Cottages for May Day Bank Holiday
May is when landscapes come alive and towns pick up the pace. With winter left behind, a sunny day feels like summer in a May bank holiday cottage. Relax in your own private retreat and let your worries float away. Coast, country or town, our self-catering cottages will leave you refreshed and revived. Choose from our 1505 available cottages today. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 1505 cottages available for May Day bank holiday
7 nights from £257
Week Cottage
16361 bedroom, rural, dog friendly cottage near Dulverton, Somerset.
Sitting in the heart of Exmoor National Park, Week Cottage dates back to the 1690s and is all picture-book old world charm inside. A spacious boot-room, perfect for muddy boots (an...
7 nights from £257
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40% off
6 Feb 2026 - 10 Feb 2026
£321.00 £192.60
7 nights from £287
Mount Wise Cottage
21872 bedroom, dog friendly holiday cottage near Falmouth, West Cornwall.
Over 200 years old, Mount Wise Cottage is a lovely, traditional stone cottage which overlooks Stithians Reservoir. The cottage is attached to Mount Wise Farmhouse (4396) but fac...
7 nights from £287
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25% off
14 Feb 2026 - 21 Feb 2026
£383.00 £287.25
7 nights from £294 *
Pippins
53602 bedroom, dog friendly character cottage near Beaminster, Somerset.
Pippins is a picture postcard country cottage nestled in the charming Somerset village of North Perrott - not far from the Dorset border. This cosy home can cater for all of the fa...
7 nights from £294 *
7 nights from £299 *
Kernow River View
50462 bedroom holiday cottage with sea views in Saltash, South Cornwall.
Perfectly situated on the border between Cornwall and Devon and with unsurpassed south-facing views towards the river Tamar, Kernow River View is a delightful holiday abode. Ideal ...
7 nights from £299 *
7 nights from £317 *
Mill Cottage
48672 bedroom self catering cottage near Boscastle, North Cornwall.
Mill Cottage is a delightful mid-terrace barn conversion, offering lovely rural views over the surrounding north Cornwall countryside and less than two miles from pretty Crackingto...
7 nights from £317 *
7 nights from £320
The Dairy
26631 bedroom cottage close to the Jurassic Coast, near Bridport, Dorset.
The Dairy is an extremely comfortable single-storey cottage in this small and friendly farm development. The property has French doors to its own enclosed outside space – the patio...
7 nights from £320
7 nights from £320
The Linhay
26611 bedroom cottage near the beach near Bridport, Dorset.
The Linhay is a tucked away single-storey retreat – and an ideal base for exploring the wonderful coastline. The cottage nestles alongside the barns, with a fully enclosed gravel c...
7 nights from £320
7 nights from £322
Kingfishers
60351 bedroom, dog friendly holiday cottage near Shaftesbury, Dorset.
Great care and attention has been put into this barn conversion, resulting in a truly cosy, yet spacious retreat for couples or solo travellers to enjoy. Located in Gillingham in n...
7 nights from £322
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 £325
Pinnock
42031 bedroom, rural self catering cottage near Looe, South Cornwall.
Wind your way along country lanes to this truly delightful retreat that is just the tonic for those looking to enjoy precious time together and escape the humdrum of everyday life....
7 nights from £325
7 nights from £329
Buzzard's Rise
40991 bedroom, dog friendly holiday cottage near Falmouth, West Cornwall.
A cosy hideaway for you and your dog; perfect for those wanting to get away and enjoy the peace and quiet of rural Cornwall with the stunning coastline less than half an hour away....
7 nights from £329
Start summer celebrations early and enjoy a May Day bank holiday break. With the weather on the up, celebrations left, right and centre and lots of businesses opening their doors for the season ahead, May is an excellent time to escape the routine of everyday life. Whether you are looking forward to a solo retreat, family break or getaway with friends, you are sure to find the perfect cottage to spend your holiday. To get started, browse our selection of 1505 available cottages and find your favourite one. Each of our self-catering holiday homes has been handpicked; personally inspected and fully equipped so you can enjoy the finest quality accommodation around. Providing you with help and support every step of the way, you can book with confidence with Classic Cottages.
