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 554 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 554 cottages available for May half term
7 nights from £735 *
Boak Villa
59693 bedroom, dog friendly cottage with sea views in Coverack, Cornwall.
Cradled into the hillside above the charming fishing village of Coverack, Boak Villa boasts a sunny disposition and offers some of the most spectacular sea views you'll find anywhe...
7 nights from £735 *
7 nights from £924
The Mowhay
59453 bedroom, dog friendly cottage with sea views in Padstow, Cornwall.
Nestled in the rural hamlet of Crugmeer, surrounded by glorious countryside yet only a 15-minute walk to Cornwall’s dramatic north coast and a mile from Cornwall’s foodie hotspot o...
7 nights from £924
7 nights from £929
Honeystones
59463 bedroom, dog friendly holiday cottage with sea views in Hunstanton.
Boasting fabulous far-reaching sea views across The Wash and perfectly situated close to the iconic lighthouse on the clifftop of Old Hunstanton, Honeystones is a relaxing holiday ...
7 nights from £929
7 nights from £1082 *
Higher Pencobben
59505 bedroom, dog friendly cottage near the beach near Hayle, Cornwall.
Nestled in the heart of gently rolling countryside, protected by the National Trust, Higher Pencobben, accessed by a private lane, is a beautiful rural home offering a haven of pea...
7 nights from £1082 *
From £149 per night
Hush
5963Unique off-grid bespoke cabin in Devon
A romantic woodland wonderland awaits at Hush, a stunning 'truffle' house deep in the heart of Devon that's all about getting back to nature and a more peaceful way of life - bliss...
From £149 per night
From £149 per night
Sun-Dapple
5964Unique off-grid bespoke cabin in Devon
Find your own little slice of woodland heaven at this Danish designed wooden beauty nestled in the heart of Devon - a peaceful, architectural marvel hidden among the oak trees! ...
From £149 per night
7 nights from £948
Kingfisher Cottage
59493 bedroom, dog friendly self catering cottage near Leominster.
Tucked away in the peaceful Herefordshire countryside, this charming and character-filled cottage offers a perfect blend of traditional style and modern luxury. Surrounded by a bea...
7 nights from £948
From £99 per night
Albie's Freight Train
5967Dog friendly vintage railway carriage with a wood-fired hot tub near Richmond.
All aboard this little beauty, a stunning converted train carriage complete with wood-fired hot tub. It's the perfect romantic, dog friendly getaway for two with gorgeous countrysi...
From £99 per night
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 £880
Coastguard Lookout
59732 bedroom self catering cottage with sea views in Hunstanton.
Situated in a unique location on the clifftops of the charming town of Hunstanton, Coastguard Lookout sits proudly overlooking the ocean with panoramic views of the beach, changing...
7 nights from £880
7 nights from £1484
Summers
58773 bedroom holiday cottage with sea views in St Mawes, South Cornwall.
Sitting in prime position with panoramic views across St Mawes harbour towards Pendennis and St Mawes castle, Summers is a stunning, contemporary holiday home with stylish interior...
7 nights from £1484
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.
