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 956 self catering cottages available to rent in May
7 nights from £1064
Swallows' Nest
60072 bedroom self catering cottage near Helford, West Cornwall.
Resting in a secluded corner of rural Cornwall yet perfectly placed to explore the gentle waters of the Helford River, Swallows' Nest is a soulful and quietly luxurious barn conver...
7 nights from £1064
7 nights from £722
Pendennis Tides
59942 bedroom apartment with sea views in Falmouth, South Cornwall.
A spacious, waterside apartment with amazing vistas over Falmouth harbour and Port Pendennis; this special location offers ever-changing scenery with Naval ships and luxury cruise ...
7 nights from £722
7 nights from £1044 *
Harmon Vale
60155 bedroom, dog friendly holiday cottage with sea views in Solva.
Seaside serenity, spacious comfort, breathtaking sea views, and a blissful spa tub, that’s Harmon Vale. This stunning holiday home is the perfect destination for families, friends ...
7 nights from £1044 *
7 nights from £890 *
St Harmon
60165 bedroom, dog friendly holiday cottage with sea views in Solva.
Enjoy a blissful coastal break in St Harmon, a superb three-storey property with luxurious hot tub, located in one of the prettiest harbour villages in Wales, in Upper Solva, nestl...
7 nights from £890 *
7 nights from £2453 *
Roscaddon Linhay
60145 bedroom, dog friendly cottage near the beach in Helford, Cornwall.
Tucked into the lush landscape of Manaccan where the last of the temperate Cornish rainforest remains yet just a whisper from Gillan Creek and Flushing beach, this remarkable farmh...
7 nights from £2453 *
7 nights from £1147 *
Blackberry Cottage
59834 bedroom, dog friendly holiday cottage near the beach in Heacham.
Nestled within a row of quaint cottages and close to the sandy dunes and beaches of South Beach, this gorgeous dog-friendly retreat can be enjoyed year-round with loved ones as wel...
7 nights from £1147 *
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20% off
29 Aug 2025 - 5 Sep 2025
From £1360.00 £1088.00
7 nights from £495 *
14 Regent Terrace
60042 bedroom, dog friendly, lower ground floor apartment with sea views in Penzance.
Tucked away just behind the iconic promenade in Penzance and mere moments from the Jubilee Pool and the sparkling sea beyond, 14 Regent Terrace is a restored two bedroom traditiona...
7 nights from £495 *
7 nights from £878
The Granary
60102 bedroom self catering cottage near Moretonhampstead, South Devon.
If it's a superb rural retreat you are looking for, look no further, The Granary at Greenawell Farm is the perfect package. The Granary is a beautiful stone cottage, finished to an...
7 nights from £878
Choose our flexible booking option and have the ability to cancel anytime.
Greenawell Farm Cottages
7 nights from £1836
7 nights from £1410
Ellenhall
59904 bedroom, dog friendly self catering cottage near Battle.
Escape to this picture-perfect countryside retreat which sits in a salubrious location in the High Weald National Landscape (Area of Outstanding Natural Beauty). Surrounded by anci...
7 nights from £1410
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 956 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.
