Holiday Cottages for May
May, that wonderful bridge between spring and summer, where temperatures begin to rise and blue skies and sunshine become a regular feature. Settle into the holiday mode and make the most of a quieter towns, beaches and countryside before summer crowds arrive. With new life and colour bursting at the scenes, this is a magical time of year, perfect for a holiday to refresh the senses and revive the soul. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 1323 self catering cottages available to rent in May
7 nights from £836 booking fees included
Goaf Cottage
62042 bedroom, dog friendly self catering cottage near Whitby.
In a county of hills, dales and sandy beaches, you will find the moors village of Glaisdale and nestled in a sleepy lane sits Goaf Cottage, an old farm building converted into a go...
7 nights from £836
Greystones at Ago's Leap
221Impressive Douglas home with private gardens and tennis court
Set along Quarterbridge Road in Douglas, Greystones is a striking and spacious home offering an impressive place to stay within easy reach of the Island's capital. Beautifully p...
Reserve your 2027 holiday for just £40.00
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Ballacosney Cottage
219Stylish Laxey cottage with private gym and sauna
Tucked away up a peaceful lane above Laxey, Ballacosney Cottage is a beautifully renovated retreat designed with relaxing island stays in mind. Fresh, modern and filled with natura...
7 nights from £923 booking fees included
Rubena Cottage
62002 bedroom, dog friendly cottage near the beach in Port Isaac.
A mere hop, skip and a jump from the water's edge, this absolute gem of a cottage has been restored with exquisite care, creating a most desirable retreat that's perfect for warm s...
7 nights from £923
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7 nights from £983 booking fees included
St Peter's House
62022 bedroom self catering cottage in Gloucester.
Set within Gloucester Cathedral's grounds with a magnificent glimpse of the Cathedral spires from the impressive staircase, St Peter's House enjoys a truly amazing location. A hous...
7 nights from £983
7 nights from £1241 booking fees included
Hooper's House
62034 bedroom self catering cottage in Gloucester.
Hooper's House is a centuries-old property sitting in harmony with the historic buildings of Gloucester Cathedral but with a contemporary interior vibe, mixing traditional and mode...
7 nights from £1241
Round Table House
218A unique countryside retreat with breathtaking southern views
Round Table House stands high above the rolling countryside of Ronague, a remarkable retreat where contemporary style meets the character of a much-loved home. Its elevated positio...
From £108 per night + £53 booking fees
Bottle Lodge
6206Grade II Listed, lovingly restored 1807 Bottle Lodge for two in Staffordshire.
Sitting in the Staffordshire countryside at the entrance to Tixall Estate, a unique and historic stay awaits at Bottle Lodge - named for its quirky octagonal shape that looks like ...
From £108 per night
7 nights from £833 booking fees included
Beau's Barn
61973 bedroom, dog friendly holiday cottage near Padstow, North Cornwall.
Escape the everyday with a well-deserved break at this rural retreat, nestled in the glorious Cornish countryside, yet only four miles from Padstow, Cornwall's culinary capital, an...
7 nights from £833
7 nights from £672 booking fees included
Hawcombe Cottage
62051 bedroom, dog friendly cottage with sea views near Tavistock.
Tucked away in the pretty riverside village of Bere Ferrers, Hawcombe Cottage is a charming hideaway for two, perfectly placed for those seeking a peaceful escape surrounded by the...
7 nights from £672
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.
If you've got children, May half-term provides an excellent opportunity to gather together the family and escape for a while on a dream holiday. Book yourself a luxury self-catering cottage and catch up properly - it's much easier without the distractions of everyday life. However many are in your gang, we'll help you find the perfect cottage. Many of our properties have a games room too, so the kids can keep themselves entertained. Or if your little ones are something of a water baby, why not book a holiday cottage with a swimming pool? We have shared and private pools to offer, so take your pick.
May isn't just about half term though. We also have two bank holidays to look forward to, as well as plenty of chances for spontaneous short breaks and much anticipated weeks away ahead of the summer. From idyllic one-bed retreats up to huge 8-bedroom properties big enough for all your nearest and dearest, you can tailor your dream holiday. It's good news for Fido too, as lots of our cottages are dog-friendly.
May Holidays
From country to coast, the holiday of a lifetime awaits you. Browse our list of 1323 available cottages and take a step closer to a luxury retreat in May. All of our cottages are handpicked; personally inspected and fully equipped with a complete inventory for your total ease and comfort.
