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 806 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 806 cottages available for May half term

Pennant Cottage is a 2 bedroom holiday cottage with sea views in Falmouth, South Cornwall.
  • Sleeps 4
  • No pets
  • Changeover Fri

7 nights from £801

Pennant Cottage

3996

2 bedroom holiday cottage with sea views in Falmouth, South Cornwall.


There are glorious, far reaching water views from every room in this beautifully appointed, modern cottage, stretching from the moorings on the Penryn River out across the Carrick ...

  • Sleeps 4
  • No pets
  • Changeover Fri

7 nights from £801

Lavender Barn is a 2 bedroom, rural retreat near Porthleven, West Cornwall.
  • Sleeps 4
  • No pets
  • Changeover Fri

7 nights from £816

Lavender Barn

4010

2 bedroom, rural retreat near Porthleven, West Cornwall.


This delightful property is surrounded by rolling hills and wonderful countryside just a mile from the picturesque harbour town of Porthleven and the ancient market town of Helston...

  • Sleeps 4
  • No pets
  • Changeover Fri

7 nights from £816

Chyandour is a 3 bedroom, dog friendly cottage with sea views near St Mawes.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £902

Chyandour

3966

3 bedroom, dog friendly cottage with sea views near St Mawes.


There are fabulous views over the sailing waters around St Mawes from both the garden and first floor living-room of this contemporary eco-house, set on the edge of St Just in Rose...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £902

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

7 nights from £578

Moorland View

3973

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


Stunningly gorgeous, this former miner's terraced cottage has been transformed into a beautiful retreat for couples looking for something extra special. Tucked away in the lovely f...

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

7 nights from £578

Church Lane Cottage is a 2 bedroom, dog friendly cottage near Polzeath, North Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £852

Church Lane Cottage

3987

2 bedroom, dog friendly cottage near Polzeath, North Cornwall.


Set in the peaceful hamlet of St Minver yet only two miles from the thrills and delights of trendy Rock and Polzeath, Church Lane Cottage is a little beauty! Wonderfully welcoming ...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £852

Little St Hugh is a 1 bedroom holiday cottage near the sea in Boscastle, North Cornwall.
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £527

Little St Hugh

3969

1 bedroom holiday cottage near the sea in Boscastle, North Cornwall.


Packed with character, charm and comfort, Little St Hugh is a cosy retreat for two, tucked away in the pretty village of Boscastle – it will have you leaving your worries behind fr...

  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £527

Each and every one of our cottages is fully equipped with everything you’ll need on holiday.

Flackstead is a 3 bedroom self catering cottage near the beach in Brook, Isle of Wight
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £2862

Flackstead

3913

3 bedroom self catering cottage near the beach in Brook, Isle of Wight


Flackstead is a unique eco-friendly house which has breathtaking and uninterrupted coastal views across Compton Bay towards the Needles. Flackstead combines the very best of co...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £2862

Mowhay Barn is a 3 bedroom, rural cottage with sea views near Kingsand, Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £1190

Mowhay Barn

3968

3 bedroom, rural cottage with sea views near Kingsand, Cornwall.


Situated in an acre of beautifully landscaped gardens in the heart of the Rame peninsula, with views across the rolling countryside to the waters of Plymouth Sound and Dartmoor in ...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £1190

Cuddle Cabin is a Rural cabin for 2 near Falmouth, South Cornwall.
  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £521

Cuddle Cabin

3959

Rural cabin for 2 near Falmouth, South Cornwall.


Just as the name suggests this cabin is a perfect spot for a romantic weekend for two. Hidden away in a secluded corner of the owners' smallholding with just the chickens for compa...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £521

Orchard Cottage is a 2 bedroom, dog friendly self catering cottage near Yarmouth, Isle of Wight
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £597

Orchard Cottage

3936

2 bedroom, dog friendly self catering cottage near Yarmouth, Isle of Wight


Originally the farm's milking parlour, this delightful semi-detached cottage sleeping four is the perfect cottage to spend quality time together as a family in a stunning rural loc...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £597

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