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

Poppy Cottage is a 2 bedroom, dog friendly cottage near the beach in St Just, Cornwall.
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £574

Poppy Cottage

4480

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


St Just is a hive of activity, great pubs, walks, galleries and cafes. Formerly an old market barn and recently used by the British Legion, Poppy Cottage has been lovingly converte...

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

7 nights from £574

Bower Cottage is a 3 bedroom dog friendly holiday cottage near the beach in St Agnes, North Cornwall.
  • Sleeps 6 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1646

Bower Cottage

4457

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


Beautifully restored Bower Cottage is all about luxury, comfort and style from the moment you pull up in your car. Located down a little lane, yet still in the heart of laid-back S...

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

7 nights from £1646

View
  • 20% off

    30 Nov 2024 - 7 Dec 2024

    From £1017.45 £813.96

  • 20% off

    7 Dec 2024 - 14 Dec 2024

    From £1017.45 £813.96

Viewtown Linhay is a 1 bedroom, dog friendly apartment near Callington, South Cornwall.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £380

Viewtown Linhay

4500

1 bedroom, dog friendly apartment near Callington, South Cornwall.


Viewtown Linhay is a hidden gem offering a walker's paradise for you and your hound. Situated in the Tamar Valley bordering the Area of Outstanding Natural Beauty on the outskirts ...

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

7 nights from £380

Straw Cottage is a Dog friendly cottage with hot tub near Clovelly, North Devon.
  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £798

Straw Cottage

4490

Dog friendly cottage with hot tub near Clovelly, North Devon.


Straw Cottage is truly unique and offers a wonderful sanctuary of calmness - a holiday here will no doubt leave you wanting to return. This charming bolthole has been skilfully and...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £798

Our property managers are local experts who handpick perfect places to stay.

Bowhay Shepherd's Hut is a Shepherds Hut with hot tub near Totnes, South Devon.
  • Sleeps 2
  • No pets
  • Changeover Fri

From £99 per night

Bowhay Shepherd's Hut

4402

Shepherds Hut with hot tub near Totnes, South Devon.


Escape the everyday to a tranquil spot set in an idyllic location overlooking spectacular countryside with views across the Dart Valley. Be greeted at the farm gate by the friendly...

  • Sleeps 2
  • No pets
  • Changeover Fri

From £99 per night

Erica is a 2 bedroom, dog friendly cottage with sea views in Kingsand, Cornwall.
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £888

Erica

4472

2 bedroom, dog friendly cottage with sea views in Kingsand, Cornwall.


Totally unique, packed full of charm and with the most stunning of coastal views - welcome to Erica! Perfectly positioned by the beach, this darling of a cottage makes for the ulti...

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

7 nights from £888

Windy Ridge is a 4 bedroom, dog friendly holiday cottage with sea views in Seaview, Isle of Wight.
  • Sleeps 10 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £2408

Windy Ridge

4464

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


Tucked away in the idyllic setting of Seagrove Bay and just steps away from the beach, Windy Ridge is a stunning semi-detached house with wonderful sea views from both the ground a...

  • Sleeps 10 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £2408

Rosie's Hut is a Shepherds hut with hot tub near Totnes, South Devon.
  • Sleeps 2
  • No pets
  • Changeover Fri

From £64 per night

Rosie's Hut

4431

Shepherds hut with hot tub near Totnes, South Devon.


Simply wow! Set in the most idyllic location, Rosie's Hut is a beautifully appointed retreat, surrounded by uninterrupted countryside views. The icing on the cake is the glorious w...

  • Sleeps 2
  • No pets
  • Changeover Fri

From £64 per night

Buttervilla Retreat is a 2 bedroom, dog friendly holiday cottage with hot tub near Looe, South Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £825

Buttervilla Retreat

4447

2 bedroom, dog friendly holiday cottage with hot tub near Looe, South Cornwall.


Buttervilla Retreat offers its own bubble of peacefulness from wonderful interiors to the perfect location for exploring two counties. No detail has been overlooked; furnished thro...

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

7 nights from £825

Stargazy is a 2 bedroom, dog friendly cottage near Mawgan Porth, North Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1080

Stargazy

4436

2 bedroom, dog friendly cottage near Mawgan Porth, North Cornwall.


Tucked away between the open fields on Cornwall's alluring north coast, Stargazy is settled in the quiet idyll of rural bliss. This is a stunning semi-detached two bedroom, gra...

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

7 nights from £1080

Our guests rate us 4.8/5 on Feefo, the independent review site.

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