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
7 nights from £1066 *
Henrosa
53182 bedroom, dog friendly lodge near Bude, North Cornwall.
Welcome to Henrosa, a beautifully crafted hideaway with a bubbling hot tub and stunning panoramic views of the Cornish countryside. Just a short stroll from the pretty village of M...
7 nights from £1066 *
7 nights from £1365
Maypool Hideaway
5299Luxury 1 bedroom lodge with sea views near Brixham, Devon.
Beautifully crafted and with captivating views at every turn, Maypool Hideaway is a delightful and luxurious retreat nestled in the verdant countryside of south Devon, with captiva...
7 nights from £1365
From £72 per night
The Pilchard Shed
5278Cabin near the beach in St Mawes, South Cornwall.
Just a stone's throw away from the vibrant harbourside in the magical Roseland village of St Mawes, The Pilchard Shed is an oh so cute hideaway, tucked up a cobbled pathway and per...
From £72 per night
River Dart Hideaways
7 nights from £4846
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 £594 *
Pulborough House
52564 bedroom, dog friendly holiday cottage near Tavistock, Dartmoor.
Welcome to Pulborough House, a lovingly restored detached white farmhouse in the centre of the much sough-after village of Lydford, including Devon Pub of the Year 2024, The Castle...
7 nights from £594 *
7 nights from £1160 *
Gurrow Point Hideaway
5063Luxury 2 bedroom lodge with sea views in Brixham, Devon.
With far reaching views over the beautiful River Dart and the surrounding verdant countryside of south Devon, Gurrow Point Hideaway is a stunning retreat, beautifully crafted to of...
7 nights from £1160 *
7 nights from £1160 *
Ditsum Hideaway
5098Luxury 2 bedroom, dog friendly lodge with sea views near Brixham, Devon.
Make your way to the glorious River Dart and the beautiful surrounding countryside, where you will find Ditsum Hideaway ('Ditsum' is the local abbreviation of Dittisham, our nearby...
7 nights from £1160 *
7 nights from £599
Berry Cabin
52862 bedroom, dog friendly, bolthole in Seaview, Isle of Wight.
What a little cutie! Berry Cabin is a delightful bolthole for four guests and one well behaved doggy looking for some summer fun! Surrounded by Hersey nature reserve and countrysid...
7 nights from £599
7 nights from £1050
Topside
51402 bedroom, dog friendly self catering apartment in Moreton-in-Marsh
Conveniently located in the heart of the bustling Cotswolds market town of Moreton-in-Marsh, Topside is the perfect place to base yourself if you want everything on your doorstep, ...
7 nights from £1050
7 nights from £1191
Puffin Place
53013 bedroom self catering cottage near the beach in St Davids.
If you're a beach lover, a walker, a surfer, someone who loves exploring the great outdoors, has a passion for culture and heritage or you're simply looking for a peaceful retreat,...
7 nights from £1191
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!
