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

Polvellan Heights is a 2 bedroom apartment with sea views in Mousehole, West Cornwall.
  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £1425

Polvellan Heights

5196

2 bedroom apartment with sea views in Mousehole, West Cornwall.


Tucked away in a prime cliffside position, with views that stretch out across the shimmering waters of Mousehole and as far as the eye can see along the west Cornish coast, Polvell...

  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £1425

Apsley Cottage is a 3 bedroom, dog friendly self catering cottage near Midhurst
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1680

Apsley Cottage

5148

3 bedroom, dog friendly self catering cottage near Midhurst


Apsley Cottage is a welcoming cottage with a hot tub on the Cowdray Estate, situated in a secluded location just outside the picturesque village of Bepton, a short drive from Midhu...

  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1680

Challens Yarde is a 4 bedroom, dog friendly self catering cottage with hot tub near Midhurst
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £3200

Challens Yarde

5149

4 bedroom, dog friendly self catering cottage with hot tub near Midhurst


Challens Yarde is a Grade II Listed luxury holiday cottage with hot tub on the Cowdray Estate and can be found on a picturesque rural lane in the village of Easebourne, perfect for...

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

7 nights from £3200

Goose Chase is a 3 bedroom holiday cottage with sea views in Penzance, West Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £1372

Goose Chase

5136

3 bedroom holiday cottage with sea views in Penzance, West Cornwall.


Found deep in the heart of the stunning countryside of west Cornwall, just on the outskirts of the pretty village of Madron, Goose Chase is a fabulous holiday retreat, perfect for ...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £1372

Ffion is a Dog friendly shepherds hut in Devils Bridge.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

From £81 per night

Ffion

5162

Dog friendly shepherds hut in Devils Bridge.


Welcome to Ffion, a wonderfully secluded, dog friendly shepherd's hut nestled away in the Cambrian mountains with stunning views of rich Welsh countryside. Sat overlooking one of t...

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

From £81 per night

Annie's View is a 1 bedroom, dog friendly Shepherds Hut near Ottery St Mary, South Devon.
  • Sleeps 3 + cot
  • Dogs welcome
  • Changeover Fri

From £88 per night *

Annie's View

5179

1 bedroom, dog friendly Shepherds Hut near Ottery St Mary, South Devon.


Nestled away in gorgeous tranquil countryside you'll find Annie's View, a truly delightful shepherd's hut ideal for a cosy couple's retreat to the beautiful county of Devon. With w...

  • Sleeps 3 + cot
  • Dogs welcome
  • Changeover Fri

From £88 per night *

We’ve been raising the standards of self catering holidays since 1977.

Garden Cottage is a 2 bedroom self catering cottage near Malton.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £671

Garden Cottage

5150

2 bedroom self catering cottage near Malton.


Garden Cottage is a delightful two bedroom cottage which forms part of a 200-year-old Listed farmhouse and sits in the small hamlet of Little Habton close to the popular market tow...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £671

Nolands Ho! is a 4 bedroom, dog friendly cottage with sea views in Westward Ho!.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £2017

Nolands Ho!

5168

4 bedroom, dog friendly cottage with sea views in Westward Ho!.


Welcome to Nolands Ho! - a luxurious dog friendly retreat with stunning sea views, taking in Westward Ho! beach, Northam Burrows Country Park and Lundy Island beyond. This upside d...

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

7 nights from £2017

Guillemot is a 1 bedroom, dog friendly cottage near the beach in Falmouth, Cornwall.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £572

Guillemot

5129

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


Just a stone's throw from beautiful Gyllyngvase beach and its renowned cafe/restaurant and a short stroll away from the delights of Falmouth town, Guillemot is a fantastic choice f...

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

7 nights from £572

Little Sparrows is a 2 bedroom, dog friendly cottage near Newton Abbot, South Devon.
  • Sleeps 3 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £572

Little Sparrows

5142

2 bedroom, dog friendly cottage near Newton Abbot, South Devon.


Welcome to Little Sparrows, a sweet, single-storey getaway nestled in the lovely, welcoming village of Ipplepen - ideal for a couple or a small family looking to explore the deligh...

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

7 nights from £572

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