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 1333 self catering cottages available to rent in May
7 nights from £1188 booking fees included
Stonny Hon Jay
62114 bedroom, dog friendly holiday cottage with sea views in Hastings.
This beautifully presented Victorian terraced townhouse has been beautifully styled to provide the perfect Sussex staycation for family and friends, just moments from the historic ...
7 nights from £1188
7 nights from £1374 * booking fees included
Lantern Cottage
62015 bedroom, dog friendly holiday cottage in Glastonbury, Somerset.
Lantern Cottage is one to remember with its lovingly crafted interiors, character features, spacious living and in a perfect location for exploring Glastonbury and the surrounding ...
7 nights from £1374 *
Reserve your 2027 holiday for just £40.00
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7 nights from £1227 booking fees included
Urgles Farmhouse
62213 bedroom, dog friendly holiday cottage near Sparkwell, Dartmoor.
Nestled within the wild and rugged beauty of Dartmoor National Park, Urgles Farmhouse is surrounded by its own wildflower filled fields and grazing Belted Galloway cattle, offering...
7 nights from £1227
From £266 per night + £53 booking fees
Eriska
6219Luxury dog friendly cabin for two in the Scottish Highlands.
Tucked away in the hills within the magical landscapes of the Scottish Highlands, Eriska is just the place for a tranquil escape for two (and the dog!). This elegant Scandi-styl...
From £266 per night
British Travel Awards 2025
Best company for UK holiday home rentals
7 nights from £702 booking fees included
Fisherman's Cottage
62142 bedroom, dog friendly self catering cottage in Snettisham.
This characterful gem makes the perfect hideaway for a couple, friends and small families looking to relax on the Norfolk coast in the charming village of Snettisham. Believed t...
7 nights from £702
From £266 per night + £53 booking fees
Ailsa
6222Luxury dog friendly cabin for two in the Scottish Highlands.
With sweeping views across heather covered mountains, patchwork forests and crystal-clear lochs, Ailsa is a secluded, luxurious cabin for two, deep in the heart of the Scottish Hig...
From £266 per night
Highbury House
220Luxury group getaway in the heart of historic Castletown
Set in the heart of historic Castletown, Highbury House is a beautifully renovated four-bedroom property offering stylish and spacious accommodation across three floors. Finished t...
7 nights from £719 booking fees included
Cobblers Cottage
62182 bedroom, dog friendly cottage near the sea in Hartland, Devon.
Tucked away in the heart of Hartland village, just a short drive from the dramatic coastline, beautiful beaches and spectacular coastal paths of north Devon, Cobblers Cottage is a ...
7 nights from £719
7 nights from £839 booking fees included
Penrose
62132 bedroom, dog friendly cottage near the beach in Charlestown.
Perfectly located just a short stroll away from the charming harbourside village of Charlestown on the south coast of Cornwall, with its Grade II Listed harbour and connections to ...
7 nights from £839
7 nights from £2645 booking fees included
Wychbury
62204 bedroom, dog friendly holiday cottage near Sidmouth, South Devon.
When it comes to the perfect house for that special family getaway with family or friends, Wychbury is the ideal choice. This beautiful house boasts an outdoor heated swimming pool...
7 nights from £2645
British Travel Awards 2025
Best company for UK holiday home rentals
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 1333 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.
