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 751 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 Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.

We have 751 cottages available for May half term

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

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 £3069

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 £3069

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 £914

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 £914

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 £798

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 £798

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

7 nights from £680

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 £680

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

7 nights from £553

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 £553

Bryn Teifi is a 3 bedroom self catering cottage near the beach near Abersoch.
  • Sleeps 6
  • No pets
  • Changeover Fri

7 nights from £1258

Bryn Teifi

5807

3 bedroom self catering cottage near the beach near Abersoch.


At first glance, Bryn Teifi presents itself as a small traditional cottage with all its original features, yet behind the white-washed facade lies a bold, contemporary Scandinavian...

  • Sleeps 6
  • No pets
  • Changeover Fri

7 nights from £1258

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

7 nights from £837

Glebe House

5743

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


Tucked away in a quiet corner, just a stone's throw from the picturesque harbourside of St Mawes on the Roseland peninsula you will find Glebe House, a charming Cornish cottage, pe...

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

7 nights from £837

Choose from our exclusive collection at the best prices with real time availability.

Seagull Cottage is a 2 bedroom holiday cottage with sea views in Penzance, West Cornwall.
  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £486 *

Seagull Cottage

5762

2 bedroom holiday cottage with sea views in Penzance, West Cornwall.


Overlooking both the only Victorian promenade in Cornwall and the outstanding views of Mount's Bay, centrally located Seagull Cottage offers a vintage seaside charm and is ideal fo...

  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £486 *

The Lobster Pot is a 2 bedroom holiday apartment with sea views in Instow, North Devon.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £1001

The Lobster Pot

5801

2 bedroom holiday apartment with sea views in Instow, North Devon.


With waves crashing and a tide that ebbs and flows, The Lobster Pot in Instow on the north Devon coast is perfectly positioned on the edge of the Taw Estuary with views that will c...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £1001

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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. 

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