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

Stellan is a 3 bedroom cottage near the beach in Port Isaac, North Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £990

Stellan

5765

3 bedroom cottage near the beach in Port Isaac, North Cornwall.


Stellan is a retreat for all seasons, whether you are seeking time to relax and reset or explore and discover, it's an absolute dream. Set at the top of the village of Port Isaac, ...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £990

Spring View Cottages

  • Sleeps 7 + 2 cots in 2 properties
  • Changeover Fri

7 nights from £1206

Spring View Cottage is a 1 bedroom cottage with countryside views near Dorchester, Dorset.
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £451

Spring View Cottage

5783

1 bedroom cottage with countryside views near Dorchester, Dorset.


A sweet bolthole for two, Spring View Cottage is nestled in the beautiful Dorset countryside. Easily accessible but far enough away to feel like you have really escaped, this compa...

  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £451

Willow Cottage is a 3 bedroom, dog friendly self catering cottage in Dersingham.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £811

Willow Cottage

5757

3 bedroom, dog friendly self catering cottage in Dersingham.


Willow Cottage is situated on a private lane, nestled amongst beautiful gardens and within easy walking distance of the village shops and supermarket and just a stone's throw from ...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £811

We’re a Visit England Quality Accredited Agency for our high standards in holiday letting.

St Aldhelms is a 1 bedroom, dog friendly self catering cottage in Malmesbury.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £613

St Aldhelms

5771

1 bedroom, dog friendly self catering cottage in Malmesbury.


A warm welcome awaits you at St Aldhelms in the bustling and historic market town of Malmesbury. On the edge of the Cotswolds you are well placed to visit Malmesbury Abbey and the ...

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

7 nights from £613

Home Farm Retreat

  • Sleeps 22 + 10 cots in 5 properties
  • Changeover Fri

7 nights from £6920

Fisherman's Den is a 2 bedroom, dog friendly self catering cottage near Lutterworth.
  • Sleeps 2 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1226

Fisherman's Den

5558

2 bedroom, dog friendly self catering cottage near Lutterworth.


Encompassed by serene woodland surroundings, Fisherman's Den offers a perfect retreat for friends to enjoy time together. This bijou cottage features two cosy single bedrooms, each...

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

7 nights from £1226

Caigemdar is a 2 bedroom, dog friendly self catering cottage near Lutterworth.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1314

Caigemdar

5557

2 bedroom, dog friendly self catering cottage near Lutterworth.


Welcome to this gorgeous holiday cottage, a contemporary retreat thoughtfully renovated from charming old farm buildings. Perfectly situated amongst 30 acres of countryside yet onl...

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

7 nights from £1314

The Old Workshop is a 3 bedroom, dog friendly self catering cottage near Lutterworth.
  • Sleeps 5 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1314

The Old Workshop

5556

3 bedroom, dog friendly self catering cottage near Lutterworth.


Perfectly placed in the serene countryside near the village of Shawell, this charming cottage is part of a cluster of dwellings encircling a shared gravel courtyard which is anchor...

  • Sleeps 5 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1314

Coach House is a 3 bedroom, dog friendly self catering cottage near Lutterworth.
  • Sleeps 5 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1489

Coach House

5555

3 bedroom, dog friendly self catering cottage near Lutterworth.


A truly welcoming holiday home awaits your stay, located in the pleasant village of Cotesbach in rural Leicestershire right in the heart of the Midlands. This three bedroom luxury ...

  • Sleeps 5 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1489

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

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