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

Walkham is a 2 bedroom, dog friendly holiday cottage near Tavistock, Dartmoor.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1000

Walkham

3254

2 bedroom, dog friendly holiday cottage near Tavistock, Dartmoor.


Named after the river running below, Walkham has a garden with uninterrupted views across the valley with its fields and woodland, to the rise of Dartmoor beyond. Inside you wil...

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

7 nights from £1000

Dittisham is a 2 bedroom, dog friendly holiday cottage near Tavistock, Dartmoor.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £879

Dittisham

3255

2 bedroom, dog friendly holiday cottage near Tavistock, Dartmoor.


Named after the woodland below, Dittisham with its reverse level accommodation, offers views to the tor peaks of the moor from the sitting-area with its soft comfy sofas and warmin...

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

7 nights from £879

Huckworthy is a 1 bedroom, dog friendly holiday cottage near Tavistock, Dartmoor.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £669

Huckworthy

3256

1 bedroom, dog friendly holiday cottage near Tavistock, Dartmoor.


Taking its name from the nearby bridge over the Walkham river, Huckworthy is a truly idyllic couple's retreat. Granite steps lead you up to the front door and private garden area. ...

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

7 nights from £669

Walkham Valley Cottages

  • Sleeps 10 + 3 cots in 3 properties
  • Changeover Fri

7 nights from £2548

Lamb's Tale Shepherd's Hut is a Dog friendly shepherds hut with a hot tub, near Bridgwater in Somerset.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

From £92 per night

Lamb's Tale Shepherd's Hut

3246

Dog friendly shepherds hut with a hot tub, near Bridgwater in Somerset.


Somerset's Quantock Hills – a nine and a half thousand acre Area of Outstanding Natural Beauty – rise up just behind the farm setting for this beautifully crafted, bespoke Shepherd...

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

From £92 per night

Cowhouse Cottage is a 2 bedroom, rural self catering cottage near Helston, West Cornwall.
  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £693

Cowhouse Cottage

3230

2 bedroom, rural self catering cottage near Helston, West Cornwall.


Set in a tranquil location alongside a quiet lane and only a short drive from the pretty village of Gweek, this detached stone cottage is surrounded by countryside and is an ideal ...

  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £693

Little Gem is a 1 bedroom holiday cottage with water views near Fowey, South Cornwall.
  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £466

Little Gem

3002

1 bedroom holiday cottage with water views near Fowey, South Cornwall.


This lovely little waterside bolthole is perfect for couples who like walking, bird watching or messing about on the water – and those who just like to kick back and relax in comfo...

  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £466

Yachtsmans Cottage is a 2 bedroom, dog friendly cottage with views of the river in Lymington, New Forest
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £2126

Yachtsmans Cottage

3194

2 bedroom, dog friendly cottage with views of the river in Lymington, New Forest


A special ‘Just for Two’ rate (for the week) applies outside of school holidays, call us to book. Just moments from the water’s edge at Lymington, this semi-detached whitewashed...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £2126

Horseshoe Cottage is a 2 bedroom, dog friendly apartment near the sea in Torpoint, Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £722

Horseshoe Cottage

3213

2 bedroom, dog friendly apartment near the sea in Torpoint, Cornwall.


Want the chance to stay right in the heart of a historic country park? Then look no further than charming Horseshoe Cottage. Right on your doorstep, the 865 glorious acres of p...

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

7 nights from £722

Cremyll Lodge is a 1 bedroom, dog friendly cottage with sea views near Torpoint.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £594

Cremyll Lodge

3214

1 bedroom, dog friendly cottage with sea views near Torpoint.


Nestled in its own garden within the Mount Edgcumbe Country Park, this is a charming retreat. The park has 865 acres of woods, fields and coastline – your dog will be in heaven! ...

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

7 nights from £594

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