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
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 1037 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.
We have 1037 self catering cottages available to rent in May
Nutwood Lodges
7 nights from £1772
7 nights from £637
Sunnyside Lodge
56303 bedroom self catering cottage near Wells-Next-The-Sea.
Perfect for families and friends who wish to holiday together in a quiet unspoilt countryside location. This single-storey lodge sits under the big Norfolk skies and is located jus...
7 nights from £637
We’re here to help you find your perfect place to stay 7 days a week.
Open 7 days a week
Call our office on 01326 555555, email hello@classic.co.uk or click on the live chat button in the bottom right of the screen to talk directly to someone who can help with choosing your holiday. If you have any questions or need a hand with the booking process, we’re happy to help.
After booking your holiday with us, you’ll receive your holiday details two weeks before your holiday. This also includes our emergency out of hours phone number for when the office is closed, so we’re never more than a phone call away!
7 nights from £495
Sunset Lodge
56281 bedroom self catering apartment near Wells-Next-The-Sea.
Set in an idyllic countryside location with big Norfolk skies, come and discover this delightful single-storey lodge, sitting alongside two neighbouring properties. Just outside th...
7 nights from £495
7 nights from £640
Sunrise Lodge
56272 bedroom self catering cottage near Wells-Next-The-Sea.
This welcoming getaway is located just five miles from some of the best beaches in this beautiful part of Norfolk. This single-storey lodge, ideal for a family or couples, is only ...
7 nights from £640
7 nights from £1050
The Loft at Goytre Hall
56661 bedroom self catering apartment near the beach of Abergavenny.
Fall in love with The Loft at Goytre Hall, sitting on the edge of the magical backdrop of the Brecon Beacons, a luxurious escape for two. Nestling within the historical walls of Go...
7 nights from £1050
7 nights from £2734
Wold House
56385 bedroom, dog friendly self catering cottage in Blockley
Beautifully situated in an elevated position overlooking the serene Cotswold village of Blockley, experience exquisite luxury and charm in this breathtaking five bedroom holiday ho...
7 nights from £2734
7 nights from £496 *
Bwthyn Gynon
56592 bedroom, dog friendly holiday cottage near the sea near Fishguard.
Make Bwthyn Gynon your happy place. A heavenly traditional Welsh quarryman's cottage which has been beautifully renovated by effortlessly introducing contemporary, sympathetic comf...
7 nights from £496 *
7 nights from £616
Ty Blawd
56581 bedroom self catering cottage with sea views near Fishguard.
Make Ty Blawd your special place. A most romantic rural retreat for two, located on the rugged cliffs of Strumble Head with an abundance of luxury, style and through the large pict...
7 nights from £616
Our property managers are local experts who handpick perfect places to stay.
Local experts
We scour the coast and country to winkle out bits worth sharing with you, the best properties in lovely locations. While we’re out and about, we gather together the best things to do so that you can start planning your holiday as soon as you’ve booked.
The ‘Explore Nearby’ tab on our cottage pages show what’s nearby along with relevant articles from our holiday guides from Notes and Stories, where you’ll find hand-written experiences of outings across the South and West, from dog-friendly pubs on the Isle of Wight to free things to do in south Devon and everything in between.
7 nights from £758
Bluebells
56242 bedroom, dog friendly self catering cottage near Bridport, Dorset.
Tucked away in a quiet location, yet just a stone's throw from bustling Bridport and the Jurassic Coast, you will find Bluebells. Situated at the end of a pretty row of cottages, t...
7 nights from £758
7 nights from £712
Thanckes Lodge
55783 bedroom, dog friendly cottage with sea views near Whitsand Bay.
Seeking a seaside escape, then come and discover our coastal homestay, with stunning ocean views, a short stroll to the beach, use of a private spa area and miles of coastal walks ...
7 nights from £712