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 805 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 805 cottages available for May half term

Olive is a Shepherd's hut with wood-fired outdoor bath in South Devon.
  • Sleeps 2
  • No pets
  • Changeover Fri

From £92 per night

Olive

5755

Shepherd's hut with wood-fired outdoor bath in South Devon.


Nestled in a tranquil meadow on the edge of Dartmoor National Park, Olive is a charming shepherd's hut, perfect for blissful days and star gazing nights surrounded by nature. For t...

  • Sleeps 2
  • No pets
  • Changeover Fri

From £92 per night

Llanamor is a Stunning 3 bedroom homestay with sea views nr Whitsand Bay, South Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £1539

Llanamor

5789

Stunning 3 bedroom homestay with sea views nr Whitsand Bay, South Cornwall.


Come and fall under the spell of our stunning coastal retreat, set on the gorgeous Rame peninsula in the tiny hamlet of Portwrinkle. With endless sea views, incredible interiors an...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £1539

Hendy Cottage is a 3 bedroom, dog friendly self catering cottage in Stroud.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1117

Hendy Cottage

5793

3 bedroom, dog friendly self catering cottage in Stroud.


Hendy Cottage is a charming end of terrace, Grade II Listed Cotswold stone cottage situated just moments from Rodborough Common, offering stunning views over the Cotswold Way and t...

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

7 nights from £1117

Joe House is a 2 bedroom self catering cottage near Hawes.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £612

Joe House

5779

2 bedroom self catering cottage near Hawes.


Once inside you will be enveloped in the essence of a Yorkshire country cottage with beams, hand hewn staircase, walls which have been carefully renovated to ensure the traditiona...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £612

Nettlebed is a 3 bedroom, dog friendly self catering cottage near Hawes.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £781

Nettlebed

5768

3 bedroom, dog friendly self catering cottage near Hawes.


Come away to Yorkshire and experience the authentic, rustic charm of an original Yorkshire stone cottage. Nettlebed is nestled on the hillside with amazing views over Swaledale and...

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

7 nights from £781

Hartland Cottage is a 3 bedroom, dog friendly cottage near the sea in Boscastle, Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £715

Hartland Cottage

5777

3 bedroom, dog friendly cottage near the sea in Boscastle, Cornwall.


Bursting with charm and character, this Grade II Listed terraced cottage is a terrific getaway for families, couples, walkers and dog lovers wanting to explore this enchanting part...

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

7 nights from £715

Yew Tree Barn is a 2 bedroom, dog friendly holiday cottage near Glastonbury, Somerset.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £722

Yew Tree Barn

5784

2 bedroom, dog friendly holiday cottage near Glastonbury, Somerset.


Situated in a peaceful corner of Somerset, with uninterrupted countryside views across the Levels, Yew Tree Barn is a high quality barn conversion with a contemporary feel. Perfect...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £722

5 Green Edge is a 4 bedroom, dog friendly town house with sea views in Beaumaris.
  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1050

5 Green Edge

5787

4 bedroom, dog friendly town house with sea views in Beaumaris.


Set along the picturesque Anglesey coastline, 5 Green Edge is a substantial three-storey, Grade II Listed Georgian home blending historic charm with modern comfort. Step inside int...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1050

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The Old Stable is a A cosy 2 bedroom, dog friendly self catering cottage near Hawes.
  • Sleeps 3 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £587

The Old Stable

5790

A cosy 2 bedroom, dog friendly self catering cottage near Hawes.


The Old Stable nestles in a splendid, elevated position with far reaching views of the hills and dales in the hamlet of Crackpot in the heart of the Yorkshire Dales. A delightfully...

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

7 nights from £587

The Haven is a 2 bedroom self catering cottage near Hawes.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £638

The Haven

5778

2 bedroom self catering cottage near Hawes.


As its name implies, The Haven is a lovely stone cottage in the heart of the Yorkshire Dales in the quintessential country village of Gunnerside with its pretty bridge, picturesque...

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

7 nights from £638

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