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 808 self catering cottages available to rent in May
7 nights from £1204
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 £1204
7 nights from £805
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 £805
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 £2766
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 £2766
7 nights from £723
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 £723
7 nights from £712 *
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 £712 *
7 nights from £1378
Fulmars
59574 bedroom, dog friendly holiday cottage with sea views in Hunstanton.
Welcome to Fulmars; aptly named after the sea bird which has bred in Hunstanton since 1965 and nest on the clifftops close to this generous and well presented holiday home. Set bac...
7 nights from £1378
7 nights from £980 *
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 £980 *
7 nights from £560
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 £560
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 £716 *
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 £716 *
7 nights from £750 *
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 £750 *
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 808 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.
