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

Lachlan's Barn is a 3 bedroom, dog friendly self catering cottage near Lutterworth.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1577

Lachlan's Barn

5554

3 bedroom, dog friendly self catering cottage near Lutterworth.


Lachlan's Barn is a charming blend of rustic charm and modern comfort set within a beautifully converted farm building boasting open plan living and three en suite bedrooms. The...

  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1577

To The Beach is a 3 bedroom, dog friendly holiday cottage near the beach near Pembroke.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £816

To The Beach

5776

3 bedroom, dog friendly holiday cottage near the beach near Pembroke.


To The Beach nestles just a short walk from the golden sands and rolling surf of West Angle Beach, in the historic seafaring village of Angle, offering a perfect blend of natural b...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £816

The Barton is a 1 bedroom, dog friendly cottage near the sea near Truro, Cornwall.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £721

The Barton

5752

1 bedroom, dog friendly cottage near the sea near Truro, Cornwall.


A stylish, boutique cottage which is the perfect romantic getaway, close to the tranquil shores of Restronguet Creek. This little hideaway is ideal for just the two of you, and of ...

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

7 nights from £721

Condurro House is a 3 bedroom, dog friendly cottage with sea views near Truro, Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1644

Condurro House

5767

3 bedroom, dog friendly cottage with sea views near Truro, Cornwall.


With tranquil views of the mesmerising flow of the ebbing tide, this really is a relaxing retreat. Set in the heart of the peaceful village of St Clement on the Tresillian river, y...

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

7 nights from £1644

Pucks Oak is a 4 bedroom, dog friendly holiday cottage with sea views in Seaview.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1134

Pucks Oak

5698

4 bedroom, dog friendly holiday cottage with sea views in Seaview.


Within moments of the seafront at Seaview, with off-street parking and a lovely garden, semi-detached Pucks Oak is a great home-from-home to enjoy with friends and family. With the...

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

7 nights from £1134

The Lookout is a 2 bedroom, dog friendly apartment with sea views, near Studland.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £902

The Lookout

5763

2 bedroom, dog friendly apartment with sea views, near Studland.


In an elevated position with views out to Swanage Bay, The Lookout is a modern, stylish, first floor apartment for up to four lucky guests and their four-legged friend to enjoy. Ta...

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

7 nights from £902

We are Gold accredited with the Green Tourism Business Scheme.

Laundry Cottage is a 1 bedroom, dog friendly holiday cottage near Newquay, North Cornwall.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £808

Laundry Cottage

5709

1 bedroom, dog friendly holiday cottage near Newquay, North Cornwall.


Take the leafy drive that leads into the stunning Tresillian Estate where this little beauty is waiting to treat you and your loved one to a romantic getaway and wonderful escape f...

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

7 nights from £808

Lynnfield Hall is a 2 bedroom, dog friendly apartment near the beach in Hunstanton.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £840

Lynnfield Hall

5760

2 bedroom, dog friendly apartment near the beach in Hunstanton.


Hunstanton is a charming Victorian seaside town situated on the glorious Norfolk coast and Lynnfield Hall is ideally placed close to the High Street and scenic promenade. Known loc...

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

7 nights from £840

Fron Haul is a 1 bedroom self catering cottage near Cardigan.
  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £500

Fron Haul

5773

1 bedroom self catering cottage near Cardigan.


Imagine getting away-from-it-all to an enchanting, Grade II Listed, 19th Century limewashed, traditional Welsh stone cottage, steeped in Welsh history, soul and tradition, with bea...

  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £500

Mounts Bay Cottage is a 2 bedroom, dog friendly cottage near the beach near Marazion.
  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £758

Mounts Bay Cottage

5593

2 bedroom, dog friendly cottage near the beach near Marazion.


Nestled in a quaint Cornish hamlet, a 15 minute stroll will take you to the sandy beach of Perranuthnoe and further along you will reach the breathtaking St Michael's Mount. Mounts...

  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £758

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