Holiday Cottages for May

Holiday Cottages for May

May, that wonderful bridge between spring and summer, where temperatures begin to rise and blue skies and sunshine become a regular feature. Settle into the holiday mode and make the most of a quieter towns, beaches and countryside before summer crowds arrive. With new life and colour bursting at the scenes, this is a magical time of year, perfect for a holiday to refresh the senses and revive the soul. Read more Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.

We have 1175 self catering cottages available to rent in May

Sandy Shores is a 2 bedroom, dog friendly self catering apartment in Old Hunstanton.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £770

Sandy Shores

5785

2 bedroom, dog friendly self catering apartment in Old Hunstanton.


Welcome to Sandy Shores, a spacious ground floor apartment situated in the picturesque village of Old Hunstanton, known for its beautiful beaches, sandy dunes and coastal charm. ...

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

7 nights from £770

Seascape - The Garden Flat is a 1 bedroom holiday apartment with fabulous sea views in Polruan, South Cornwall.
  • Sleeps 2 + cot
  • No pets
  • Changeover Sat

7 nights from £544

Seascape - The Garden Flat

5795

1 bedroom holiday apartment with fabulous sea views in Polruan, South Cornwall.


Positioned towards the top of the charming fishing village of Polruan, with stunning ocean views and relaxing interiors, this coastal bolthole offers an unforgettable retreat for c...

  • Sleeps 2 + cot
  • No pets
  • Changeover Sat

7 nights from £544

Seaview is a 6 bedroom, dog friendly home with sea views in Bigbury-on-Sea, Devon.
  • Sleeps 11 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £2871

Seaview

5802

6 bedroom, dog friendly home with sea views in Bigbury-on-Sea, Devon.


Congratulations! You have just found the most perfect family holiday home by the sea. Boasting incredible coastline and sea views, a large three-tiered enclosed garden, a fabulousl...

  • Sleeps 11 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £2871

Penhallow is a 4 bedroom holiday apartment with sea views close to Looe, South Cornwall.
  • Sleeps 8 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £738 *

Penhallow

5799

4 bedroom holiday apartment with sea views close to Looe, South Cornwall.


Only a five minute amble to the beach and fabulous seashore walks and clifftop paths, Penhallow is a coastal lover's delight. It's the place for dawn dips and building sandcastles ...

  • Sleeps 8 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £738 *

Rosslyn is a 4 bedroom holiday cottage with sea views in St Mawes, South Cornwall.
  • Sleeps 7 + cot
  • No pets
  • Changeover Sat

7 nights from £1084

Rosslyn

5800

4 bedroom holiday cottage with sea views in St Mawes, South Cornwall.


Perfectly situated in the heart of the charming seaside village of St Mawes on the stunning Roseland peninsula, Rosslyn is a gorgeous traditional cottage, beautifully styled and in...

  • Sleeps 7 + cot
  • No pets
  • Changeover Sat

7 nights from £1084

One Old School Cottages is a 3 bedroom, dog friendly cottage near the beach in Portscatho.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £727

One Old School Cottages

5803

3 bedroom, dog friendly cottage near the beach in Portscatho.


Situated in the pretty hamlet of Gerrans, just a stroll away from the charming seaside village of Portscatho on the beautiful Roseland peninsula, One Old School Cottages is a charm...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £727

Whipsiderry is a 1 bedroom, dog friendly apartment near the beach in Newquay.
  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £604

Whipsiderry

5809

1 bedroom, dog friendly apartment near the beach in Newquay.


A fabulous top floor apartment with a great roof terrace with gorgeous views over the Gannel Estuary, rolling Cornish countryside and a snip of a sea view too. This bolthole for tw...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £604

The Old Farmhouse is a 3 bedroom, dog friendly self catering cottage in Pickering.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1200

The Old Farmhouse

5792

3 bedroom, dog friendly self catering cottage in Pickering.


Nestled on the edge of the North York Moors in the charming town of Pickering, this Grade II Listed terraced cottage effortlessly combines historic charm with contemporary luxury. ...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1200

Arrive at your handpicked holiday home safe in the knowledge it’s been fully inspected.

Fell View is a 3 bedroom, dog friendly self catering cottage near Hawes.
  • Sleeps 5
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £494

Fell View

5812

3 bedroom, dog friendly self catering cottage near Hawes.


If you want to get away from it all, why not visit Fell View in Gunnerside! A cosy three bedroom cottage in the heart of the village with a local pub on your doorstep and a front c...

  • Sleeps 5
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £494

Brooks Cottage is a 3 bedroom holiday cottage with sea views in St Mawes, South Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £1020

Brooks Cottage

5744

3 bedroom holiday cottage with sea views in St Mawes, South Cornwall.


Situated in the heart of St Mawes, you'll find the beautiful Brooks Cottage gazing out to sea. This welcoming three bedroom waterside getaway is the perfect place to unwind with yo...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £1020

Load more

If you've got children, May half-term provides an excellent opportunity to gather together the family and escape for a while on a dream holiday. Book yourself a luxury self-catering cottage and catch up properly - it's much easier without the distractions of everyday life. However many are in your gang, we'll help you find the perfect cottage. Many of our properties have a games room too, so the kids can keep themselves entertained. Or if your little ones are something of a water baby, why not book a holiday cottage with a swimming pool? We have shared and private pools to offer, so take your pick.

May isn't just about half term though. We also have two bank holidays to look forward to, as well as plenty of chances for spontaneous short breaks and much anticipated weeks away ahead of the summer. From idyllic one-bed retreats up to huge 8-bedroom properties big enough for all your nearest and dearest, you can tailor your dream holiday. It's good news for Fido too, as lots of our cottages are dog-friendly.

May Holidays 

From country to coast, the holiday of a lifetime awaits you. Browse our list of 1175 available cottages and take a step closer to a luxury retreat in May. All of our cottages are handpicked; personally inspected and fully equipped with a complete inventory for your total ease and comfort. 

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