May Half Term Holiday Cottages
With a cool breeze and warm sunshine, May marks the start of summer and many happy times to come. Kick start your summer properly and hop in the car; a holiday in a luxury self-catering cottage awaits. Browse through our list of 805 available cottages and find your favourite. All of our cottages are handpicked; personally inspected and fully equipped so your holiday is the best it can be.Read more
Spend your days exploring deep, green countryside and skim stones across lazy streams. Follow the scent of salty air and head to the coast, spending long days on the beach flitting between soft sands and cool sea. Perch on a bench and watch as life goes by, before heading to a local restaurant to dine on fresh, local produce lovingly crafted and prepared by skilled hands. Then, when you've had your fill of exploring, turn your attention to relaxing. Throw yourself into the holiday spirit and land in your own private self-catering cottage, primed and ready for you. An early summer break in your own slice of paradise can give you the chance to unwind, catch up and settle into a slower, more considered rhythm.
Spend your May-Half Term in a Luxury Retreat
Whether you are looking for a solo retreat or want to bring the whole family away for a much-needed break, May half term provides ample opportunity to escape to greener grass for a while. However you'd like to spend your time, our cottages offer wide variety and consistent quality. Many of our cottages are dog-friendly too, meaning everyone can join in this May half term.
We have 805 cottages available for May half term
From £101 per night
Wildwood Hideaway
4383Dog friendly cabin tucked amongst the trees near Rock, North Cornwall.
Take the little winding path that zig-zags its way through the trees to where Wildwood Hideaway is waiting to welcome you to the peace and tranquility of the woodland. Tucked away ...
From £101 per night
7 nights from £538
Dairy Cottage
43871 bedroom self catering cottage near Ivybridge, South Devon.
Welcome to one of south Devon's most peaceful locations and this beautiful renovated 18th Century barn within Dartmoor National Park. This gorgeous cottage for two offers the perfe...
7 nights from £538
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 £538
Swallow Cottage
43881 bedroom self catering cottage near Ivybridge, South Devon.
Nestled in the beautiful countryside of south Devon is this beautiful renovated 18th Century barn within Dartmoor National Park. This luxury cottage for two is the perfect choice f...
7 nights from £538
7 nights from £800
The Coach House
43762 bedroom, dog friendly holiday cottage near Lyme Regis, East Devon.
Recently renovated, The Coach House is something very special. It is in another world, hidden away from it all and surrounded by beautiful tranquil gardens, yet just one mile from ...
7 nights from £800
7 nights from £647
Horseshoe Shepherd's Lodge
4325Gorgeous shepherds hut with hot tub near South Molton, North Devon.
Let loose your imagination, embrace the need we all have to get away from it all and make a list of what you think the essence of a perfect shepherd's lodge in a perfect setting sh...
7 nights from £647
7 nights from £867
St Christopher's Cottage
43402 bedroom, dog friendly holiday cottage in Boscastle, North Cornwall.
Situated in the picturesque harbourside village of Boscastle, St Christopher's Cottage is an absolute beaut! Lovingly restored with stylish interiors packed full of charm and a won...
7 nights from £867
7 nights from £1056
Rose Lodge
43683 bedroom, dog friendly holiday cottage near Bodmin, North Cornwall.
Rose Lodge is simply stunning! Nestling in the pretty rural village of Blisland, with its traditional village pub and ancient church set around the village green, this little tucke...
7 nights from £1056
7 nights from £635 *
The Enchanted Wardrobe at Warleggan
4351Dog friendly shepherd hut with hot tub near Lostwithiel, South Cornwall.
The Enchanted Wardrobe is stuff that dreams are made of - a holiday here will transport you to the magical land of Narnia - no, really! The pretty hamlet of Warleggan is twinned wi...
7 nights from £635 *
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.
Warleggan Glamping
7 nights from £1875
7 nights from £614
Kinsman Cottage
43431 bedroom, dog friendly apartment near the sea in Boscastle.
Set in the charming harbourside village of Boscastle in an idyllic and tranquil setting, with wonderful views over the Jordan Valley, Kinsman Cottage (formerly The Garden Place) is...
7 nights from £614
