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 596 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 596 cottages available for May half term
7 nights from £889 *
The Barn
58473 bedroom, dog friendly cottage near Praa Sands, South Cornwall.
Situated in a great accessible location, yet close to sandy beaches and rugged coastal paths, this fabulous 'home from home' ticks all the holiday boxes. This welcoming three bedro...
7 nights from £889 *
7 nights from £713
The Pink Cottage
58352 bedroom, dog friendly holiday cottage in Bude, North Cornwall.
Nestled in the heart of Stratton, a village on the north Coast of Cornwall near Bude, you will discover The Pink Cottage, a beautiful holiday abode that's packed full of charm and ...
7 nights from £713
7 nights from £868 *
Bodillys Cottage
58052 bedroom, dog friendly cottage near the beach in Newlyn, Cornwall.
Nestled in a tucked away quiet lane amidst the vibrant harbour town of Newlyn, this charming, cosy terraced cottage offers a perfect retreat for up to four lucky guests. Lovingly u...
7 nights from £868 *
From £195 per night
The Lighthouse Keeper's Cabin
5836Dog friendly lighthouse cabin, with sea views and hot tub near Cardiff, Wales.
Set sail for the getaway of your dreams with a magical stay in a very special hideaway overlooking the ocean. The Lighthouse Keeper's Cabin is perfectly situated just a stone's thr...
From £195 per night
From £98 per night
The Dell
5841Dog friendly shepherds hut with a hot tub and wood-burner near Kingsbridge, South Devon.
Nestled in the lush verdant countryside of rural south Devon, The Dell is a nature lover's delight and ideally situated just a short drive away from the stunning Devonshire coast a...
From £98 per night
7 nights from £1044
Lodge Cottage
58343 bedroom, dog friendly self catering cottage near Helmsley.
Nestled in the beautiful Yorkshire countryside is Lodge Cottage, close to the popular market town of Helmsley, foodie town of Malton and Hovingham, a delightful village with a stre...
7 nights from £1044
7 nights from £741
Mellifount Farm
58392 bedroom self catering cottage near Haywards Heath.
Escape to the Sussex countryside and stay in this beautiful oak-framed barn situated in a quiet rural location overlooking wooded farmland and paddocks, where you can sometimes see...
7 nights from £741
7 nights from £757
The Smithy
58322 bedroom, dog friendly holiday cottage near Glastonbury, Somerset.
If a stunning conversion bursting with original features situated in a sleepy Somerset village sounds attractive then The Smithy is the place for you. Situated in close proximity t...
7 nights from £757
Arrive at your handpicked holiday home safe in the knowledge it’s been fully inspected.
Quality inspections
We check our holiday homes to ensure that everything is up to our high standards for your holiday, from provision of our above standard minimum inventory to how fluffy the towels are, we make sure you’ll have a comfortable stay.
Hardworking teams of housekeepers will have the place spick and span, ready for your arrival, so when you get there you can just relax.
Wheelwrights Cottages
7 nights from £1514
7 nights from £872 *
Brea Barn Cottage
58372 bedroom, dog friendly cottage with sea views near Penzance.
Escape to this delightful 17th Century barn conversion set within a National Landscape (formerly known as an Area of Outstanding Natural Beauty). With exceptional sea views and stu...
7 nights from £872 *
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.
