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 662 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 662 cottages available for May half term
7 nights from £1260
Island Cottage
59603 bedroom, dog friendly cottage set on the beach in Kingsand, Cornwall.
Set right on the beach in the charming village of Kingsand, treat yourself to the ultimate seaside escape where the sound of the waves lapping on the seashore become your daily sou...
7 nights from £1260
7 nights from £828
Water's Edge
59802 bedroom, dog friendly apartment with sea views in Looe, Cornwall.
With stunning estuary views over the waters of the Looe River to the countryside beyond and stylish interiors - Water's Edge is an absolute gem! Boasting a prime location, high abo...
7 nights from £828
We’ve been raising the standards of self catering holidays since 1977.
Our family ethos
Tony and Clare Tregoning started the business back in 1977 and their dedication to quality and excellence is at the heart of everything we do. Tony is sadly no longer with us, but we still adhere to their original ethos of finding holiday homes we would like to stay in and have slowly grown the company to find the best picks of properties across the counties. Plus Clare still drops in to keep us on our toes.
As an independent, family-run company, we wouldn’t expect you to stay anywhere we wouldn’t want to stay ourselves. And we’re pretty picky. We want you to walk into your handpicked holiday home and say ‘wow’, sit back and relax.
7 nights from £2799
Ferry Point House
59723 bedroom self catering cottage with sea views near Helensburgh.
What a fantastic view! Escape to this hidden gem in Scotland and delight in the open vistas across the loch and mountains beyond which will captivate your imagination. This con...
7 nights from £2799
7 nights from £745
The Works
59702 bedroom, dog friendly cottage near the beach in Penzance, Cornwall.
Tucked away on a quiet road in the centre of vibrant Penzance, The Works is a unique reverse-level house which offers a stylish and welcoming base to explore the beauty and culture...
7 nights from £745
7 nights from £890
Ocean Break
59652 bedroom holiday cottage near the beach in Croyde, North Devon.
Pack your bags and head to the glorious golden sands of Croyde beach with a stay at Ocean Break. This glorious north Devon seaside village is cradled by the surrounding hills. Afte...
7 nights from £890
7 nights from £1720
Devon Beach Court
59743 bedroom, dog friendly apartment with sea views in Woolacombe.
When the call of the sea can no longer be ignored it's time to head to the north Devon seaside town of Woolacombe with miles and miles of golden sand and endless opportunities to e...
7 nights from £1720
7 nights from £574
Flat 3, 1 May Terrace
59531 bedroom, dog friendly apartment near the beach near Sidmouth.
Welcome to May Terrace and Regency Sidmouth. Just a few minutes' walk takes you to the beautiful seafront, promenade, beaches and magnificent red cliffs. En route you will discover...
7 nights from £574
7 nights from £735 *
Boak Villa
59693 bedroom, dog friendly cottage with sea views in Coverack, Cornwall.
Cradled into the hillside above the charming fishing village of Coverack, Boak Villa boasts a sunny disposition and offers some of the most spectacular sea views you'll find anywhe...
7 nights from £735 *
Readymade beds and fluffy towels; this simple but appreciated welcome is standard with us.
Towels and readymade beds
All of our cottages provide bed linen and towels as standard, with a change of bedding included for holidays of two weeks or more. You’ll also find a fresh change of towels for each week (for in the house only, please bring your own for the beach) and tea towels a-plenty.
The beds will be readymade and waiting for you on arrival so you can simply sink into comfort and relax straight into your holiday.
7 nights from £924
The Mowhay
59453 bedroom, dog friendly cottage with sea views in Padstow, Cornwall.
Nestled in the rural hamlet of Crugmeer, surrounded by glorious countryside yet only a 15-minute walk to Cornwall’s dramatic north coast and a mile from Cornwall’s foodie hotspot o...
7 nights from £924
7 nights from £929
Honeystones
59463 bedroom, dog friendly holiday cottage with sea views in Hunstanton.
Boasting fabulous far-reaching sea views across The Wash and perfectly situated close to the iconic lighthouse on the clifftop of Old Hunstanton, Honeystones is a relaxing holiday ...
7 nights from £929
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.
