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

Tree Tops Cabin is a Dog friendly treetop cabin near the beach in Cadgwith, Cornwall.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £541

Tree Tops Cabin

4298

Dog friendly treetop cabin near the beach in Cadgwith, Cornwall.


Looking for the perfect get-away-from-it-all retreat? Look no further! Tree Tops Cabin is that and so much more, sat high up in the trees with a peaceful stream trickling through b...

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

7 nights from £541

Poppets Cottage is a 1 bedroom, dog-friendly self catering cottage in Buxted, East Sussex
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £554

Poppets Cottage

4280

1 bedroom, dog-friendly self catering cottage in Buxted, East Sussex


Nestled in a peaceful setting and part of a former convent, Poppets Cottage is as charming as its name implies. Thoughtfully furnished in a country vintage style, this delightf...

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

7 nights from £554

Agatha Cottage is a 2 bedroom holiday cottage near the sea near Brixham, South Devon.
  • Sleeps 4
  • No pets
  • Changeover Sat

7 nights from £946

Agatha Cottage

4272

2 bedroom holiday cottage near the sea near Brixham, South Devon.


This exceptional semi-detached cottage is located in a wonderful corner of south Devon near Agatha Christie's former home Greenway (now a National Trust treasure) with beautiful wa...

  • Sleeps 4
  • No pets
  • Changeover Sat

7 nights from £946

Tanglewood is a 3 bedroom cottage with sea views near Lostwithiel, South Cornwall.
  • Sleeps 5 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £1200

Tanglewood

4268

3 bedroom cottage with sea views near Lostwithiel, South Cornwall.


Set in the creekside village of Lerryn, considered to be one of the prettiest villages in Cornwall, Tanglewood is a very special holiday home in a truly magical setting. It sits in...

  • Sleeps 5 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £1200

Larch Barn is a 2 bedroom, dog friendly holiday cottage near Sidmouth, South Devon.
  • Sleeps 4 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1343

Larch Barn

4262

2 bedroom, dog friendly holiday cottage near Sidmouth, South Devon.


Surrounded by stunning rolling green Devon countryside, this spacious and stylish open plan barn is the perfect rural retreat. Escape to this Area of Outstanding Natural Beauty, si...

  • Sleeps 4 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1343

View
  • 15% off

    29 Nov 2024 - 6 Dec 2024

    £1018.00 £865.30

  • 15% off

    6 Dec 2024 - 13 Dec 2024

    £1018.00 £865.30

  • 15% off

    13 Dec 2024 - 20 Dec 2024

    From £1018.00 £865.30

Puffin is a 3 bedroom, dog friendly cottage with sea views in Newquay, Cornwall.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £915

Puffin

4229

3 bedroom, dog friendly cottage with sea views in Newquay, Cornwall.


Set on the cliffs of the stunning coastline above Porth beach and Lusty Glaze, enjoy listening to the crashing waves on the shore from this lovely mid terrace holiday abode. Locate...

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

7 nights from £915

Readymade beds and fluffy towels; this simple but appreciated welcome is standard with us.

The Old Stables is a 1 bedroom, rural holiday cottage near Bigbury-on-Sea, South Devon.
  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £789

The Old Stables

4246

1 bedroom, rural holiday cottage near Bigbury-on-Sea, South Devon.


If it's a luxury retreat you are looking for, look no further. The Old Stables is a beautiful hideaway situated within the peaceful grounds of the Tremar Estate and offers the very...

  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £789

Top Sails is a 2 bedroom apartment with sea views in St Mawes, South Cornwall.
  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £1082

Top Sails

4250

2 bedroom apartment with sea views in St Mawes, South Cornwall.


Set in an enviable position in the centre of the glamorous waterside village of St Mawes this gorgeous second floor apartment boasts the most incredible sea views over the harbour ...

  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £1082

View
  • 25% off

    29 Nov 2024 - 6 Dec 2024

    £873.00 £654.75

Little Woon is a 1 bedroom, dog friendly boutique holiday home near Falmouth, West Cornwall.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Thu

7 nights from £558

Little Woon

4242

1 bedroom, dog friendly boutique holiday home near Falmouth, West Cornwall.


Welcome to the ultimate piece of paradise for couples looking to escape on a get-away-from-it-all break. Set in a secluded spot yet close to all that this gorgeous corner of Cornwa...

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

7 nights from £558

Merivale is a 4 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1452

Merivale

4240

4 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight


This lovely, light and spacious detached house located on Fairy Road in Seaview, just a short stroll from the seafront, makes a fantastic base for a wonderful holiday on the Isle o...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1452

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