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 1339 self catering cottages available to rent in May
7 nights from £858
Hill Top Cottage
60772 bedroom, dog friendly self catering cottage near Kirkby Lonsdale.
Cradled within the peaceful village of Barbon bordering both North Yorkshire and Cumbria, sits Hill Top Cottage. Rustic charm radiates from every burning log, every communal meal a...
7 nights from £858
7 nights from £472
Veryan
60921 bedroom apartment with sea views in Praa Sands, West Cornwall.
Veryan is a beautifully positioned studio apartment in Praa Sands offering a relaxed coastal escape just a 2-minute walk from the wide golden sands and rolling Atlantic surf. Altho...
7 nights from £472
7 nights from £1300
Magical Barn
59962 bedroom self catering cottage near Haltwhistle.
Magical Barn is nestled on the edge of the Dark Sky Park in Northumberland amid green hills and woodland and from the moment you step out of your car and turn the corner to catch y...
7 nights from £1300
7 nights from £1300
Magical Cottage
59972 bedroom self catering cottage near Haltwhistle.
Situated within a delightful courtyard surrounded by verdant landscapes, you'll find Magical Cottage. This beautifully converted single-storey former coach house, pairs its agricul...
7 nights from £1300
The Old Parsonage Barn
192A peaceful countryside hideaway for two beneath dark Manx skies
Tucked away in the quiet heart of St Judes, The Old Parsonage Barn is a peaceful countryside retreat designed with two in mind. Set against wide open fields and beneath some of the...
7 nights from £3141
Haske Barton
60806 bedroom thatched, dog friendly home in Crediton, South Devon.
Welcome to Haske Barton, a beautiful 16th Century Devon Longhouse nestled in a quiet, countryside setting, with wonderful grounds and gardens to enjoy. This charming Grade II Liste...
7 nights from £3141
7 nights from £780
Upper Warren
60703 bedroom holiday cottage with sea views in St Mawes, South Cornwall.
Nestled in the heart of the charming harbourside village of St Mawes on the stunning Roseland peninsula, with beaches, cafes and independent shops just a stroll away, Upper Warren ...
7 nights from £780
7 nights from £490
Cwtch y Rhos
60861 bedroom self catering cottage near the beach in Fishguard.
Escape to Cwtch y Rhos for a romantic getaway. Nestling within walking distance of the centre of the historic coastal town of Fishguard and the picturesque harbour of Lower Town, e...
7 nights from £490
We’re a Visit England Quality Accredited Agency for our high standards in holiday letting.
Quality Accredited Agency
Only the highest quality of accommodation is awarded Visit England accreditation. The assessment takes place over a few days and looks at all of our policies, practices and procedures, making sure we meet a five star standard for our guests.
We set our own standards above and beyond and we’re very proud of this accolade and all it represents.
7 nights from £862 *
The Cygnet - Lodge 11
60442 bedroom self catering cottage near Chard, Somerset.
*Please note, short breaks of four nights or more may be available between January 2026 and the end of the Easter holidays. Please contact our bookings office for more information....
7 nights from £862 *
7 nights from £891
Glen Cottage
60762 bedroom, dog friendly cottage with sea views near Dartmouth.
Welcome to Glen Cottage, a beautiful Grade II Listed thatched cottage which oozes charm and character. Nestled in the heart of one of the South Hams picture-perfect coastal village...
7 nights from £891
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 1339 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.