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 807 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 807 cottages available for May half term

Linhay Cottage is a 2 bedroom, dog friendly, self catering cottage near the beach near Portscatho.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £856

Linhay Cottage

3139

2 bedroom, dog friendly, self catering cottage near the beach near Portscatho.


Poised minutes away from Porthcurnick beach, this comfortable modern cottage has lovely sea views out to Gull Rock, Nare Head and beyond. One of a terrace of four, there is a prett...

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

7 nights from £856

Little Barn is a 2 bedroom, rural cottage near the beach near Portscatho, Cornwall.
  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £711

Little Barn

3140

2 bedroom, rural cottage near the beach near Portscatho, Cornwall.


The Little Barn is a delightful detached barn conversion situated in the hamlet of Treworlas on the cliffs above Pendower Beach with views across the bay to Portscatho. Restored to...

  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £711

Sea Spray is a 2 bedroom self catering cottage near the beach near St Mawes.
  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £619

Sea Spray

3158

2 bedroom self catering cottage near the beach near St Mawes.


Set in the heart of the picturesque village of St Mawes, with a wonderful sea view across the rooftops, this comfortable terraced cottage is within easy walking distance of the exc...

  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £619

Slipway Cottage is a 1 bedroom self catering cottage near the beach near Portscatho.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £591

Slipway Cottage

3161

1 bedroom self catering cottage near the beach near Portscatho.


What a view you will lap up from this pretty, traditional end of terrace cottage in the centre of the charming seaside village of Portscatho. As the name suggests, the cottage is l...

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

7 nights from £591

Choose from our exclusive collection at the best prices with real time availability.

The Old Loft is a 1 bedroom, dog friendly cottage near the beach near Portscatho.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £402

The Old Loft

3168

1 bedroom, dog friendly cottage near the beach near Portscatho.


Ideal for couples this detached, single-storey converted barn is located at Treluggan, a small country hamlet in the heart of the Roseland peninsula. There are some lovely coas...

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

7 nights from £402

Trevow is a 3 bedroom rural cottage near Portscatho, South Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £777

Trevow

3173

3 bedroom rural cottage near Portscatho, South Cornwall.


Trevow is idyllically situated facing eastwards over fields towards the sea at Rosevine, only five minutes' walk from the National Trust coastal path and sandy beach at Porthcurnic...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £777

2 Tregarth Cottages is a 3 bedroom cottage near the beach in St Mawes, South Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £713 *

2 Tregarth Cottages

3105

3 bedroom cottage near the beach in St Mawes, South Cornwall.


This superb property is in an exclusive row of three individually designed houses just a five minute walk down the hill to St Mawes' picturesque harbour and village centre with its...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £713 *

Badgers Cottage is a 1 bedroom, dog friendly cottage near Bridport, Dorset.
  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £521

Badgers Cottage

3014

1 bedroom, dog friendly cottage near Bridport, Dorset.


This pretty semi-detached cottage for two is nestled within an Area of Outstanding Natural Beauty (now known as National Landscapes) on West Hembury Farm. Badgers Cottage is an ...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £521

Barn Owls Cottage is a 3 bedroom, dog friendly cottage near Bridport, Dorset.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1014

Barn Owls Cottage

3015

3 bedroom, dog friendly cottage near Bridport, Dorset.


Barn Owls Cottage is a semi-detached cottage that has been converted from an 18th Century stone barn. Despite having stylish modern fittings, it has still retained much of its orig...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1014

West Hembury Farm

  • Sleeps 8 + 2 cots in 2 properties
  • Changeover Fri

7 nights from £1535

Readymade beds and fluffy towels; this simple but appreciated welcome is standard with us.

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