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

The Baggarah is a 2 bedroom self catering cottage near Brampton.
  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £578 *

The Baggarah

5349

2 bedroom self catering cottage near Brampton.


Nestled in the heart of nature and close to the wonders of Hadrian's wall, this charming and beautifully designed and furnished two-bedroom stylishly converted barn is an ideal ret...

  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £578 *

Seaway House is a 3 bedroom holiday cottage with sea views near Dartmouth, South Devon.
  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £1302

Seaway House

5295

3 bedroom holiday cottage with sea views near Dartmouth, South Devon.


Welcome to Seaway House, a fabulous holiday retreat perched overlooking the beautiful south Devon countryside and out to sea, locations don't get more special than this. Nestled...

  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £1302

River Safari is a 2 bedroom, dog friendly Safari Tent near Hereford.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

From £135 per night

River Safari

5281

2 bedroom, dog friendly Safari Tent near Hereford.


A peaceful, off-grid adventure awaits at River Safari, a special safari tent for four nestled within 2,500 acres of private estate. Wander over the bridge to find your escape, hidd...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

From £135 per night

St Michael's is a 4 bedroom, dog friendly cottage near the beach in Portreath.
  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1301

St Michael's

5359

4 bedroom, dog friendly cottage near the beach in Portreath.


If you're longing for the golden sand and turquoise waters of Portreath and a gorgeous cottage to return to at the end of the day, then look no further than St Michael's. An oh so ...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1301

Trenowin Cottage is a 3 bedroom self catering cottage near St Ives, West Cornwall.
  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £1106

Trenowin Cottage

5342

3 bedroom self catering cottage near St Ives, West Cornwall.


Picture-postcard pretty, Trenowin Cottage is an oh-so-lovely Cornish cottage perfect for six lucky guests. Nestled in a rural setting just off the road on the outskirts of the vill...

  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £1106

Skylark is a Dog-friendly cabin with sea views near Falmouth.
  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

From £75 per night

Skylark

5319

Dog-friendly cabin with sea views near Falmouth.


A nature lovers delight, Skylark is a gorgeous, secluded retreat surrounded by blissful countryside. Situated on a rural farmstead, Skylark epitomises the very essence of escapism,...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

From £75 per night

Need more time? Reserve any cottage for up to 24 hours before booking.

Garretts is a 5 bedroom, dog friendly cottage near the beach in Kingsand, Cornwall.
  • Sleeps 9 + 3 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1564

Garretts

5341

5 bedroom, dog friendly cottage near the beach in Kingsand, Cornwall.


Set in the heart of the magical twinned villages of Kingsand and Cawsand, on the breathtaking Rame peninsula, this lovingly presented Grade II Listed cottage is within walking dist...

  • Sleeps 9 + 3 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1564

Trevennen Cottage is a 3 bedroom, dog friendly cottage near the beach in Flushing, Cornwall.
  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £715

Trevennen Cottage

5298

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


Perfectly situated in the idyllic waterside village of Flushing, Trevennen Cottage is a traditional Cornish cottage, beautifully restored and stylishly furnished to capture the ver...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £715

Pickeridge Barn is a 6 bedroom, dog friendly self catering home near Haywards Heath.
  • Sleeps 14 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £2475

Pickeridge Barn

5216

6 bedroom, dog friendly self catering home near Haywards Heath.


This newly converted and eco-friendly barn is rather unique, the perfect holiday home for those looking for a multi-family getaway in the heart of the Sussex countryside. Situat...

  • Sleeps 14 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £2475

Gorse Cottage is a 2 bedroom, dog friendly cottage near Porthleven, West Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £827

Gorse Cottage

5260

2 bedroom, dog friendly cottage near Porthleven, West Cornwall.


Nestled in a peaceful countryside setting close to Cornwall's breathtaking north and south coast, Gorse Cottage is an idyllic spot for those looking for a tranquil escape, no matte...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £827

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  • 20% off

    22 Nov 2024 - 29 Nov 2024

    From £452.70 £362.16

  • 20% off

    29 Nov 2024 - 6 Dec 2024

    From £452.70 £362.16

  • 20% off

    6 Dec 2024 - 13 Dec 2024

    From £452.70 £362.16

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