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 910 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

Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.

We have 910 cottages available for May half term

Cirrhata is a 2 bedroom, dog friendly cottage with sea views near Whitsand Bay.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1250

Cirrhata

6067

2 bedroom, dog friendly cottage with sea views near Whitsand Bay.


Escape to this seaside sanctuary on the beautiful Rame Peninsula, a place that invites you to slow down, switch off, and truly unwind. With scenery packed coastal walks, long lazy ...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1250

The Old Dairy is a 2 bedroom self catering cottage near Taunton, Somerset.
  • Sleeps 4
  • No pets
  • Changeover Fri

7 nights from £756 *

The Old Dairy

6082

2 bedroom self catering cottage near Taunton, Somerset.


The Old Dairy is a warm and cosy conversion set in the picturesque rolling hills of north Somerset. It offers spacious accommodation for up to four guests and will really strike a ...

  • Sleeps 4
  • No pets
  • Changeover Fri

7 nights from £756 *

Richmond House is a 3 bedroom, dog friendly holiday cottage near the beach in Hunstanton.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £982

Richmond House

5992

3 bedroom, dog friendly holiday cottage near the beach in Hunstanton.


Discover the charm of Hunstanton with a relaxing stay at Richmond House, a light and welcoming escape perfect for adults to enjoy a coastal getaway. The glorious seaside town of Hu...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £982

Seaview Cottage is a 3 bedroom, dog friendly holiday cottage in Crantock, North Cornwall.
  • Sleeps 6 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1255

Seaview Cottage

6060

3 bedroom, dog friendly holiday cottage in Crantock, North Cornwall.


Nestled in the picturesque village of Crantock, this beautiful home offers the perfect retreat for families or groups of friends seeking to enjoy the best of coastal Cornwall. Only...

  • Sleeps 6 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1255

Tramside is a A coastal getaway with panoramic views and upside-down charm
  • Sleeps 4 + cot
  • No pets

Tramside

183

A coastal getaway with panoramic views and upside-down charm


Tramside Laxey, Isle of Man 4 Guests 2 Bedrooms 2 Bathrooms No Pets A coastal getaway with panoramic views and upside-down charm Located in the picturesque village of La...

  • Sleeps 4 + cot
  • No pets
Cornica is a stylish 4 bedroom, dog friendly coastal retreat with sea views near Whitsand Bay.
  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1875

Cornica

6068

stylish 4 bedroom, dog friendly coastal retreat with sea views near Whitsand Bay.


If you're dreaming of the coastal escape, Cornica is waiting. Set in an elevated position in the pretty hamlet of Portwrinkle, this coastal retreat offers ocean views, a sandy beac...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1875

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

7 nights from £1101

Knouchley Cottage

6032

2 bedroom self catering cottage near Bakewell.


From the moment you turn off the road and onto the drive to Knouchley Cottage you will know you are arriving at your perfect holiday retreat. Sublimely positioned amidst the hills ...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £1101

Ballachrink Farmhouse is a Spacious Manx farmhouse retreat for relaxed countryside stays
  • Sleeps 10 + cot
  • Dogs welcome

Ballachrink Farmhouse

184

Spacious Manx farmhouse retreat for relaxed countryside stays


Welcome to Ballachrink Farmhouse, your perfect Manx countryside family escape. A spacious and beautifully appointed family home designed for relaxation, comfort, and memorable mome...

  • Sleeps 10 + cot
  • Dogs welcome

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

Fuchsia Cottage is a Cosy countryside cottage for two near Laxey’s top attractions
  • Sleeps 2 + cot
  • Dogs welcome

Fuchsia Cottage

186

Cosy countryside cottage for two near Laxey’s top attractions


One of six holiday cottages at Ballachrink, Fuchsia Cottage is the smallest of the collection - an intimate and charming countryside retreat for up to two guests. This spacious sin...

  • Sleeps 2 + cot
  • Dogs welcome
The Doll's House is a Charming rural stone cottage for a peaceful couple’s escape
  • Sleeps 2 + cot
  • Dogs welcome

The Doll's House

185

Charming rural stone cottage for a peaceful couple’s escape


Nestled within the tranquil grounds of Ballachrink Farm, The Doll's House is a beautifully converted stone barn that offers a romantic countryside retreat for two. This spacious si...

  • Sleeps 2 + cot
  • Dogs welcome
Load 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.