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

Wreath Farmhouse is a 4 bedroom, dog friendly holiday cottage near Lyme Regis, Dorset.
  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1270

Wreath Farmhouse

4445

4 bedroom, dog friendly holiday cottage near Lyme Regis, Dorset.


Wreath Farm is in a rural setting overlooking open countryside, just 10 miles inland from the beach at Lyme Regis and the stunning Jurassic Coast. The farmstead now has a new li...

  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1270

The Boatshed is a 1 bedroom cottage near the beach in Praa Sands, West Cornwall.
  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £889

The Boatshed

4454

1 bedroom cottage near the beach in Praa Sands, West Cornwall.


Wow! This beautifully appointed former boatshed is stunning, with reverse level living making the most of the wonderful views and, of course, the sunsets. Set in a secluded spot...

  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £889

View
  • 15% off

    20 Dec 2024 - 27 Dec 2024

    £888.00 £754.80

  • 15% off

    27 Dec 2024 - 3 Jan 2025

    £888.00 £754.80

Rock Samphire is a 2 bedroom, dog friendly cottage near the beach in St Agnes, Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £684

Rock Samphire

4444

2 bedroom, dog friendly cottage near the beach in St Agnes, Cornwall.


This delightful, stylish cottage is in the heart of the friendly quintessential Cornish village of St Agnes. Beautifully renovated and lovingly furnished and equipped, this is a ch...

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

7 nights from £684

Trefechan is a 3 bedroom, dog friendly cottage near the beach in St Agnes, Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1008

Trefechan

4410

3 bedroom, dog friendly cottage near the beach in St Agnes, Cornwall.


Step away from everyday life into Trefechan, a perfect get away from it all for families or group of friends. Delightfully homely Trefechan is a lovely detached Cornish house which...

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

7 nights from £1008

Sawmill Cottage is a 1 bedroom, dog-friendly self-catering cottage in Royal Tunbridge Wells.
  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £525

Sawmill Cottage

4425

1 bedroom, dog-friendly self-catering cottage in Royal Tunbridge Wells.


On the site of the 18th Century sawmill and on the common across the road from The Pantiles, Sawmill Cottage is ideally suited for couples wishing to explore the Royal Spa town of ...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £525

Heron's Lea is a 3 bedroom cottage with sea views in Portscatho, South Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £1781

Heron's Lea

4419

3 bedroom cottage with sea views in Portscatho, South Cornwall.


This gorgeous seaside home is situated in the sought-after location of Rosevine, within walking distance of the glorious sandy Porthcurnick Beach. Set in large gardens with stunnin...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £1781

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

Cheswardine is a 4 bedroom, dog friendly cottage with sea views near Port Isaac.
  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1388

Cheswardine

4408

4 bedroom, dog friendly cottage with sea views near Port Isaac.


The sea beckons you as you wind your way along the country lanes to arrive at the idyllic hamlet of Treligga, tucked away on the breathtaking north Cornish coast, where this wonder...

  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1388

Primrose Cottage is a 4 bedroom, dog friendly holiday cottage near Gwithian, West Cornwall.
  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1103

Primrose Cottage

4379

4 bedroom, dog friendly holiday cottage near Gwithian, West Cornwall.


Set in the peaceful hamlet of Trevoole, ideally situated for exploring both the north and south Cornish coasts, the ever so charming Primrose Cottage awaits you. This absolutely de...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1103

Pebbles is a 2 bedroom self catering cottage near the beach in Seaview, Isle of Wight.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £863

Pebbles

4398

2 bedroom self catering cottage near the beach in Seaview, Isle of Wight.


This beautifully refurbished house is perfectly situated in the heart of Seaview Village, with a lovely patio area to the rear and outdoor seating so you can enjoy dining in the Is...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £863

Wildwood Hideaway is a Dog friendly cabin tucked amongst the trees near Rock, North Cornwall.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

From £101 per night

Wildwood Hideaway

4383

Dog friendly cabin tucked amongst the trees near Rock, North Cornwall.


Take the little winding path that zig-zags its way through the trees to where Wildwood Hideaway is waiting to welcome you to the peace and tranquility of the woodland. Tucked away ...

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

From £101 per night

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