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 1269 self catering cottages available to rent in May
Surby Mount
204A delightful rural setting near Port Erin, ideal for families.
Surby Mount is a beautifully appointed countryside retreat tucked away in the peaceful Surby, just a few minutes from the coastal village of Port Erin. Surrounded by rolling farmla...
7 nights from £613
Ocean View at 32
61292 bedroom, dog friendly apartment with sea views in Saundersfoot.
Wake up to the soothing sound of the sea in Ocean View at 32. You'll fall in love with the glorious Blue Flag beach and uninterrupted, far reaching sea views from this sweet little...
7 nights from £613
7 nights from £896 *
Little Field
61233 bedroom, dog friendly holiday cottage near the beach near Ryde.
Tucked away on a quiet road, Little Field has been lovingly built by the owners and offers guests a peaceful and tranquil retreat with oodles of space and modern living. Situated o...
7 nights from £896 *
Kipper Cottage
202Cosy Peel cottage by the sea, perfect for sunset evenings
Kipper Cottage is a beautifully refurbished coastal hideaway in the heart of Peel, offering an indulgent blend of contemporary comfort and homely charm just moments from the town’s...
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Abbey at Trail Lodge
174Stylish studio apartment located in an idyllic national glen.
Abbey at Trail Lodge is a modern self-catering studio apartment set within the beautifully restored Silverdale Corn Mill, surrounded by the peaceful Silverdale Glen near Ballasalla...
Silverburn at Trail Lodge
170Stylish studio apartment located in an idyllic national glen.
Silverburn at Trail Lodge is a modern self-catering studio apartment set within the beautifully restored Silverdale Corn Mill, surrounded by the peaceful Silverdale Glen near Balla...
7 nights from £447
The Gallery
61271 bedroom, dog friendly holiday cottage near Truro, South Cornwall.
A cosy, rural retreat for two and a small dog; nestled in the Cornish countryside but only a 10 minute drive to the stunning north coast and a short drive to the city of Truro. Set...
7 nights from £447
7 nights from £746 *
Rose End Cottage
60733 bedroom, dog friendly holiday cottage near Padstow, North Cornwall.
Treat yourself to a well deserved break at this gem of a cottage, nestled on the edge of the village of St Issey and perfectly placed for discovering the very best of north Cornwal...
7 nights from £746 *
7 nights from £913
Y Beudy
61074 bedroom, dog friendly cottage with sea views near St Davids.
With far reaching, uninterrupted, spectacular sea views, set in eight acres of countryside and expansive lawns, gorgeous, stone-built Y Beudy is a charming conversion of a traditio...
7 nights from £913
7 nights from £600
Ysgubor
61062 bedroom, dog friendly cottage with sea views near St Davids.
Nestling in the magnificent glory of the dramatic, rugged Pembrokeshire coastline, offering golden beaches, crystal blue sea and pretty seaside villages, dog-friendly, Ysgubor (Gra...
7 nights from £600
Need more time? Reserve any cottage for up to 24 hours before booking.
24hr no commitment reservations
You can reserve your holiday dates on your favourite cottage for up to 24 hours. You might need to check with other guests in your party or simply consider whether this cottage is right for your holiday, either way we’re happy to give you the time to step away and mull over your options before paying a penny.
We’ll send you a reminder to see if you want it or not so you won’t lose out. Take time to think it over, you don’t have to rush your decision. Have a cup of tea and when you’re ready, hit the button to book your holiday and start looking forward to it.
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 1269 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.