mousehole and within walking distance from the bustling harbour, this stunning dog-friendly cottage is simply charming and offers a wonderful seaside escape. Potter...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £668 *

View
  • 30% off

    16 Dec 2024 - 20 Dec 2024

    From £448.50 £313.95

Cowan is a 3 bedroom, dog friendly cottage with sea views in Padstow, Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1114

Cowan

4674

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


Pretty as a picture Harlyn Bay is a friendly place with cute little cottages, a gastro pub, wonderful coastal walks and the most beautiful sandy beach. This is a wonderful location...

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

7 nights from £1114

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