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 816 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 Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.
We have 816 cottages available for May half term
7 nights from £798
One Old School Cottages
58033 bedroom, dog friendly cottage near the beach in Portscatho.
Situated in the pretty hamlet of Gerrans, just a stroll away from the charming seaside village of Portscatho on the beautiful Roseland peninsula, One Old School Cottages is a charm...
7 nights from £798
7 nights from £680
Whipsiderry
58091 bedroom, dog friendly apartment near the beach in Newquay.
A fabulous top floor apartment with a great roof terrace with gorgeous views over the Gannel Estuary, rolling Cornish countryside and a snip of a sea view too. This bolthole for tw...
7 nights from £680
7 nights from £1200
The Old Farmhouse
57923 bedroom, dog friendly self catering cottage in Pickering.
Nestled on the edge of the North York Moors in the charming town of Pickering, this Grade II Listed terraced cottage effortlessly combines historic charm with contemporary luxury. ...
7 nights from £1200
7 nights from £553
Fell View
58123 bedroom, dog friendly self catering cottage near Hawes.
If you want to get away from it all, why not visit Fell View in Gunnerside! A cosy three bedroom cottage in the heart of the village with a local pub on your doorstep and a front c...
7 nights from £553
7 nights from £1258
Bryn Teifi
58073 bedroom self catering cottage near the beach near Abersoch.
At first glance, Bryn Teifi presents itself as a small traditional cottage with all its original features, yet behind the white-washed facade lies a bold, contemporary Scandinavian...
7 nights from £1258
7 nights from £837
Glebe House
57432 bedroom, dog friendly cottage near the beach in St Mawes, Cornwall.
Tucked away in a quiet corner, just a stone's throw from the picturesque harbourside of St Mawes on the Roseland peninsula you will find Glebe House, a charming Cornish cottage, pe...
7 nights from £837
7 nights from £2236 *
La Casita
58064 bedroom self catering cottage in Porthleven, South Cornwall.
Discover your perfect countryside escape, nestled in the picturesque countryside, just a 20 minute stroll from the charming fishing village of Porthleven. This modern and luxurious...
7 nights from £2236 *
7 nights from £486 *
Seagull Cottage
57622 bedroom holiday cottage with sea views in Penzance, West Cornwall.
Overlooking both the only Victorian promenade in Cornwall and the outstanding views of Mount's Bay, centrally located Seagull Cottage offers a vintage seaside charm and is ideal fo...
7 nights from £486 *
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 £1001
The Lobster Pot
58012 bedroom holiday apartment with sea views in Instow, North Devon.
With waves crashing and a tide that ebbs and flows, The Lobster Pot in Instow on the north Devon coast is perfectly positioned on the edge of the Taw Estuary with views that will c...
7 nights from £1001
7 nights from £750
Iva Cottage
57753 bedroom, dog friendly cottage near the beach in Fowey, Cornwall.
Come and immerse yourself in the charm of Fowey with a well-deserved break at Iva Cottage. Nestled on an elevated terrace, it is the shortest of strolls from your holiday door, dow...
7 nights from £750
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.
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