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 1242 available cottages today. Read more
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 1242 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.
We have 1242 cottages available for May Day bank holiday
7 nights from £425
Leat Mill Cottage
5542 bedroom, dog friendly holiday cottage, Lifton, Dartmoor.
Set in a tranquil location, Leat Mill Cottage is spacious and comfortable, with some lovely original features. Birdsong may well be your lasting memory from your stay here, as the ...
7 nights from £425
7 nights from £426
Horseshoe Cottage
57472 bedroom self catering cottage near Moretonhampstead, Dartmoor.
Welcoming a true Dartmoor gem! This charming semi-detached stone cottage nestles neatly within the grounds of Greenawell Farm, boasting oodles of space, homely touches, and a fabul...
7 nights from £426
We’ve been raising the standards of self catering holidays since 1977.
Our family ethos
Tony and Clare Tregoning started the business back in 1977 and their dedication to quality and excellence is at the heart of everything we do. Tony is sadly no longer with us, but we still adhere to their original ethos of finding holiday homes we would like to stay in and have slowly grown the company to find the best picks of properties across the counties. Plus Clare still drops in to keep us on our toes.
As an independent, family-run company, we wouldn’t expect you to stay anywhere we wouldn’t want to stay ourselves. And we’re pretty picky. We want you to walk into your handpicked holiday home and say ‘wow’, sit back and relax.
7 nights from £430
Birch House Studio
24602 bedroom, rural holiday cottage near Wellington, South Devon.
This beautifully presented single-storey property is perfect for exploring the unspoilt Blackdown Hills, the stunning Jurassic Coast – both designated Areas of Outstanding Natural ...
7 nights from £430
7 nights from £431
Kernel’s Barn
24372 bedroom, rural cottage near the sea near Portreath, North Cornwall.
Practically a stone's throw from the Coast to Coast cycle tramway and only a few minutes' drive from several spectacular sandy beaches, Kernel's Barn is set back from the road betw...
7 nights from £431
7 nights from £435
Orchard Barn
32892 bedroom, dog friendly cottage near Taunton, Somerset.
Orchard Barn is a welcoming single-storey conversion nestled sweetly in the sleepy village of Thurloxton and just a stone's throw away from the Quantock Hills National Landscape. W...
7 nights from £435
7 nights from £437
The Shippen
7752 bedroom holiday cottage near the sea in Boscastle, North Cornwall.
If you want a cottage quietly situated in Boscastle but within two hundred yards of local pubs, restaurants and shops, then The Shippen is ideal for you. From the patio and terr...
7 nights from £437
7 nights from £438
Seashells
46672 bedroom, dog friendly cottage near the beach in Exmouth, Devon.
Seashells is a welcoming home-from-home situated moments away from stunning Exmouth beach and the bustling Exmouth marina. At the end of a fun-packed day exploring Exmouth and ...
7 nights from £438
7 nights from £440
Little Yeo
15842 bedroom, dog friendly holiday cottage near Bideford, North Devon.
North Devon is renowned for its unspoilt coastline, sandy surfing beaches, rugged cliffs and gentle, rolling countryside inland. You will have the best of both worlds at Little Yeo...
7 nights from £440
Readymade beds and fluffy towels; this simple but appreciated welcome is standard with us.
Towels and readymade beds
All of our cottages provide bed linen and towels as standard, with a change of bedding included for holidays of two weeks or more. You’ll also find a fresh change of towels for each week (for in the house only, please bring your own for the beach) and tea towels a-plenty.
The beds will be readymade and waiting for you on arrival so you can simply sink into comfort and relax straight into your holiday.
7 nights from £450
Haven High
57262 bedroom, dog friendly holiday cottage with sea views near Dale.
Poised on the clifftops above the never-ending sea, near St Ann's Lighthouse, in an unequalled position on the lee-side of enchanting St Ann's Head, near Dale, welcome to Haven Hig...
7 nights from £450
7 nights from £451
Garden Cottage
21232 bedroom cottage near the beach near Marazion, West Cornwall.
Named appropriately for the beautifully maintained south-facing garden it overlooks and only a mile from the unspoilt seaside village of Perranuthnoe and spectacular coastal footpa...
7 nights from £451
